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Class 12 Chemistry Case Study Questions Chapter 10 Haloalkanes and Haloarenes

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In Class 12 Boards there will be Case studies and Passage Based Questions will be asked, So practice these types of questions. Study Rate is always there to help you. Free PDF Download of CBSE Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes Case Study and Passage Based Questions with Answers were Prepared Based on Latest Exam Pattern. Students can solve NCERT Class 12 Chemistry Case Study Questions Haloalkanes and Haloarenes  to know their preparation level.

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In CBSE Class 12 Chemistry Paper, There will be a few questions based on case studies and passage-based as well. In that, a paragraph will be given, and then the MCQ questions based on it will be asked.

Haloalkanes and Haloarenes Case Study Questions With Answers

Here, we have provided case-based/passage-based questions for Class 12 Chemistry  Chapter 10 Haloalkanes and Haloarenes

Case Study/Passage-Based Questions

Case Study 1: A chlorocompound (A) on reduction with Zn-Cu and ethanol gives the hydrocarbon (B) with five carbon atoms. When (A) is dissolved in dry ether and treated with sodium metal it gave 2,2,5,5 tetramethylhexane. The treatment of (A) with alcoholic KCN gives compound (C).

(i) The compound (A) is

(a) 1-chloro- 2, 2-dimethylpropane(b) 1-chloro- 2, 2-dimethyl butane
(c) 1-chloro-2-methyl butane(d) 2-chloro-2-methyl butane.

Answer: (a) 1-chloro- 2, 2-dimethylpropane.

(ii) The reaction of (C) with Na, C 2 H 5 OH gives

(a) (CH ) C CH CONH (b) (CH ) C NH
(c) (CH) C CH CH NH (d) (CH ) CHCH NH

Answer: (c) (CH)3C CH2CH2NH2

(iii) The reaction of (C) with Na, C 2 H 5 OH is called

(a) Gilman reaction(b) Mendius reaction
(c) Grooves process(d) Swart’s reaction.

Answer: (b) Mendius reaction

(iv) Compound (B) is

(a) n-pentane(b) 2, 2-dimethylpropane
(c) 2-methylbutane(d) none of these.

Answer: (b) 2, 2-dimethylpropane

Case Study 2: Nucleophilic substitution reactions are of two types; substitution nucleophilic bimolecular (SN2) and substitution nucleophilic unimolecular (SN1) depending on molecules taking part in determining the rate of reaction. The reactivity of alkyl halide towards SN1 and SN2 reactions depends on various factors such as steric hindrance, stability of intermediate or transition state and polarity of solvent. SN2 reaction mechanism is favored mostly by primary alkyl halide or transition state and polarity of the solvent, SN2 reaction mechanism is favored mostly by primary alkyl halide then secondary and then tertiary. This order is reversed in the case of SN1 reactions.

(i) Which of the following is most reactive towards nucleophilic substitution reaction? (a) C 6 H 5 Cl (b) CH 2 =CHCl (c) ClCH 2 CH=CH 2 (d) CH 3 CH=CHCl

Answer: (c) ClCH2CH=CH2

(ii) Isopropyl chloride undergoes hydrolysis by (a) S N 1 mechanism (b) S N 2 mechanism (c) S N 1 and S N 2 mechanism (d) neither S N 1 nor S N 2 mechanism

Answer: (c) SN1 and SN2 mechanism

(iii) The most reactive nucleophile among the following is (a) CH 3 O- (b) C 6 H 5 O- (c) (CH 3 ) 2 CHO- (d) (CH 3 ) 3 CO-

Answer: (a) CH3O-

Which of the following is the correct order of decreasing S N 2 reactivity? (a) RCH 2 X > R 2 CHX > R 3 CX (b) R 3 CX > R 2 CHX >RCH 2 X (c) R 2 CHX >R 3 CX > RCH 2 X (d) RCH 2 X >R 3 CX >R 2 CHX

Answer: (a) RCH2X > R2CHX > R3CX

Case Study 3: A primary alkyl halide (A) C 4 H 9 Br reacted with alcoholic KOH to give compound (B). Compound (B) is reacted with HBr to give compound (C) which is an isomer of (A). When (A) reacted with sodium metal, it gave a compound (D) C 8 H 18  that is different than the compound obtained when n-butyl bromide reacted with sodium metal

(i) Which type of isomerism is present in compounds (A) and (C)?

Answer: (c) Chain

(ii) IUPAC name of compound (D) is

Answer: (c) 2-methyl heptane

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case study questions haloalkanes and haloarenes

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Case Study Questions Haloalkanes and Haloarenes Class 12 Chemistry

Dr. Vikas Jasrotia

        Case Study Questions Haloalkanes and Haloarenes Class 12 Chemistry

1. Read the passage given below and answer the following questions: Nucleophilic substitution reactions are of two types; substitution nucleophilic bimolecular (S N 2) and substitution nucleophilic unimolecular (S N 1) depending on molecules taking part in determining the rate of reaction. The reactivity of alkyl halide towards S N 1 and S N 2 reactions depends on various factors such as steric hindrance, stability of intermediate or transition state, and polarity of the solvent. S N 2 reaction mechanism is favoured mostly by primary alkyl halide or transition state and polarity of the solvent, S N 2 reaction mechanism is favoured mostly by primary alkyl halide then secondary and then tertiary. This order is reversed in the case of S N 1 reactions. (i) Which of the following is most reactive towards nucleophilic substitution reaction? (a) C 6 H 5 Cl (b) CH 2 = CHCl (c) ClCH 2 CH = CH 2 (d) CH 3 CH = CHCl

(ii) Isopropyl chloride undergoes hydrolysis by (a) S N 1 mechanism (b) S N 2 mechanism (c) S N 1 and S N 2 mechanism (d) Neither S N 1 nor S N 2 mechanism

(iii) Tertiary alkyl halides are practically inert to substitution by S N 2 mechanism because of (a) Insolubility (b) Instability (c) Inductive effect (d) Steric Hindrance

(iv) Which of the following is the correct order of decreasing S N 2 reactivity? (a) RCH 2 X > R 2 CHX > R 3 CX (b) R 3 CX > R 2 CHX >RCH 2 X (c) R 2 CHX > R 3 CX > RCH 2 X (d) RCH 2 X > R 3 CX > R 2 CHX

(v) An organic molecule necessarily shows optical activity if it- a) Contains asymmetric carbon atoms b) Is non-polar c) Is non-superimposable on its mirror image d) Is superimposable on its mirror image.

2. Read the passage given below and answer the following questions: The replacement of hydrogen atom in a hydrocarbon, aliphatic or aromatic results in the formation of haloalkanes and haloarenes respectively. Haloalkanes contain a halogen atom attached to sp 3 hybridized carbon atom of an alkyl group whereas haloarenes contain a halogen atom attached to sp 2 hybridized carbon atom of an aryl group. Haloalkanes and haloarenes may be classified on the basis of the number of halogen atoms in their structures as mono, di, or poly halogen compounds and also on the basis of the state of hybridization of the carbon atom to which the halogen atom is bonded. (i) Which of the following halide is 2°? (a) Isopropyl chloride (b) Isobutyl chloride (c) n-propyl chloride (d) n-butyl chloride

(ii) Which of the following is a Gem-dibromide is: (a) CH 3 CH(Br)CH 2 (Br) (b) CH 3 CBr 2 CH 3 (c) CH 2 (Br)CH 2 CH 2 (d) CH 2 BrCH 2 Br

(iii) IUPAC name of (CH 3 ) 3 CCl is: (a) 3-Chlorobutane (b) 2-Chloro-2-methylpropane (c) t-butyl chloride (d) n-butyl chloride

(iv) Which of the following is a primary halide? (a) Isopropyl iodide (b) Secondary butyl iodide (c) Tertiarybutyl bromide (d) Neohexyl chloride

(v) Which one of the following is not an allylic halide? (a) 4-Bromopent-2-ene (b) 3-Bromo-2-methylbut-1-ene (c) 1-Bromobut-2-ene (d) 4-Bromobut-1-ene

3. Read the passage given below and answer the following questions: Alkyl halides are prepared by the free radical halogenation of alkanes, addition of halogen acids to alkenes, replacement of -OH group of alcohols with halogens using phosphorus halides, thionyl chloride, or halogen acids. Aryl halides are prepared by electrophilic substitution to arene. Fluorine and iodides are best prepared by the halogen exchange method. These compounds find wide applications in industry as well as in day-to-day life. These compounds are generally used as solvents and as starting materials for the synthesis of a large number of organic compounds. (i) The best method for the conversion of an alcohol into an alkyl chloride is by treating the alcohol with (a) PCl 5 (b) Dry HCl in the presence of anhydrous ZnCl 2 (c) SOCl 2 in presence of pyridine (d) None of these

(ii) The catalyst used in the preparation of an alkyl chloride by the action of dry HCl on alcohol is (a) anhydrous AlCl 3 (b) FeCl 3 (c) anhydrous ZnCl 2 (d) Cu

(iii) An alkyl halide reacts with metallic sodium in dry ether. The reaction is known as: (a) Frankland’s reaction (b) Sandmeyer’s reaction (c) Wurtz reaction (d) Kolbe’s reaction

(iv) Fluorobenzene (C 6 H 5 F) can be synthesized in the laboratory (a) By direct fluorination of benzene with F 2 gas (b) By reacting bromobenzene with NaF solution (c) By heating phenol with HF and KF (d) From aniline by diazotization followed by heating the diazonium salt with HBF 4

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Latest MCQ's and Important Questions for CBSE Class 12 Chemistry

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Total Papers :

Class 12 Chemistry Marks Distribution
Units Marks
Solid State 23
Solutions
Electrochemistry
Chemical Kinetics
Surface Chemistry
General Principles and Processes of Isolation of Elements 19
p- Block Elements
d - and f- Block Elements
Coordination Compounds
Haloalkanes and Haloarenes 28
Alcohols, Phenols and Ethers
Aldehydes, Ketones and Carboxylic Acids
Organic Compounds containing Nitrogen
Biomolecules
Polymers
Chemistry in Everyday Life
Total 70

CBSE Class 12 Chemistry Syllabus

  • Solid State
  • Electrochemistry
  • Chemical Kinetics
  • Surface Chemistry
  • General Principles and Processes of Isolation of Elements
  • p-Block Elements
  • d- and f-Block Elements
  • Coordination Compounds
  • Haloalkanes and Haloarenes.
  • Alcohols, Phenols and Ethers
  • Aldehydes, Ketones and Carboxylic Acids
  • Organic compounds containing Nitrogen
  • Biomolecules
  • Chemistry in Everyday life

Unit II: Solutions 15 Periods

Types of solutions, expression of concentration of solutions of solids in liquids, solubility of gases in liquids, solid solutions, Raoult's law, colligative properties - relative lowering of vapour pressure, elevation of boiling point, depression of freezing point, osmotic pressure, determination of molecular masses using colligative properties, abnormal molecular mass, Van't Hoff factor.

Unit III: Electrochemistry 18 Periods

Redox reactions, EMF of a cell, standard electrode potential, Nernst equation and its application to chemical cells, Relation between Gibbs energy change and EMF of a cell, conductance in electrolytic solutions, specific and molar conductivity, variations of conductivity with concentration, Kohlrausch's Law, electrolysis and law of electrolysis (elementary idea), dry cell-electrolytic cells and Galvanic cells, lead accumulator, fuel cells, corrosion.

Unit IV: Chemical Kinetics 15 Periods

Rate of a reaction (Average and instantaneous), factors affecting rate of reaction: concentration, temperature, catalyst; order and molecularity of a reaction, rate law and specific rate constant, integrated rate equations and half-life (only for zero and first order reactions), concept of collision theory (elementary idea, no mathematical treatment), activation energy, Arrhenius equation.

Unit VIII: d and f Block Elements 18 Periods

General introduction, electronic configuration, occurrence and characteristics of transition metals, general trends in properties of the first-row transition metals – metallic character, ionization enthalpy, oxidation states, ionic radii, colour, catalytic property, magnetic properties, interstitial compounds, alloy formation, preparation and properties of K2Cr2O7 and KMnO4.

Lanthanoids – Electronic configuration, oxidation states, chemical reactivity and lanthanoid contraction and its consequences.

Actinoids - Electronic configuration, oxidation states and comparison with lanthanoids.

Unit IX: Coordination Compounds 18 Periods

Coordination compounds - Introduction, ligands, coordination number, colour, magnetic properties and shapes, IUPAC nomenclature of mononuclear coordination compounds. Bonding, Werner's theory, VBT, and CFT; structure and stereoisomerism, the importance of coordination compounds (in qualitative analysis, extraction of metals and biological system).

Unit X: Haloalkanes and Haloarenes. 15 Periods Haloalkanes: Nomenclature, nature of C–X bond, physical and chemical properties, optical rotation mechanism of substitution reactions.

Haloarenes: Nature of C–X bond, substitution reactions (Directive influence of halogen in monosubstituted compounds only). Uses and environmental effects of - dichloromethane, trichloromethane, tetrachloromethane, iodoform, freons, DDT.

Unit XI: Alcohols, Phenols and Ethers 14 Periods

Alcohols: Nomenclature, methods of preparation, physical and chemical properties (of primary alcohols only), identification of primary, secondary and tertiary alcohols, mechanism of dehydration, uses with special reference to methanol and ethanol.

Phenols: Nomenclature, methods of preparation, physical and chemical properties, acidic nature of phenol, electrophilic substitution reactions, uses of phenols.

Ethers: Nomenclature, methods of preparation, physical and chemical properties, uses.

Unit XII: Aldehydes, Ketones and Carboxylic Acids 15 Periods

Aldehydes and Ketones: Nomenclature, nature of carbonyl group, methods of preparation, physical and chemical properties, mechanism of nucleophilic addition, reactivity of alpha hydrogen in aldehydes, uses.

Carboxylic Acids: Nomenclature, acidic nature, methods of preparation, physical and chemical properties; uses.

Unit XIII: Amines 14 Periods

Amines: Nomenclature, classification, structure, methods of preparation, physical and chemical properties, uses, identification of primary, secondary and tertiary amines.

Diazonium salts: Preparation, chemical reactions and importance in synthetic organic chemistry.

Unit XIV: Biomolecules 18 Periods

Carbohydrates - Classification (aldoses and ketoses), monosaccharides (glucose and fructose), D-L configuration oligosaccharides (sucrose, lactose, maltose), polysaccharides (starch, cellulose, glycogen); Importance of carbohydrates.

Proteins - Elementary idea of - amino acids, peptide bond, polypeptides, proteins, structure of proteins - primary, secondary, tertiary structure and quaternary structures (qualitative idea only), denaturation of proteins; enzymes. Hormones - Elementary idea excluding structure.

Vitamins - Classification and functions. Nucleic Acids: DNA and RNA.

Structure of CBSE Chemistry Sample Paper for Class 12 Science is

Type of Question Marks per Question Total No. of Questions Total Marks
Very Short Answer Type Questions 1 5 5
Short Answer Type Questions - 1 2 5 10
Short Answer Type Questions - 2 3 12 36
Value Based Type Questions 4 - 4
Long Answer Type Questions 3 5 15
Total 26 70

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Case Study Questions for Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes

NCERT Solutions for Class 6, 7, 8, 9, 10, 11 and 12

NCERT Solutions For Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes

Read also Haloalkanes and Haloarenes NCERT Solutions

Topics and Subtopics in  NCERT Solutions for Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes :

10 Haloalkanes and Haloarenes
10.1 Classification
10.2 Nomenclature
10.3 Nature of C–X Bond
10.4 Methods of Preparation of Haloalkanes
10.5 Preparation of Haloarenes
10.6 Physical Properties
10.7 Chemical Reactions

NCERT Solutions CBSE Sample Papers Chemistry Class 12 Chemistry

 NCERT IN TEXT QUESTIONS

NCERT Solutions For Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes Intext Questions Q1

10.6. Arrange each set of compounds in order of increasing boiling points : (i) Bromomethane, bromoform, chloromethane, dibromomethane (ii) 1- Chloropropane, isopropylchloride, 1- chlorobutane. Ans: (i) The boiling points of organic compounds are linked with the van der Waals’ forces of attraction which depend upon the molecular size. In the present case, all the compounds contain only one carbon atom. The molecular size depends upon size of the halogen atom and also upon the number of halogen atoms present in different molecules. The increasing order of boiling points is : CH 3 Cl(chloromethane) < CH 3 Br (bromomethane) < CH 2 Br 2 (dibromomethane) < CHBr 3 (bromoform)

(ii) The same criteria is followed in this case. We all know that the branching of the carbon atom chain decreases the size of the isomer and this decreases its boiling point as compared to straight chain isomer. The increasing order of boiling point is : (CH 3 ) 2 CHCl (isopropylchloride or 2-chloropropane) < ClCH 2 CH 2 CH 3 (1-chloropropane) < ClCH 2 CH 2 CH 2 CH 3 (1-chlorobutane)

NCERT Solutions For Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes Intext Questions Q7

NCERT EXERCISES

10.1. Name the following halides according to the IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl, or aryl halides: (i)(CH 3 )2CHCH(Cl)CH 3 (ii) CH 3 CH 2 CH(CH 3 )CH(C 2 H 5 )CI (iii) CH 3 CH 2 C(CH 3 ) 2 CH 2 I (iv)(CH 3 )3CCH 2 CH(Br)C6H 5 (v)CH 3 CH(CH 3 )CH(Br)CH 3 (vi)CH 3 C(C2H 5 ) 2 CH2Br (vii)CH 3 C(Cl)(C 2 H 5 )CH 2 CH 3 (viii)CH 3 CH=C(CI)CH 2 CH(CH 3 ) 2 (ix)CH 3 CH=CHC(Br)(CH 3 ) 2 (x)P-CIC 6 H 4 CH 2 CH(CH 3 ) 2 (xi)m-ClCH 2 C 6 H 4 CH 2 C(CH 3 ) 3 (xii)o-Br -C 6 H 4 CH (CH 3 )CH 2 CH 3 Ans: (i) 2-Chloro-3methylbutane, 2° alkyl halide (ii) 3-Chloro-4methyl hexane, 2° alkyl halide (iii) 1 -Iodo-2,2-dimethylbutane, 1 ° alkyl halide (iv) l-Bromo-3, 3-dimethyl -1-phenylbutane, 2° benzylic halide (v) 2-Bromo-3-methylbutane, 2° alkyl halide (vi) 1-Bromo-2-ethyI-2-methylbutane, 1° alkyl halide (vii)3-Chloro-3-methylpentane, 3° alkyl halide (viii) 3-Chloro-5-methylhex-2-ene, vinylic halide (ix)4-Bromo-4-methylpent-2-ene, allylic halide (x)1-Chloro-4-(2-methylpropyl) benzene, aryl halide (xi)1-Chloromethyl-3- (2,2-dimethylpropyl) benzene, 1 ° benzylic halide. (xii)1-Bromo-2-(l-methylpropyl) benzene,aryl halide.

10.2. Give the IUPAC names of the following compounds: (i) CH 3 CH(CI)CH (Br)CH 3 (ii) CHF 2 CBrCIF (iii) CICH 2 C=CCH 2 Br (iv) (CCl 3 ) 3 CCl (v)CH 3 C(p-ClC 6 H 4 ) 2 CH(Br)CH 3  (vi)(CH 3 ) 3 CCH=C(CI)C 6 H 4 I -p Ans: (i) 2-Bromo-3-chlorobutane (ii) 1 JBromo-1 -chloro-1,2,2-trifluoroethane (iii) l-Bromo-4-chlorobut-2-yne (iv)2-(Trichloromethyl)-l, 1,1,2,3,3,3- heptachloropropane (v)2-Bromo-3,3-bis-(4-chlorophenyl) butane (vi)l-Chloro-l-(4-iodophenyl)-3,3- dimethylbut-l-ene.

NCERT Solutions For Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes Exercises Q3

10.9. Which compound in each of the following-pairs . will react faster in SN2 reaction with -OH? (i)CH 3 Br or CH 3 I (ii)(CH 3 ) 3 CCl or CH 3 Cl Ans: (i)Since I – ion is a better leaving group than Br- ion, therefore, CH 3 I reacts faster CH 3 Br in S N 2 reaction with OH – ion. (ii)On steric grounds, 1° alkyl halides are more reactive than tert-alkyl halides in S N 2 reactions. Therefore, CH 3 CI will react at a faster rate than (CH 3 ) 3 CCl in a S N 2 reaction with OH – ion.

NCERT Solutions For Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes Exercises Q10

10.12. Explain why (i) the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride? (ii) alkyl halides, though polar, are immiscible with water? (iii) Grignard reagents should be prepared under anhydrous conditions? Ans:  (i) sp 2 -hybrid carbon in chlorobenzene is more electronegative than a sp 3 -hybrid carbon in cyclohexylchloride, due to greater s-character. Thus, C atom of chlorobenzene has less tendency to release electrons to Cl than carbon atom of cyclohexylchloride. As a result, C – Cl bond in chlorobenzene is less polar than in cyclohexylchloride. Further, due to delocalization of lone pairs of electrons of the Cl atom over the benzene ring, C-Cl bond in chlorobenzene acquires some double bond character while the C – Cl in cyclohexy! chloride is a pure single bond. In other words, C-Cl bond in chlorobenzene is shorter than in cyclohexyl chloride. Since dipole moment is a product of charge and distance, therefore, chlorobenzene has lower dipole moment than cyclohexylchloride due to lower magnitude of negative charge on the Cl atom and shorter C-Cl distance.

(ii) Alkyl halides are polar molecules, therefore, their molecules are held together by dipole-dipole attraction. The molecules of H 2 O are hold together by H-bonds. Since the new forces of attraction between water and alkyl halide molecules are weaker than the forces of attraction already existing between alkyl halide – alkyl halide molecules and water-water molecules, thefefore, alkyl halides are immiscible (not soluble) in water. Alkyl halide are neither able to form H- bonds with water nor are able to break the H-bounding network of water.

NCERT Solutions For Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes Exercises Q12

10.13. Give the uses of freon 12, DDT, carbon tetrachloride, and iodoform. Ans: Iodoform: It was earlier used as an antiseptic but the antiseptic properties are due to the liberation of free iodine and not due to iodoform itself. Due to its objectionable smell, it has been replaced by other formulations containing iodine. Carbon tetrachloride: Uses: (i)As an industrial solvent for oil, fats, resins etc.and also in dry cleaning. (ii)CCl 4 vapours are highly non-inflammable, thus CCl 4 is used as a fire extinguisher under the name pyrene. (iii)Used in the manufacture of refrigerants and propellants for aerosol cans. Freons: Freon-12 (CCl 2 F 2 ) is most common freons in industrial use. Uses: For aerosol propellants, refrigeration, and air conditioning purposes. DDT (p -p’ – Dichloro diphenyl – trichloro ethane): (i)The use of DDT increased enormously on a worldwide basis after World War II, primarily because of its effectiveness against the mosquitoes that spreads malaria and other insects which damages crops.

(ii) However, problems related to extensive use of DDT began to appear in the late 1940 s. Many species of insects developed resistance to DDT, it was also discovered to have a high toxicity towards fishes. DDT is not metabolised very rapidly by animals, instead, it is deposited and stored in the fatty tissues. If the ingestion continues at a steady rate, DDT builds up within the animal’s overtime.

NCERT Solutions For Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes Exercises Q14

10.20. The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in presence of alcoholic KOH, alkenes are major products. Explain. (Pb. Board 2009, Haryana Board 2013) Answer: In aqueous medium i.e., water, KOH will be completely dissociated to give OH –  ions. They being a strong nucleophile, will bring about the substitution of alkyl halides to form alcohols. At the same time, the OH” ions will be highly hydrated also. They will not be able to abstract a proton (H + ) from the p-carbon atom to form alkenes. In other words, in aqueous medium, OH – ions will behave as weak base and elimination leading to alkenes will not be feasible. In alcoholic KOH, the solution will also contain ethoxide ions (C 2 H 5 O – ) in addition to OH – ions. They being a stronger base than OH – ions, will abstract a H + ion from the β-carbon atom giving alkene as the product as a result of dehydrohalogenation.

NCERT Solutions For Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes Exercises Q21

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Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes MCQs

Class 12 chemistry MCQs with answers are provided here for chapter 10 Haloalkanes and Haloarenes. These MCQs are based on the CBSE board curriculum and correspond to the most recent Class 12 chemistry syllabus. By practising these Class 12 Multiple choice questions, students will be able to quickly review all of the ideas covered in the chapter and prepare for the Class 12 Annual examinations as well as other entrance exams such as NEET and JEE.

Download Chapter 10 Haloalkanes and Haloarenes MCQs PDF by clicking on the button below. Download PDF

Class 12 Haloalkanes and Haloarenes MCQs

1. What is the class of the substitution product of LiAlH 4 and an alkyl halide reaction?

a) Haloalkane

b) Alkyl nitrite

c) Nitroalkane

d) Hydrocarbon

Explanation : The H atom in LiAlH 4 acts as a nucleophile, attacking and substituting the halogen in the alkyl halide to generate the basic hydrocarbon.

2. Which of the following statements about SN 2 mechanisms is incorrect?

a) The transition state is stable

b) The complete mechanism takes place in a single step

c) The rate of the reaction depends on the concentration of both reactants

d) There is an inversion of configuration

Explanation : The carbon atoms are concurrently attached to the entering nucleophile and the existing group in the transition state of SN 2 processes, and are thus connected to five atoms at the same time. It is impossible to isolate such a geometry since it is unstable.

3. A mono haloarene is an example of __________

a) aliphatic halogen compound

b) side-chain substituted aryl halide

c) alkyl halide

d) aromatic halogen compound

Explanation : A mono haloarene is a halogenated benzene ring with the halogen linked straight to it. Aromatic halogen compounds with the halogen not directly linked to the benzene ring are side chain substituted aryl halides.

4. What is 3-Bromopropene’s common name?

a) Allyl bromide

b) Vinyl bromide

c) Tert-Butyl bromide

d) Propylidene bromide

Explanation : The parent chain of 3-Bromopropene has three C atoms, with a double bond at C-1 and Br at C-3. As a result, it is an allylic halide because Br is connected to the C adjacent to the C-C double bond.

5. Which of the following is the right name for the compound H 3 C-CHCl 2 ?

a) 1,2-Dichloroethane

b) Ethylene dichloride

c) Ethylidene chloride

d) Vic-dichloride

Explanation : Both halogens are on the same carbon atom in the given molecule, making it a dihaloalkane. These are also known as alkylidene halides or gem-dihalides.

6. What is the catalyst in the chloroalkane reaction of a primary alcohol with HCl?

a) red phosphorous

b) concentrated H 2 SO 4

c) anhydrous ZnCl 2

d) pyridine

Explanation : The presence of anhydrous ZnCl 2 in alcohols is supposed to disrupt the C-O bond. ZnCl 2 is a Lewis acid that reacts with the alcohol group’s oxygen.

7. When ethanol combines with PCl 5 , it produces three products: chloroethane, hydrochloric acid, and ______. What is the third item on the list?

a) Phosphorus acid

b) Phosphoryl chloride

c) Phosphorus trichloride

d) Phosphoric acid

Explanation : CH 3 CH 2 OH reacts with PCl 5 to produce CH 3 CH 2 Cl, POCl 3 (phosphoryl acid), and HCl. This is a procedure for making chloroalkanes from alcohols.

8. Which of the following substances has the highest melting point?

a) Chloromethane

b) Tetrachloromethane

c) Trichloromethane

d) Dichloromethane

Explanation : As the molecule masses and the number of halogen atoms grows, the boiling points and intermolecular forces of attraction increase as well.

9. Which sequence should isomeric dichlorobenzenes be boiled in?

a) para>ortho>meta

b) meta>ortho>para

c) ortho>meta>para

d) para>meta>ortho

Explanation : In comparison to meta and ortho isomers, para isomers have the highest melting temperatures due to their symmetry and ease of fitting into a crystal lattice.

10. Which of the following statements about the interaction between C 2 H 4 and Cl 2 in CCl 4 is incorrect?

a) It results in the formation of a vicinal dihalide

b) It results in the discharge of a reddish-brown colour

c) It results in the formation of a colourless compound

d) It results in the breaking of the C-C double bond

Explanation : When Br 2 interacts with an alkene to generate a vic-dihalide, it gives off a reddish-brown colour. As a result, it’s a crucial test for detecting a double bond.

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Important Questions Class 12 Chemistry Chapter 10

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Important Questions for CBSE Class 12 Chemistry Chapter 10 – Haloalkanes and Haloarenes

Important Questions Class 12 Chemistry Chapter 10 prepared by Extramarks help students prepare for board exams effectively. This set contains the marks distribution of Important Questions , numerical, terminologies and concepts related to Haloalkanes and Haloarenes. C hapter 10 Class 12 Chemistry Important Questions prepared by Extramarks subject matter experts will help students gain in-depth understanding of the above mentioned topics. 

These questions are curated by subject matter experts in accordance with the CBSE Syllabus . Chemistry Class 12 Chapter 10 Important Questions are presented with step-by-step solutions. Students can refer to this set of important questions from the Extramarks website. 

CBSE Class 12 Chemistry Chapter-10 Important Questions

Important questions for class 12 chemistry chapter 10.

Q1.]  Arrange the following in the increasing order of properly indicated:

i.] bromomethane, chloromethane, dichloromethane. (Increasing order of boiling points).

Ans. All the above-mentioned compounds are haloalkanes. The order will be:

Chloromethane < Bromomethane < Dichloromethane

The reason behind this is that as the halogen size increases the boiling point will increase. Similarly, the boiling point will increase as the number of halogen atoms rises in the similar chain.

ii.] 1-chloropropane, isopropyl chloride, 1-chlorobutane  (Increasing order of boiling point)

Ans. A chlorine atom is existent in the compounds and there are distinct sizes of the alkyl chain. The order will be:

Isopropyl chloride < 1- Chloropropane < 1 – Chlorobutane 

This happens as the branching of the chain expands the boiling point will fall and as the chain’s size increases the boiling point will inflate.

iii.] o,m,p-dichlorobenzenes (Increasing order of melting points)

Ans. p-dichlorobenzene has the highest melting point due to its symmetry and structure.  The melting point of a compound is connected to its symmetry. Similarly, the symmetry of the compound goes after the same pattern as the melting point. The order is given below:

m-Dichlorobenzene < o-Dichlorobenzene < p-Dichlorobenzene

Q2] How do the below-stated conversions occur?

  • Ethanol to but-1-yne

Ans. Chloroethane Is formed when ethanol reacts with SOC l 2 and pyridine. Acetylene reacts with NaN H 2 which forms sodium acetylide. But-1-yne is formed when Chloroethane and Sodium acetylide react. The reactions are :

                             SOC l 2 / Pyridine  

C H 3 C H 2 OH     ⟶    C H 3 C H 2 – Cl

                                        Liq. N H 3 ,196K

CH CH+NaN H 2     ⟶   HC C – N a +

C H 3 C H 2 Cl+HC C – N a + ⟶ C H 3 C H 2 – C ≡ CH + NaCl

  •   1-bromopropane to 2-bromopropane

Ans. Propene is formed when 1-Bromopropane reacts with alcoholic KOH. HBr reacts with Propene which produces 2-Bromopropane. The reaction is as follows:

                                                     Alc. KOH                                                    HBr     

                C H 3 C H 2 C H 2 Br        ⟶     C H 3 CH=C H 2 ⟶ C H 3 – CH Br -C H 3  

     iii.   Ethyl chloride to propanoic acid

Ans. KCN reacts with ethyl chloride to give propanenitrile. Propanoic acid is produced when propanenitrile goes through hydrolysis. The reaction is as follows: 

                                  KCN                               H + / H 2 O

                     C H 3 C H 2 Cl ⟶  C H 3 C H 2 CN  ⟶   C H 3 C H 2 COOH

  •     But-1-ene to n-butyl iodide

Ans: When but-1-ene reacts with HBr in the existence of peroxide, 1-Bromobutane is produced. NaI reacts with 1-Bromobutane in the presence of Acetone to form  n-butyl iodide. The reaction is as follows:                                                             

                                                                 HBr

                         C H 3 C H 2 CH=C H 2   ⟶     C H 3 C H 2 C H 2 C H 2 Br

                                                               peroxide

                                                                 NaI

                         C H 3 C H 2 C H 2 C H 2 Br  ⟶     C H 3 C H 2 C H 2 C H 2 I   

                                                                  Acetone   

Q3.] What is the difference between following 

  • i) Electrophilic and Nucleophilic substitution reactions.
1. A chemical reaction where the functional group is connected to a compound is exchanged by an electrophile is called an electrophilic substitution reaction.

2. The two primary types of electrophilic substitution reaction are electrophilic aromatic substitution reactions and electrophilic aliphatic substitution reactions.

1. When a nucleophile strikes a haloalkane with a partial positive charge atom or group, a Nucleophilic substitution reaction takes place. 

2. The two types of nucleophilic substitution reactions are substitution nucleophilic unimolecular and Substitution Nucleophilic Bimolecular. 

 

  • ii) Retention and Inversion of configuration. 

 Ans.             

1. The conservation of integrity of the spatial adjustment of bonds to an asymmetric centre during a chemical reaction or transformation is called 

Retention of configuration.

2. The retention in configuration transforms the R-configuration of the compound into R and S-configuration of the compound converts into S.

1. A process in which the absolute and relative configurations of atoms or molecules are not changed are called Inversion of configuration.

2. The inversion in configuration converts the R-configuration of the compound into S and S-configuration of the compound converts  into R.

Q4.) Identify which compound in the pairs will react faster in S n 2 reaction with O H – ?

  • a) C H 3 Br or C H 3 I

 Ans. The iodide ion is a bigger atom than bromide ion still both compounds are considered to be alkyl halide. So, I – ion is better leaving group than B r – ion. Thus, C H 3 I will react quicker than C H 3 Br with regards S n 2 reaction in the presence of hydroxyl ion.

  • b) C H 3 3 CCl or C H 3 Cl

Ans. The steric obstacles should be reduced in S n 2 reaction . C H 3 3 CCl has extreme steric hindrance and C H 3 Cl has limited steric hindrance. Therefore, C H 3 Cl will react rapidly to the S n 2 reaction in the presence of hydroxyl ion.

Q5.) In the following pairs of halogen compounds, which compound undergoes faster S N 1 reaction?

  • i) C H 3 3 C-Cl and C 6 H 5 C H 2 Cl
  • ii) C H 2 =CH-Cl and C H 2 =CH-C H 2 Cl

iii) C 6 H 5 C H 2 Cl and C 6 H 5 C Cl C 6 H 5

Ans. For the S N 1 reaction the order of reactivity is 3°>2°>1° ,

  • i) The former compound is a tertiary compound and the latter compound is primary compound. Therefore, the former compound will go through a quicker S N 1
  • ii) The former compound is the vinylic primary compound whereas the second compound is the primary compound. Therefore, the second compound will go through rapid S N 1 reaction as there will be resonance in the former compound.

iii) The former compound is the primary compound and the latter compound is the secondary compound. Hence, the second compound will go through quicker S N 1 reaction in comparison to the first compound.

Q6.) Give one use of each of the following:

(i) Freon-12

Ans: Freon-12 CC l 2 F 2 , is used by the industry which is the most prevalent form of the refrigerant or air-conditioning components, aerosol propellants.

(ii) Iodoform

Ans: The Iodoform was used earlier as an antiseptic due to the liberation of free iodine from it, and not due to the substance itself. As it leaves an peculiar odour it has been replaced by other iodine-containing formulations.

Ans: DDT was first discovered to be used as chlorinated organic insecticides in 1939 . After World War II, DDT was used as it due to its effectiveness against mosquitoes that led to disease like malaria and insects harming the crops leading to rise in its demand.

Q7.) An organic compound (A) having molecular formula C 3 H 7 Cl reaction with alcoholic solution of KCN gives compound B. The compound B on hydrolysis with dilute HCl gives compound C. C on reduction with H 2 /Ni gives 1-aminobutane. Identify A, B and C.

Ans. The formula C 3 H 7 Cl depicts that compound (A) is an alkyl halide. Compound (B) is formed when there is a reaction with KCN. When compound (C) is reduced with hydrogen and nickel it produces 1-aminobutane that concludes that all the compounds mentioned above in the question are straight-chain compounds. Therefore, compound (A) is a 1-Chloropropane, compound (B) is a Propionitrile, and compound (C) is a Butanamide. The reactions are mentioned below:

C H 3 -C H 2 -C H 2 -Cl+KCN    ⟶   C H 3 -C H 2 -C H 2 -CN+KCl

                                                   H 2 O/HCl

C H 3 -C H 2 -C H 2 -CN     ⟶   C H 3 -C H 2 -C H 2 -CON H 2

                                                           H 2 /Ni  

  C H 3 -C H 2 -C H 2 -CON H 2   ⟶ C H 3 C H 2 C H 2 C H 2 N H 2

Q8. Elimination reactions (especially B-elimination) are as common as the nucleophilic substitution reaction in case of alkyl halides. State the reagents applied for use in both the  cases.

Ans. The reactions like nucleophilic substitution and elimination (beta-elimination) reactions are more likely to be possible with alkyl halides. The elimination reaction is well-suited to strong, huge bases and high temperatures. Whereas, the substitution reaction works well at lower temperatures for smaller and weaker bases.

Q9. Diphenyls are a potential threat to the environment. How are aryl halides used to form these?

Ans. When coal and mineral oil are not burned entirely, the diphenyl is produced in the environment. These are usually present in car exhaust gases, exhaust air of home and industrial heating systems. Several case studies have shown that ingestion of  diphenyl has led to several  health problems in humans as well as animals such as well as harmful effects on the liver, kidneys, eye and skin irritation, as well as damage to the central/peripheral nervous system. In the presence of dry ether, when aryl halides are in contact with sodium, diphenyl is produced. This reaction is termed a fitting reaction.

Q10. Describe the reactions mentioned below and give a example:

(A) Swarts reaction.

(B) Finkelstein reaction.

(C) Wurtz reaction.

Ans. (A) Swarts reaction.

Alkyl fluorides from alkyl chlorides or alkyl bromides are formed by using the Swarts reaction. This can be achieved by heating the alkyl chloride/ bromide in the existence of fluoride in specific heavy metals. The reaction is as follows:

                          C H 3 – Br+AgF → C H 3 F+AgBr

When an alkyl bromide or alkyl chloride is changed into an alkyl iodide, which is further treated with a sodium iodide solution present in an acetone. The reaction is as follows:

                      C H 3 C H 2 Br+NaI → C H 3 C H 2 I+NaBr

When alkyl halides come in contact with sodium metal in a dry ethereal (moisture-free) solution form  higher alkanes. It can also be applied to produce higher alkanes with an equal number of carbon atoms. The reaction is as follows: 

                        2RX+2Na ⟶RR+2NaX

Q11. Why is it mandatory to eliminate water, alcohols, and amines while using  a Grignard reagent?

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FAQs (Frequently Asked Questions)

1. why should students of class 12 refer to extra questions for class 12 chemistry chapter 10 solutions.

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Compounds consisting of carbon-metal bonds are derived when some specific metals react with organic chlorides, bromides, and iodides. These compounds are called organo-metallic compounds.

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case study questions haloalkanes and haloarenes

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CBSE 12th Standard Chemistry Subject Haloalkanes and Haloarenes Chapter Case Study Questions 2021

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Cbse 12th standard chemistry subject haloalkanes and haloarenes case study questions 2021.

12th Standard CBSE

Final Semester - June 2015

Read the passage given below and answer the following questions: Haloarenes are less reactive than haloalkanes. The low reactivity of haloarenes can be attributed to (i) resonance effect (ii) Sp 2 hybridisation of C - X bond (iii) polarity of C - X bond (iv) instability of phenyl cation (formed by self-ionisation ofhaloarene) (v) repulsion between the electron rich attacking nucleophiles and electron rich arenes. Reactivity of haloarenes can be increased or decreased by the presence of certain groups at certain positions for example, nitro (-NO 2 ) group at olp positions increases the reactivity of haloarenes towards nucleophilc substitution reactions. The following questions are multiple choice questions. Choose the most appropriate answer: (i) Aryl halides are less reactive towards nucleophilic substitution reaction as compared to alkyl halides due to

(ii) Which of the following aryl halides is the most reactive towards nucleophilic substitution?

(iii) Which one of the following will react fastest with aqueous NaOH?

The reactivity of the compounds (i) MeBr, (ii) PhCH 2 Br, (iii) MeCI, (iv) p- MeOC 6 H 4 Br decreases as

case study questions haloalkanes and haloarenes

  )
1. NaOH or KOH or moist Ag O OH ROH Alcohol
2. H O H O ROH Alcohol
3. NaI I R-I Alkyl iodide
4. R'NH  \(R^{\prime} \ddot{\mathrm{N}} \mathrm{H}_{2}\) RNHR' Sec. amine
5. KCN \(\overline{\mathrm{C}} \equiv \mathrm{N}:\) RCN Nitrile (cyanide)
6. KNO O=N-O R-O-N=O Alkyl nitrite

In these questions (i-iv), a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices. (a) Assertion and reason both are correct statements and reason is correct explanation for assertion. (b) Assertion and reason both are correct statements but reason is not correct explanation for assertion. (c) Assertion is correct statement but reason' is wrong statement. (d) Assertion is wrong statement but reason is correct statement. (i) Assertion: Alkyl halides are hydrolysed to alcohols by moist silver oxide. Reason: RCI is hydrolysed to ROH easily but reactions slow down on addition of KI. (ii) Assertion :  Alkyl halides form alkenes when heated above 300°C. Reason: CH 3 CH 2 I reacts slowly with strong base as compared to CD 3 CH 2 I. (iii) Assertion :  RBr reacts with AgNO 2 to give nitro alkane. Reason: Silver nitrite (AgNO 2 ) is an ionic compound, therefore the negative charge on nitrogen is the attacking site. (iv) Assertion: The nucleophilic substitution of vinyl chloride is difficult than ethyl chloride. Reason: Vinyl group is electron donating group.

case study questions haloalkanes and haloarenes

Read the passage given below and answer the following questions: The order of reactivity towards S N 1 reaction depends upon the stability of carbocation in the first step. Greater the stability of the carbocation, greater will be its ease of formation from alkyl halide and hence faster will be the rate of the reaction. As we know, 3° carbocation is most stable, therefore, the tert-alkyl that halides will undergo S N 1 reaction very fast. For example, it has been observed that the reaction (CH 3 ) 3 CBr with OH - ion to give 2-methyl-2-propanol is about 1 million times as fast as the corresponding reaction of the methyl bromide to give methanol. The primary alkyl halides always react predominantly by S N 2 mechanism. On the other hand, the tertiary alkyl halides react predominantly by S N 1 mechanism. Secondary alkyl halides may react by either mechanism or by both the mechanisms without much preference depending upon the nature of the nucleophile and solvent. In these questions ( i-iv), a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices. (a) Assertion and reason both are correct statements and reason is correct explanation for assertion. (b) Assertion and reason both are correct statements but reason is not correct explanation for assertion. (c) Assertion is correct statement but reason is wrong statement. (d) Assertion is wrong statement but reason is correct statement. (i) Assertion: Low concentration of nucleophile favours S N 1mechanism. Reason: 2° alkyl halides are less reactive than 1° towards S N 1 reactions. (ii) Assertion: Polar solvent slows down S N 2reactions. Reason: CH 3 -Br is less reactive than CH 3 Cl. (iii) Assertion: Benzyl bromide when kept in acetone- water it produces benzyl alcohol. Reason: The reaction follows S N 2 mechanism. (iv) Assertion: Rate of hydrolysis of methyl chloride to methanol is higher in DMF than in water. Reason: Hydrolysis of methyl chloride follows second order kinetics.

case study questions haloalkanes and haloarenes

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Class 12 Chemistry Chapter 10: Haloalkanes and Haloarenes - NCERT Solutions

From this chapter, you will be able to name haloalkanes and haloarenes according to the IUPAC system of nomenclature from their given structures. Description of the reactions involved in the preparation of haloalkanes, haloarenes and understand various reactions that they go through. Correlation of the structures of haloalkanes and haloarenes with various types of reactions is also given. Use of stereochemistry as a tool for understanding the reaction mechanism. Highlighting the environmental effects of polyhalogen compounds.

Download pdf of NCERT Solutions for Class Chemistry Chapter 10 Haloalkanes and Haloarenes

Download pdf of NCERT Examplar with Solutions for Class Chemistry Chapter 10 Haloalkanes and Haloarenes

Exercise 1 ( Page No. : 307 )

Q1
Ans:

Q2
Ans: SO ), KI produces HI

2KI  +  H SO →    2KHSO   + 2HI

Since H SO is an oxidizing agent, it oxidizes HI (produced in the reaction to I ).

2HI  + H SO     →  I   +  SO   +  H O

As a result, the reaction between alcohol and HI to produce alkyl iodide cannot occur. Therefore, sulphuric acid is not used during the reaction of alcohols with KI. Instead, a non-oxidizing acid such as H PO is used.

Q3
Ans:

Q4
Ans: H . This is because, replacement of any H-atom leads to the formation of the same product. The isomer is neopentane.

Neopentane

 

(ii) To have three isomeric monochlorides, the isomer of the alkane of the molecular formula C H should contain three different types of H-atoms.

Therefore, the isomer is n-pentane. It can be observed that there are three types of H atoms labelled as a, b and c in n-pentane.

(iii) To have four isomeric monochlorides, the isomer of the alkane of the molecular formula C5H12 should contain four different types of H-atoms. Therefore, the isomer is 2-methylbutane. It can be observed that there are four types of H-atoms labelled as a, b, c, and d in 2-methylbutane.

Q6
Ans:

For alkyl halides containing the same alkyl group, the boiling point increases with an increase in the atomic mass of the halogen atom.

Since the atomic mass of Br is greater than that of Cl, the boiling point of bromomethane is higher than that of chloromethane.

Further, for alkyl halides containing the same alkyl group, the boiling point increases with an increase in the number of halides. Therefore, the boiling point of Dibromomethane is higher than that of chloromethane and bromomethane, but lower than that of bromoform.

Hence, the given set of compounds can be arranged in the order of their increasing boiling points as:

Chloromethane < Bromomethane < Dibromomethane < Bromoform.

 

(ii)

For alkyl halides containing the same halide, the boiling point increases with an increase in the size of the alkyl group. Thus, the boiling point of 1-chlorobutane is higher than that of isopropyl chloride and 1-chloropropane.

Further, the boiling point decreases with an increase in branching in the chain. Thus, the boiling point of isopropyl alcohol is lower than that of 1-chloropropane.

Hence, the given set of compounds can be arranged in the increasing order of their boiling points as:

Isopropyl chloride < 1-Chloropropane < 1-Chlorobutane

Q7
Ans:

2-bromobutane is a 2° alkylhalide whereas 1-bromobutane is a 1° alkyl halide. The approaching of nucleophile is more hindered in 2-bromobutane than in 1-bromobutane. Therefore, 1-bromobutane reacts more rapidly than 2-bromobutane by an S 2 mechanism.

 

(ii)

2-Bromobutane is 2° alkylhalide whereas 2-bromo-2-methylpropane is 3° alkyl halide. Therefore, greater numbers of substituents are present in 3° alkyl halide than in 2° alkyl halide to hinder the approaching nucleophile. Hence, 2-bromobutane reacts more rapidly than 2-bromo-2-methylpropane by an S 2 mechanism.

 

(iii)

Both the alkyl halides are primary. However, the substituent -CH is at a greater distance to the carbon atom linked to Br in 1-bromo-3-methylbutane than in 1-bromo-2-methylbutane. Therefore, the approaching nucleophile is less hindered in case of the former than in case of the latter. Hence, the former reacts faster than the latter by S 2 mechanism.

Q8
Ans:

S 1 reaction proceeds via the formation of carbocation. The alkyl halide (I) is 3° while (II) is 2°. Therefore, (I) forms 3° carbocation while (II) forms 2° carbocation. Greater the stability of the carbocation, faster is the rate of S 1 reaction. Since 3° carbocation is more stable than 2° carbocation. (I), i.e. 2-chloro-2-methylpropane, undergoes faster S 1 reaction than (II) i.e., 3-chloropentane.

 

(ii)

The alkyl halide (I) is 2° while (II) is 1°. 2° carbocation is more stable than 1° carbocation. Therefore, (I), 2-chloroheptane, undergoes faster S 1 reaction than (II), 1-chlorohexane.

Exercise 2 ( Page No. : 312 )

Q1
Ans:

Q2
Ans:

Q3
Ans:

Q4
Ans:

 

CCl is a symmetrical molecule. Therefore, the dipole moments of all four C-Cl bonds cancel each other. Hence, its resultant dipole moment is zero.

As shown in the above figure, in CHCl , the resultant of dipole moments of two C-Cl bonds is opposed by the resultant of dipole moments of one C-H bond and one C-Cl bond. Since the resultant of one C-H bond and one C-Cl bond dipole moments is smaller than two C-Cl bonds, the opposition is to a small extent. As a result, CHCl has a small dipole moment of 1.08 D.

On the other hand, in case of CH Cl , the resultant of the dipole moments of two C-Cl bonds is strengthened by the resultant of the dipole moments of two C-H bonds. As a result, CH Cl has a higher dipole moment of 1.60 D than CHCl i.e., CH Cl has the highest dipole moment.

Hence, the given compounds can be arranged in the increasing order of their dipole moments as:

CCl < CHCl < CH Cl

Q5
Ans: H belongs to the group with a general molecular formula CnH n. Therefore, it may either be an alkene or a cycloalkane.

Since hydrocarbon does not react with chlorine in the dark, it cannot be an alkene. Thus, it should be a cycloalkane.

Further, the hydrocarbon gives a single monochloro compound, C H Cl by reacting with chlorine in bright sunlight. Since a single monochloro compound is formed, the hydrocarbon must contain H-atoms that are all equivalent. Also, as all H-atoms of a cycloalkane are equivalent, the hydrocarbon must be a cycloalkane. Hence, the said compound is cyclopentane.

Q6
Ans: H Br. These isomers are given below.

Q7
Ans:
Q8
Ans:

For example, nitrite ion is an ambident nucleophile.

Nitrite ion can attack through oxygen resulting in the formation of alkyl nitrites. Also, it can attack through nitrogen resulting in the formation of nitroalkanes.

Q9
Ans: 2 mechanism, the reactivity of halides for the same alkyl group increases in the order. This happens because as the size increases, the halide ion becomes a better leaving group.

R-F << R-Cl < R-Br < R-I

Therefore, CH I will react faster than CH Br in S 2 reactions with OH .

 

(ii)

The S 2 mechanism involves the attack of the nucleophile at the atom bearing the leaving group. But, in case of (CH ) CCl, the attack of the nucleophile at the carbon atom is hindered because of the presence of bulky substituents on that carbon atom bearing the leaving group. On the other hand, there are no bulky substituents on the carbon atom bearing the leaving group in CH Cl. Hence, CH Cl reacts faster than (CH ) CCl in S 2 reaction with OH-.

Q10
Ans:

 

Saytzeff's rule implies that in dehydrohalogenation reactions, the alkene having a greater number of alkyl groups attached to a doubly bonded carbon atoms is preferably produced. Therefore, alkene (I) i.e., 2-methylbut-2-ene is the major product in this reaction.

(iii)

2,2,3-Trimethyl-3-bromopentane

In the given compound, there are two different sets of equivalent β-hydrogen atoms labelled as a and b. Thus, dehydrohalogenation of the compound yields two alkenes.

 

According to Saytzeff's rule, in dehydrohalogenation reactions, the alkene having a greater number of alkyl groups attached to the doubly bonded carbon atom is preferably formed. Hence, alkene (I) i.e., 3,4,4-trimethylpent-2-ene is the major product in this reaction.

Q11
Ans:

Q12
Ans:

 

In chlorobenzene, the Cl-atom is linked to a sp hybridized carbon atom. In cyclohexyl chloride, the Cl-atom is linked to a sp hybridized carbon atom. Now, sp hybridized carbon has more s-character than sp hybridized carbon atom. Therefore, the former is more electronegative than the latter. Therefore, the density of electrons of C - Cl bond near the Cl-atom is less in chlorobenzene than in cydohexyl chloride.

Moreover, the - R effect of the benzene ring of chlorobenzene decreases the electron density of the C - Cl bond near the Cl-atom. As a result, the polarity of the C - Cl bond in chlorobenzene decreases. Hence, the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.

 

(ii) To be miscible with water, the solute-water force of attraction must be stronger than the solute-solute and water-water forces of attraction. Alkyl halides are polar molecules and so held together by dipole-dipole interactions. Similarly, strong H-bonds exist between the water molecules. The new force of attraction between the alkyl halides and water molecules is weaker than the alkyl halide-alkyl halide and water-water forces of attraction. Hence, alkyl halides (though polar) are immiscible with water.

 

(iii) Grignard reagents are very reactive. In the presence of moisture, they react to give alkanes.

Therefore, Grignard reagents should be prepared under anhydrous conditions.

Q13
Ans:

Freon-12 (dichlorodifluoromethane, CF2Cl2) is commonly known as CFC. It is used as a refrigerant in refrigerators and air conditioners. It is also used in aerosol spray propellants such as body sprays, hair sprays, etc. However, it damages the ozone layer. Hence, its manufacture was banned in the United States and many other countries in 1994.

 

Uses of DDT

DDT (p, p-dichlorodiphenyltrichloroethane) is one of the best known insecticides. It is very effective against mosquitoes and lice. But due its harmful effects, it was banned in the United States in 1973.

 

Uses of carbontetrachloride (CCl )

(i) It is used for manufacturing refrigerants and propellants for aerosol cans.

(ii) It is used as feedstock in the synthesis of chlorofluorocarbons and other chemicals.

(iii) It is used as a solvent in the manufacture of pharmaceutical products.

(iv) Until the mid 1960's, carbon tetrachloride was widely used as a cleaning fluid, a degreasing agent in industries, a spot reamer in homes, and a fire extinguisher.

 

Uses of iodoform (CHI )

Iodoform was used earlier as an antiseptic, but now it has been replaced by other formulations-containing iodine-due to its objectionable smell. The antiseptic property of iodoform is only due to the liberation of free iodine when it comes in contact with the skin.

Q14
Ans:
Q15
Ans:

The given reaction is an S 2 reaction. In this reaction, CN acts as the nucleophile and attacks the carbon atom to which Br is attached. CN ion is an ambident nucleophile and can attack through both C and N. In this case, it attacks through the C-atom.

Q16
Ans:

An S 2 reaction involves the approaching of the nucleophile to the carbon atom to which the leaving group is attached. When the nucleophile is sterically hindered, then the reactivity towards S 2 displacement decreases. Due to the presence of substituents, hindrance to the approaching nucleophile increases in the following order.

1-Bromopentane < 2-bromopentane < 2-Bromo-2-methylbutane

Hence, the increasing order of reactivity towards S 2 displacement is:

2-Bromo-2-methylbutane < 2-Bromopentane < 1-Bromopentane

 

(ii)

Since steric hindrance in alkyl halides increases in the order of 1° < 2° < 3°, the increasing order of reactivity towards S 2 displacement is 3° < 2° < 1°.

Hence, the given set of compounds can be arranged in the increasing order of their reactivity towards S 2 displacement as:

2-Bromo-2-methylbutane < 2-Bromo-3-methylbutane < 1-Bromo-3-methylbutane

[2-Bromo-3-methylbutane is incorrectly given in NCERT]

 

(iii)

The steric hindrance to the nucleophile in the S 2 mechanism increases with a decrease in the distance of the substituents from the atom containing the leaving group. Further, the steric hindrance increases with an increase in the number of substituents. Therefore, the increasing order of steric hindrances in the given compounds is as below:

1-Bromobutane < 1-Bromo-3-methylbutane < 1-Bromo-2-methylbutane

< 1-Bromo-2, 2-dimethylpropane

Hence, the increasing order of reactivity of the given compounds towards S 2 displacement is:

1-Bromo-2, 2-dimethylpropane < 1-Bromo-2-methylbutane < 1-Bromo-3- methylbutane < 1-Bromobutane

Q17
Ans:
Q18
Ans:

-Dichlorobenzene is more symmetrical than -and -isomers. For this reason, it fits more closely than o-and m-isomers in the crystal lattice. Therefore, more energy is required to break the crystal lattice of -dichlorobenzene. As a result, p-dichlorobenzene has a higher melting point and lower solubility than -and -isomers.

Q19
Ans:

Q20
Ans: ions. OH ion is a strong nucleophile, which leads the alkyl chloride to undergo a substitution reaction to form alcohol.

On the other hand, an alcoholic solution of KOH contains alkoxide (RO ) ion, which is a strong base. Thus, it can abstract a hydrogen from the β-carbon of the alkyl chloride and form an alkene by eliminating a molecule of HCl.

OH ion is a much weaker base than RO ion. Also, OH ion is highly solvated in an aqueous solution and as a result, the basic character of OH ion decreases. Therefore, it cannot abstract a hydrogen from the β-carbon.

Q21
Ans: H Br. They are - bulyl bromide and isobutyl bromide.

Therefore, compound (a) is either n-butyl bromide or isobutyl bromide.

Now, compound (a) reacts with Na metal to give compound (b) of molecular formula, C H , which is different from the compound formed when -butyl bromide reacts with Na metal. Hence, compound (a) must be isobutyl bromide.

Thus, compound (d) is 2, 5-dimethylhexane.

It is given that compound (a) reacts with alcoholic KOH to give compound (b). Hence, compound (b) is 2-methylpropene.

Also, compound (b) reacts with HBr to give compound (c) which is an isomer of (a). Hence, compound (c) is 2-bromo-2-methylpropane.

Q22
Ans:

(ii) When bromobenzene is treated with Mg in the presence of dry ether, phenylmagnesium bromide is formed.

(iii) Chlorobenzene does not undergo hydrolysis under normal conditions. However, it undergoes hydrolysis when heated in an aqueous sodium hydroxide solution at a temperature of 623 K and a pressure of 300 atm to form phenol.

(iv) When ethyl chloride is treated with aqueous KOH, it undergoes hydrolysis to form ethanol.

(v) When methyl bromide is treated with sodium in the presence of dry ether, ethane is formed. This reaction is known as the Wurtz reaction.

(vi) When methyl chloride is treated with KCN, it undergoes a substitution reaction to give methyl cyanide.

Key Features of NCERT Class 12 Chemistry Chapter 'Haloalkanes and Haloarenes' question answers :

  • All chapter question answers with detailed explanations.
  • Simple language for easy comprehension.
  • Aligned with the latest NCERT guidelines.
  • Perfect for exam preparation and revision.

Popular Questions of Class 12 Chemistry

Give simple chemical tests to distinguish between the following pairs of compounds.

(i) Propanal and Propanone

(ii) Acetophenone and Benzophenone

(iii) Phenol and Benzoic acid

(iv) Benzoic acid and Ethyl benzoate

(v) Pentan-2-one and Pentan-3-one

(vi) Benzaldehyde and Acetophenone

(vii) Ethanal and Propanal

How the following conversions can be carried out?

(i) Propene to propan-1-ol

(ii) Ethanol to but-1-yne

(iii) 1-Bromopropane to 2-bromopropane

(iv) Toluene to benzyl alcohol

(v) Benzene to 4-bromonitrobenzene

(vi) Benzyl alcohol to 2-phenylethanoic acid

(vii) Ethanol to propanenitrile

(viii) Aniline to chlorobenzene

(ix) 2-Chlorobutane to 3, 4-dimethylhexane

(x) 2-Methyl-1-propene to 2-chloro-2-methylpropane

(xi) Ethyl chloride to propanoic acid

(xii) But-1-ene to n-butyliodide

(xiii) 2-Chloropropane to 1-propanol

(xiv) Isopropyl alcohol to iodoform

(xv) Chlorobenzene to p-nitrophenol

(xvi) 2-Bromopropane to 1-bromopropane

(xvii) Chloroethane to butane

(xviii) Benzene to diphenyl

(xix) tert-Butyl bromide to isobutyl bromide

(xx) Aniline to phenylisocyanide

A 5% solution (by mass) of cane sugar in water has freezing point of 271 K. Calculate the freezing point of 5% glucose in water if freezing point of pure water is 273.15 K.

A solution of glucose in water is labelled as 10% w/w, what would be the molality and mole fraction of each component in the solution? If the density of solution is 1.2 g mL -1 , then what shall be the molarity of the solution?

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Chemistry MCQs for Class 12 with Answers Chapter 10 Haloalkanes and Haloarenes

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MCQs Based On Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes

MCQ Questions for Class 12 Chemistry are prepared by the subjects experts according to the latest pattern. These MCQs are very important for students who wants to score well in CBSE Board Exam. These MCQs on chapter 10 Haloalkanes and Haloarenes will also help students in understanding the concepts very well.

Q.1. Gem-dibromide is (a) CH 3 CH(Br)CH 2 (Br) (b) CH 3 CBr 2 CH 3 (c) CH 2 (Br)CH 2 CH 2 (d) CH 2 BrCH 2 Br

Q.2. IUPAC name of (CH 3 ) 3 CCl (a) 3-Chlorobutane (b) 2-Chloro-2-methylpropane (c) t-butyl chloride (d) n-butyl chloride

Q.3. Which of the following is a primary halide? (a) Isopropyl iodide (b) Secondary butyl iodide (c) Tertiary butyl bromide (d) Neohexyl chloride

Q.4. When two halogen atoms are attached to same carbon atom then it is : (a) vic-dihalide (b) gem-dihalide (c) α, ω -halide (d) α, β -halide

Q.5. How many structural isomers are possible for a compound with molecular formula C 3 H 7 Cl ? (a) 2 (b) 5 (c) 7 (d) 9

Q.6. The compound which contains all the four 1°, 2°, 3° and 4° carbon atoms is (a) 2, 3-dimethyl pentane (b) 3-chloro-2, 3-dimethylpentane (c) 2, 3, 4-trimethylpentane (d) 3, 3-dimethylpentane

Q.7. IUPAC name of CH 3 CH 2 C(Br) = CH—Cl is (a) 2-bromo-1-chloro butene (b) 1-chloro-2-bromo butene (c) 3-chloro-2-bromo butene (d) None of the above

Q.8. Benzene hexachloride is (a) 1, 2, 3, 4, 5, 6 – hexachlorocyclohexane (b) 1, 1, 1, 6, 6, 6 – hexachlorocyclohexane (c) 1, 6 – phenyl – 1, 6 – chlorohexane (d) 1, 1 – phenyl – 6, 6 -chlorohexane

Q.9. The IUPAC name of CH 2 = CH—CH 2 Cl is (a) Allyl chloride (b) 1-chloro-3-propene (c) Vinyl chloride (d) 3-chloro-1-propene

Q.10. Which of the following halide is 2° ? (a) Isopropyl chloride (b) Isobutyl chloride (c) n-propyl chloride (d) n-butyl chloride

Q.11. Halogenation of alkanes is (a) a reductive process (b) an oxidative process (c) an isothermal process (d) an endothermal process

Q.12. C – X bond is strongest in (a) CH 3 Cl (b) CH 3 Br (c) CH 3 F (d) CH 3 I

Q.13. Which of the following will have the maximum dipole moment? (a) CH 3 F (b) CH 3 Cl (c) CH 3 Br (d) CH 3 I

Q.14. Phosgene is a common name for (a) phosphoryl chloride (b) thionyl chloride (c) carbon dioxide and phosphine (d) carbonyl chloride

Q.15. In the preparation of chlorobenzene from aniline, the most suitable reagent is (a) Chlorine in the presence of ultraviolet light (b) Chlorine in the presence of AlCl 3 (c) Nitrous acid followed by heating with Cu 2 Cl 2 (d) HCl and Cu 2 Cl 2

Q.16. Ethylene dichloride can be prepared by adding HCl to (a) Ethane (b) Ethylene (c) Acetylene (d) Ethylene glycol

Q.17. In which of the following conversions, phosphorus pentachloride is used as the reagent? (a) H 2 C = CH 2 → CH 3 CH 2 Cl (b) CH 3 CH 2 OH → CH 3 CH 2 Cl (c) H 3 C-O-CH3 → CH 3 Cl (d) CH ≡ CH → CH 2 = CHCl

Q.18. The decreasing order of boiling points of alkyl halides is (a) RF > RCl > RBr > RI (b) RBr > RCl > RI > RF (c) RI > RBr > RCl > RF (d) RCl > RF > RI > RBr

Q.19. The best method for the conversion of an alcohol into an alkyl chloride is by treating the alcohol with (a) PCl 5 (b) dry HCl in the presence of anhydrous ZnCl 2 (c) SOCl 2 in presence of pyridine (d) None of these

Q.20. Which of the following is liquid at room temperature (b.p. is shown against it)? (a) CH 3 I 42ºC (b) CH 3 Br 3ºC (c) C 2 H 5 Cl 12ºC (d) CH 3 F –78ºC

Q.21. The catalyst used in the preparation of an alkyl chloride by the action of dry HCl on an alcohol is (a) anhydrous AlCl 3 (b) FeCl 3 (c) anhydrous ZnCl 2 (d) Cu

Q.22. Chlorobenzene is prepared commercially by (a) Raschig process (b) Wurtz Fittig reaction (c) Friedel-Craft’s reaction (d) Grignard reaction

Q.23. Conant Finkelstein reaction for the preparation of alkyl iodide is based upon the fact that (a) Sodium iodide is soluble in methanol, while sodium chloride is insoluble in methanol (b) Sodium iodide is soluble in methanol, while NaCl and NaBr are insoluble in methanol (c) Sodium iodide is insoluble in methanol, while NaCl and NaBr are soluble (d) The three halogens differ considerably in their electronegativity

Q.24. Which of the following possesses highest melting point? (a) Chlorobenzene (b) m-dichlorobenzene (c) o-dichlorobenzene (d) p-dichlorobenzene

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    Directions : (Q. 16 to 20) Case IV: Read the passage given below and answer the following questions. In haloalkanes, when a nucleophile stronger than the halide ion approaches the positively charged carbon atom of an alkyl halide, the halogen atom along with its bonding electron pair gets displaced and a new bond with the carbon and the nucleophile is formed. These reactions are called ...

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