Chapter 22

Chemistry in 30 days · 22 exercises

Problem 1

An equimolar mixture of methyl iodide and ethyl iodide is heated with sodium in dry ether. The number of possible alkane products is (a) One (b) Two (c) Three (d) Four

4 step solution

Problem 2

Butanenitrile may be prepared by heating (a) \(n\)-propyl alcohol with \(\mathrm{KCN}\) (b) \(n\)-butyl alcohol with \(\mathrm{KCN}\) (c) \(n\)-butyl chloride with \(\mathrm{KCN}\) (d) \(n\)-propyl chloride with \(\mathrm{KCN}\)

5 step solution

Problem 3

Each of the following compound gives a white precipitate with boiled alcoholic silver nitrate except (a) vinyl chloride (b) methyl chloride (c) benzyl chloride (d) allyl chloride

4 step solution

Problem 5

\(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CMgCl}\) on reaction with \(\mathrm{D}_{2} \mathrm{O}\) gives (a) \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CD}\) (b) \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{COD}\) (c) \(\left(\mathrm{CD}_{3}\right)_{3} \mathrm{CD}\) (d) \(\left(\mathrm{CD}_{3}\right)_{3} \mathrm{OD}\)

3 step solution

Problem 8

The smallest alkyl bromide which can show optical isomerism is (a) isopropyl bromide (b) isobutyl bromide (c) \(s\)-butyl bromide (d) \(l\)-butyl bromide

4 step solution

Problem 10

Which compound converts chloroform to a tear gas ? (a) acetone (b) nitric acid (c) nitrous acid (d) acetaldehyde

4 step solution

Problem 12

Which of the following alkyl halides is most reactive towards formation of grignard reagent? (a) ethyl bromide (b) ethyl chloride (c) ethyl iodide (d) ethyl iodide

4 step solution

Problem 13

Phenol is heated with \(\mathrm{CCl}_{4}\) and aqueous \(\mathrm{NaOH}\) and finally acidified. The major product formed is (a) 2 -hydroxybenzoic acid (b) 2 -hydroxybenzaldehyde (c) 4 -hydroxybenzaldehyde (d) 4 -hydroxybenzoic acid

4 step solution

Problem 15

In their nucleophilic substitution reactions, aryl halide resembles (a) vinyl chloride (b) allyl chloride (c) benzyl chloride (d) ethyl chloride

8 step solution

Problem 16

Which of the following ions is the worst leaving group ? (a) bromide (b) chloride (c) iodide (d) fluoride

3 step solution

Problem 17

The best reagent for the synthesis of propanoie acid from 2-butanone is (a) \(\mathrm{K}_{2} \mathrm{Cr}_{2} \mathrm{O}_{7} / \mathrm{H}_{2} \mathrm{SO}_{4}\) (b) \(\mathrm{KMnO}_{4} / \mathrm{NaO} \|\) (c) \(\mathrm{AgNO}_{1} / \mathrm{H}_{3} \mathrm{O}\) (d) Is / NaOH

4 step solution

Problem 19

How will you convert butan-2-one to propanoic acid? (a) Tollen's reagent (b) Fehling's solution (c) \(\mathrm{NaOH} / \mathrm{I}_{2} \mathrm{H}^{+}\) (d) \(\mathrm{NaOH} / \mathrm{Nal} / \mathrm{H}^{+}\)

4 step solution

Problem 21

Bottles containing \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{I}\) and \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{C}\) lost their original labels. They were labeled \(A\) and \(\mathbf{B}\) for testing, \(A\) and \(B\) were separately taken in test tubes and boiled with \(\mathrm{NaOH}\) solution. The end solution in each tube was made acidic with dilute \(HNO_{3}\) solution added. Solution \(B\) gave a yellow precipitate. Which one of the following statements is true for the experiment ? (a) Addition of \(\mathrm{HNO}_{3}\) was unnecessary (b) \(\mathrm{A}\) was \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{I}\) (c) \(A\) was \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} I\) (d) \(B\) was \(C_{6} H_{5} l\)

4 step solution

Problem 22

Which of the following reacts with water ? (a) \(\mathrm{CHCl}_{3}\) (b) \(\mathrm{Cl}_{3} \mathrm{CCHO}\) (c) \(\mathrm{CCl}_{4}\) (d) \(\mathrm{ClCH}_{2} \mathrm{CH}_{2} \mathrm{Cl}\)

3 step solution

Problem 23

On monochlorination of 2-methyl butane the total number of chiral compounds is (a) 2 (b) 4 (c) 6 (d) 8

5 step solution

Problem 24

The number of possible enantiomeric pairs that can be produced during monochlorination of 2 -methylbutane is (a) 2 (b) 3 (c) 4 (d) 1

6 step solution

Problem 25

Tertiary alkyl halides are practically inert to substitution by \(\mathrm{S}_{\mathrm{N}} 2\) mechanism because of (a) Insolubility (b) Instability (c) Inductive effect (d) Steric hindrance

4 step solution

Problem 27

In the chemical reaction, \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{NH}_{2}+\mathrm{CHCl}_{3}+3 \mathrm{KOH} \rightarrow \mathrm{A}+\mathrm{B}+3 \mathrm{H}_{2} \mathrm{O}\) The compounds \(\mathrm{A}\) and \(\mathrm{B}\) are respectively (a) \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NC}\) and \(\mathrm{KCl}\) (b) \(\mathrm{C}_{2} \mathrm{H}_{3} \mathrm{CN}\) and \(3 \mathrm{KCl}\) (c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CONH}_{2}\) and \(3 \mathrm{KCl}\) (d) \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NC}\) and \(\mathrm{K}_{2} \mathrm{CO}_{3}\)

5 step solution

Problem 28

The order of reactivity of alkyl halides towards elimination reaction is (a) \(3^{\circ}>2^{\circ}>1^{\circ}\) (b) \(2^{\circ}>1^{0}>3^{\circ}\) (c) \(3^{\circ}>1^{\circ}>2^{\circ}\) (d) \(1^{\circ}>2^{\circ}>3^{\circ}\)

4 step solution

Problem 30

Which of the following compounds undergoes the slowest addition of \(\mathrm{HCl}\) ? (a) ethene (b) propene (c) 2 -methoxy propene (d) but-2-ene

4 step solution

Problem 32

Which of the following organic reactions takes place by Carbene mechanism ? (a) Friedel Craft reaction (b) Peroxide effect (c) Reimer Tieman reaction (d) Borodine Hunsdiecker reaction

6 step solution

Problem 34

Which of the following organic reactions requires the presence of acetone ? (a) Borodine Hunsdiecker Reaction (b) Conant Finkelstein Reaction (c) Birnbaum Simonini Reaction (d) Reimer Tieman Reaction

3 step solution

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