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61
Subjective

Write down the structure and IUPAC name for neo-pentylbromide.

Explanation

The structure of neo-pentylbromide is

IUPAC name $\Rightarrow$ I-bromo -2,2-dimethylpropane

Common name $\Rightarrow$ neo-pentylbromide

62
Subjective

A hydrocarbon of molecular mass $72 \mathrm{~g} \mathrm{~mol}^{-1}$ gives a single monochloro derivative and two dichloro derivatives on photo chlorination. Give the structure of the hydrocarbon.

Explanation

Since, the molar mass of hydrocarbon is $72 \mathrm{~g} \mathrm{~mol}^{-1}$ thats why the hydrocarbon is $\mathrm{C}_5 \mathrm{H}_{12}$ i.e., pentane.

On photo chlorination, it gives monochloro derivatives so, all the hydrogen atoms must be equivalent and the structure of the compound will be

63
Subjective

Name of the alkene which will yield/chloro 1-methylcyclohexane by its reaction with HCl . Write the reactions involved.

Explanation

Two alkenes are possible

Addition takes place in accordance with Markownikoff's rule i.e., negative part of the adding molecule will get attached to that carbon which has lesser number of hydrogen atom.

64
Subjective

Which of the following haloalkanes reacts with aqueous KOH most easily? Explain giving reason.

(i) 1-bromobutane

(ii) 2-bromobutane

(iii) 2-bromo-2-methylpropane

(iv) 2-chlorobutane

Explanation

2-bromo-2-methylpropane (iii), is a tertiary alkyl halide and it will form a stable carbocation on ionisation.

1-bromobutane is primary alkyl halide whereas 2-bromobutane and 2-chlorobutane is secondary alkyl halide.

65
Subjective

Why can aryl halides not be prepared by reaction of phenol with HCl in the presence of $\mathrm{ZnCl}_2$ ?

Explanation

Due to resonance in phenol, $\mathrm{C}-\mathrm{O}$ bond of phenol has some partial double bond character. Partial double bond character strengthen the bond. So, It is difficult to break this $\mathrm{C}-\mathrm{O}$ bond of phenol while the $\mathrm{C}-\mathrm{O}$ bond of alcohol is purely single bond and comparatively weaker bond.

So alkyl halides can be prepared by the reaction of alcohols with HCl in the presence of $\mathrm{ZnCl}_2$ while aryl halides can not be prepared by reaction of phenol with HCl in the presence of $\mathrm{ZnCl}_2$.