How will you convert : (i) Ethanoic acid ...

NCERT Class XII Chemistry
Chapter - Amines
Questions with Solutions

Question : 5 of 22

Marks: +1, -0

How will you convert :

(i) Ethanoic acid into methanamine

(ii) Hexanenitrile into 1-aminopentane

(iii) Methanol to ethanoic acid

(iv) Ethanamine into methanamine

(v) Ethanoic acid into porpanoic acid

(vi) Methanamine into ethanamine

Solution:

(i) \underset{\text{Ethanoic acid}}{\mathrm{CH_3COOH}} \xrightarrow{\mathrm{SOCl}_2} \underset{\text{Ethanoyl chloride}}{\mathrm{CH_3COCl}} \xrightarrow{\mathrm{NH}_3(\text{excess})} \underset{\text{Ethanamide}}{\mathrm{CH_3CONH_2}} \xrightarrow[\text{Hofmann bromamide reaction}]{\mathrm{Br}_2 / \mathrm{KOH}} \underset{\text{Methanamine}}{\mathrm{CH_3NH_2}}

(ii) \mathrm{CH_3(CH_2)_4CN} \xrightarrow[\text{Hydrolysis}]{\mathrm{H_3O^{+}}} \underset{\text{Hexanoic acid}}{\mathrm{CH_3(CH_2)_4COOH}} \xrightarrow{\mathrm{PCl_5}} \underset{\text{Hexanoyl chloride}}{\mathrm{CH_3(CH_2)_4COCl}} \xrightarrow[\Delta]{\mathrm{NH}_3(\text{excess})} \mathrm{CH_3(CH_2)_4CONH_2} \xrightarrow{\mathrm{Br}_2 / \mathrm{KOH}} \underset{\text{1-Aminopentane}}{\mathrm{CH_3(CH_2)_4NH_2}}

(iii) \underset{\text{Methanol}}{\mathrm{CH_3OH}} \xrightarrow{\mathrm{PCl_5}} \mathrm{CH_3Cl} \xrightarrow{\mathrm{KCN}(\text{alc.})} \underset{\text{Ethanenitrile}}{\mathrm{CH_3CN}} \xrightarrow{\mathrm{H_3O^{+}}} \underset{\text{Ethanoic acid}}{\mathrm{CH_3COOH}}

(iv) \underset{\text{Ethanamide}}{\mathrm{CH_3CH_2NH_2}} \xrightarrow{\mathrm{HCl} + \mathrm{NaNO_3}} \underset{\text{Ethanol}}{\mathrm{CH_3CH_2OH}} \xrightarrow{\mathrm{K_2Cr_2O_7} / \mathrm{H_2SO_4}} \underset{\text{Ethanoic acid}}{\mathrm{CH_3COOH}} \xrightarrow{\mathrm{NH_3}} \mathrm{CH_3COONH_4} \xrightarrow[\Delta]{-\mathrm{H_2O}} \underset{\text{Ethanamide}}{\mathrm{CH_3CONH_2}} \xrightarrow{\mathrm{Br}_2 / \mathrm{KOH}} \underset{\text{Methanamine}}{\mathrm{CH_3NH_2}}

(v) \underset{\text{Ethanoic acid}}{\mathrm{CH_3COOH}} \xrightarrow[\text{Reduction}]{\mathrm{LiAlH_4}} \underset{\text{Ethanol}}{\mathrm{CH_3CH_2OH}} \xrightarrow{\mathrm{P}/\mathrm{I_2}} \underset{\text{Ethyl iodide}}{\mathrm{CH_3CH_2I}} \xrightarrow[-\mathrm{KI}]{\mathrm{KCN}} \underset{\text{Ethyl cyanide}}{\mathrm{CH_3CH_2CN}} \xrightarrow{\mathrm{H_2O} / \mathrm{H^{+}}} \underset{\text{Propanoic acid}}{\mathrm{CH_3CH_2COOH}}

(vi) \underset{\text{Methanamine}}{\mathrm{CH_3NH_2}} \xrightarrow[-\mathrm{N_2},-\mathrm{H_2O}]{\mathrm{HONO}} \mathrm{CH_3OH} \xrightarrow{\mathrm{P}/\mathrm{I_2}} \underset{\text{Methyl iodide}}{\mathrm{CH_3I}} \xrightarrow[\mathrm{KCN}]{-\mathrm{KI}} \mathrm{CH_3CN} \xrightarrow[\text{Reduction}]{\mathrm{Na} / \mathrm{C_2H_5OH}} \underset{\text{Ethanamine}}{\mathrm{CH_3CH_2NH_2}}

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