How can the following conversions be carried ...

NCERT Class XII Chemistry
Chapter - Haloalkanes and Haloarenes
Questions with Solutions

Question : 19 of 31

Marks: +1, -0

How can the following conversions be carried out?

(i) Propene to propan-1-o1

(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-Chloropropaneto 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

Solution:

\text{(i) }\underset{\text{Propene}}{\mathrm{CH}_3\mathrm{CH}=\mathrm{CH}_2}\xrightarrow[\text{peroxide}]{\mathrm{HBr}}\mathrm{CH}_3\mathrm{CH}_2\mathrm{CH}_2\mathrm{Br}\xrightarrow[\text{aq. KOH}/\Delta]{}\underset{\text{Propanol}}{\mathrm{CH}_3\mathrm{CH}_2\mathrm{CH}_2\mathrm{OH}}

\text{(ii) }2\mathrm{CH}_3\mathrm{CH}_2\mathrm{OH}+\mathrm{SOCl}_2\rightarrow2\mathrm{CH}_3\mathrm{CH}_2\mathrm{Cl}+\mathrm{SO}_2\uparrow+\mathrm{HCl}\uparrow

\mathrm{CH}_3\mathrm{CH}_2\mathrm{Cl}\xrightarrow[\text{alc. KOH}/\Delta]{}\mathrm{CH}_2=\mathrm{CH}_2\xrightarrow[\mathrm{Br}_2/\mathrm{CCl}_4]{}\underset{\underset{\mathrm{Br}}{\underset{\vert}{\mathrm{C}}}}{\underset{\underset{\mathrm{Br}}{\underset{\vert}{\mathrm{CH}_2}}}{\mathrm{H}_2}}\xrightarrow[\text{alc. KOH}/\Delta]{}

\mathrm{HC}\equiv\mathrm{CH}\xrightarrow[\text{liq. NH}_3,196\,\text{K}]{\mathrm{NaNH}_2}\mathrm{HC}\equiv\overset{-}{\mathrm{C}}\overset{+}{\mathrm{Na}}

\mathrm{CH}_3\mathrm{CH}_2\mathrm{Cl}+\overset{+}{\mathrm{Na}}\overset{-}{\mathrm{C}}\equiv\mathrm{CH}\rightarrow\underset{\text{But-1-yne}}{\mathrm{CH}_3\mathrm{CH}_2\mathrm{C}\equiv\mathrm{CH}}

\text{(iii) }\underset{\text{1-Bromopropane}}{\mathrm{CH}_3\mathrm{CH}_2\mathrm{CH}_2\mathrm{Br}}\xrightarrow[\Delta]{\overset{-}{\mathrm{C}_2\mathrm{H}_5\mathrm{O}}/\mathrm{KOH}}\mathrm{CH}_3\mathrm{CH}=\mathrm{CH}_2\xrightarrow{\mathrm{HBr}}\underset{\text{2-Bromopropane}}{\underset{\underset{\mathrm{Br}}{\underset{\vert}{\mathrm{CH}_3\mathrm{C}}}}{\mathrm{HCH}_3}}

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