How is 1-propoxypropane synthesised from ...

NCERT Class XII Chemistry
Chapter - Alcohols, Phenols and Ethers
Questions with Solutions

Question : 26 of 45

Marks: +1, -0

How is 1-propoxypropane synthesised from propan-1-ol? Write mechanism of this reaction.

Solution:

\underset{\text{Propanol}}{\mathrm{CH_3CH_2CH_2OH}} \xrightarrow{?} \underset{\text{Propoxypropane}}{(\mathrm{CH_3CH_2CH_2})_2\mathrm{O}}

This reaction can be brought about as:

\underset{\text{Propanol}}{\mathrm{CH_3CH_2CH_2OH}} + \mathrm{SOCl}_2 + \rightarrow \mathrm{CH_3CH_2CH_2Cl} + \mathrm{SO}_2 + \mathrm{HCl}

2\mathrm{CH_3CH_2CH_2OH} + \underset{\text{metal}}{2\mathrm{Na}} \overset{\ominus}{\rightarrow} \mathrm{CH_3CH_2CH_2O}\overset{\oplus}{\mathrm{Na}} + \mathrm{H}_2

\underset{\text{1-Chloropropane}}{\mathrm{CH_3CH_2CH_2Cl}} + \underset{\text{Sodium propoxide}}{{\overset{\ominus}{\mathrm{CH_3CH_2CH_2O}} \overset{\oplus}{\mathrm{Na}}}} \rightarrow \underset{\text{Propoxypropane}}{(\mathrm{CH_3CH_2CH_2})_2\mathrm{O}}

Mechanism :

S_N2

attack of propoxide on the halide

Go to Question:

Prev Question

Next Question