By which of the following procedures can ethyl n-propyl ether be obtained?

JEE Main Chemistry question

By which of the following procedures can ethyl -propyl ether be obtained?

(A)C_2H_5OH \xrightarrow{HBr} I \xrightarrow{Mg/ether} II \xrightarrow{H_2O} III \xrightarrow{Na} C_2H_5OC_2H_5 \cdot Br/ether (gives symmetrical ether, not mixed)
(B)C_2H_5OH \xrightarrow{HBr} I \xrightarrow{Mg/ether} II \xrightarrow{(i) CH_2O (ii) H_3O^+} III \xrightarrow{Na} then BrCH_2CH_2CH_3 (extends chain then couples, gives the correct mixed ether)Correct
(C) (gives symmetrical diethyl ether, not mixed)
(D) (gives ethylene, not an ether)

Answer: (B)

Solution

To make the unsymmetrical ethyl -propyl ether, one needs one ethoxide/ethanol-derived fragment and one separate -propyl halide fragment joined by a genuine Williamson-type coupling; building the propanol via Grignard chain-extension (ethylmagnesium bromide +

See the full step-by-step solution

Create a free account to read the complete working, and practise questions like this in a timed test.

Create a free account

Question ID VK-148653