Which of the following will not produce an ether by Willanson synthesis ?

Options

A. `CH_3Br+CH_3-overset(CH_3)overset(|)underset(CH_(3))underset(|)C-ONa`
B. `CH_3ONa+CH_3-overset(CH_3)overset(|)underset(CH_(3))underset(|)C-Br`
C. `CH_3Br+CH_3-CH_2-Ona`
D. `CH_3CI+CH_3CH_2ONa`

Answer

B

Explanation

A `3^(@)` alkyl halide undergoes elimination with alkoxide to give and alkene.
`CH_3ONa+CH_3-overset(CH_3)overset(|)underset(CH_3)underset(|)(C)- Brto`
`CH_3-overset(CH_2)overset(||)underset(CH_3)underset(|)(C)+ NaBr+CH_3OH` As such no ehter is formed during the reaction.