Question

Which of the following reactions are feasible?

Options

• \[\ce{CH3CH2Br + Na^{+}O^{-}C(CH3)3 -> CH3CH2 - O - C(CH3)3}\]

• \[\ce{(CH3)3 C - Cl + Na^{+}O^{-}CH2CH3 -> CH3CH2 - O - C(CH3)3}\]

• Both \[\ce{CH3CH2Br + Na^{+}O^{-}C(CH3)3 -> CH3CH2 - O - C(CH3)3}\] and \[\ce{(CH3)3 C - Cl + Na^{+}O^{-}CH2CH3 -> CH3CH2 - O - C(CH3)3}\]

• Neither \[\ce{CH3CH2Br + Na^{+}O^{-}C(CH3)3 -> CH3CH2 - O - C(CH3)3}\] nor \[\ce{(CH3)3 C - Cl + Na^{+}O^{-}CH2CH3 -> CH3CH2 - O - C(CH3)3}\]

Answer 1

\[\ce{CH3CH2Br + Na^{+}O^{-}C(CH3)3 -> CH3CH2 - O - C(CH3)3}\]

Explanation:

The above reaction is an example of Williamson synthesis. In this process, an alkyl halide is allowed to react with sodium alkoxide. The reaction involves the S_N2 attack of an alkoxide ion on a primary alkyl halide.