Question

The reaction of tert-butyl bromide with sodium methoxide
produces mainly –
(a) iso-butane (b) iso-butylene
(c) tert-butyl methyl ether (d) sodium tert butoxide

Answer 1

The reaction of tert-butyl bromide with sodium methoxide  produces mainly iso-butylene.

Option (B) is correct.

Explanation:

The reaction is:

          CH3

             |

CH3 --- C --- CH3 --- Br + CH3ONa + Elimination →  CH3 − C = CH3 -- CH2 Isobutylene + CH3OH + NaBr

CH3ONa → CH3O− + Na + methoxide ion (CH3O−) is a strong base, therefore it abstract proton from 3o alkyl halide and favours elimination reaction.

Thus the reaction of tertiary - butyl bromide with sodium methoxide  produces mainly iso-butylene.

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