Major product formed in the following ...

CBSE Class 12 Chemistry 2022 Term 1 Paper

Question : 23 of 55

Marks: +1, -0

Major product formed in the following reaction

\mathrm{CH}_3

\mathrm{CH}_3 - \overset{\mathrm{CH}_3}{\overset{\vert}{\underset{\mathrm{CH}_3}{\underset{\vert}{\mathrm{C}}}}} - \mathrm{Br} + \mathrm{NaOCH}_3 \rightarrow

$\mathrm{CH}_3 - \overset{\mathrm{CH}_3}{\overset{\vert}{\underset{\mathrm{CH}_3}{\underset{\vert}{\mathrm{C}}}}} - \mathrm{ONa}$
$\mathrm{CH}_3 - \overset{\mathrm{CH}_3}{\overset{\vert}{\underset{\mathrm{CH}_3}{\underset{\vert}{\mathrm{C}}}}} - \mathrm{OCH}_3$
$\mathrm{CH}_3 - \overset{\mathrm{CH}_3}{\overset{\vert}{\underset{\mathrm{CH}_3}{\underset{\vert}{\mathrm{C}}}}} - \mathrm{O} - \overset{\mathrm{CH}_3}{\overset{\vert}{\underset{\mathrm{CH}_3}{\underset{\vert}{\mathrm{C}}}}} - \mathrm{CH}_3$
$\mathrm{CH}_3 - \overset{\mathrm{CH}_3}{\overset{\vert}{\mathrm{C}}} = \mathrm{CH}_2$

Solution:

(\mathrm{CH}_3)_3 \mathrm{C} - \mathrm{Br} + \mathrm{Na} - \mathrm{O} - \mathrm{Me} \rightarrow

\underset{\text{iso-butene}}{\mathrm{CH}_3 - \underset{\mathrm{CH}_3}{\underset{\vert}{\mathrm{C}}} = \mathrm{CH}_2} + \mathrm{NaBr} + \mathrm{CH}_3 \mathrm{OH}

Tert-halide with strong base favours elimination reaction not the substitution reaction.

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