An alkyl halide produces a single alkene when it reacts with sodium ethoxide and ethanol. This alkene undergoes hydrogenation and produces $2 -$ methyl butane. What is the identity of the alkyl bromide?

1 -

bromo

- 2, 2 -

dimethyl propane

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1 -

bromo butane

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1 -

bromo

- 2 -

methyl butane

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2 -

bromo

- 2 -

methyl butane

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Solution

The correct option is B $1 -$ bromo $- 2 -$ methyl butane
$C l - C H_{2} - C H - C H_{2} C H_{3} N a O E t - --- \to E t O H C H_{2} = C - C H_{2} C H_{3} c a t a l y s t - --- \to H_{2} C H_{3} = C - C H_{2} - C H_{3}$
| | |
$C H_{3}$ $C H_{3}$ . $C H_{3}$

Hence C is correct answer

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