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vlabodo [156]
3 years ago
12

Compound a reacts with one equivalent of h2 in the presence of a catalyst to give methylcyclohexane. Compound a can be formed up

on treatment of 1-bromo-1-methylcyclohexane with sodium methoxide. What is the structure of compound a?

Chemistry
1 answer:
V125BC [204]3 years ago
6 0

Answer:

The compound a is 1-methyl cyclohexene (see attachment for structure).

Explanation:

The reaction of 1-Bromo-1-methylcyclohexane with sodium methoxide is a <u>second-order reaction</u> since the <u>methoxide ion is a strong base</u> and also a strong nucleophile. This ion attacks the alkyl halide faster than the alkyl halide can ionize to produce a first-order reaction. However, we can not see the product of nucleophilic substitution. The SN₂ mechanism is blocked due to the <u>impediment of the 1-Bromo-1-methylcyclohexane</u>. The main product, according to the Zaitsev rule, is the 1-methyl cyclohexene, thus forming a <u>double bond</u>.

Then, this cyclohexene is hydrogenated to form the cyclohexane.

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