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Which side of an epoxide is attacked under acidic conditions? A. The least substituted side...

Question:

Which side of an epoxide is attacked under acidic conditions?

A. The least substituted side because this carbon atom is more electrophilic

B. The most substituted side because this carbon atom is more electrophilic

C. The least substituted side because this carbon atom is less electrophilic

D. The most substituted side because this carbon atom is less electrophilic

Epoxides

Epoxides are three-membered cyclic compounds in which one of the carbons of cyclopropane ring is replaced by hetero atom oxygen.

Epoxide ring is very reactive due to the presence of strained bonds in it.

Answer and Explanation:

In acidic conditions, oxygen of epoxide protonates that brings positive charge on the oxygen atom. That means it becomes a better leaving group.

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Nucleophilic Addition Reactions of Aldehydes & Ketones
Nucleophilic Addition Reactions of Aldehydes & Ketones

from Chemistry 304: Organic Chemistry II

Chapter 2 / Lesson 9
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