Quiz - Carbocation Rearrangements | Reactivity of Alcohols, Ethers, and Epoxides

Organic Chemistry 1 - Quiz - Carbocation Rearrangements

1

The product from the reaction below is the result of:     

2

What is the principal substitution product of the following reaction?

Stability of carbocations: tertiary > secondary > primary. A less stable carbocation can rearrange to a more stable carbocation. These rearrangements involve the migration of an alkyl group or a hydrogen atom from a carbon atom to an adjacent carbon atom:

3

Which carbocation would not be likely to undergo rearrangement?

Electron-donating groups, such as alkyl groups, stabilize a positive charge ⇒ stability of carbocations: tertiary > secondary > primary. A less stable carbocation can rearrange to a more stable carbocation

4

Which alcohol is dehydrated fastest in concentrated H2SO4?

The mechanism of dehydration of alcohols in concentrated H2SO4 goes through a carbocation intermediate. The more stable the carbocation, the faster the reaction. Tertiary carbocations are the most stable, so tertiary alcohols are dehydrated faster than secondary and primary alcohols

5

Predict the major product of the following reaction:     

The major product is the most rapidly formed product and therefore the one formed from the most stable carbocation, the tertiary carbocation:

6

Which 2 compounds ionize with loss of bromide ion to form the same carbocation?