Organic Chemistry Practice Problems Carbocation Intermediate Rearrangements Practice Problems Solution: In the acid-catalyzed dehydration of 2-methyl-1-pr...

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Solution: In the acid-catalyzed dehydration of 2-methyl-1-propanol, what carbocation would be formed if a hydride shift accompanied cleavage of the carbon–oxygen bond in the alkyloxonium ion? What ion would be formed as a result of a methyl shift? Which pathway do you think will predominate, a hydride shift or a methyl shift?

Problem

In the acid-catalyzed dehydration of 2-methyl-1-propanol, what carbocation would be formed if a hydride shift accompanied cleavage of the carbon–oxygen bond in the alkyloxonium ion? What ion would be formed as a result of a methyl shift? Which pathway do you think will predominate, a hydride shift or a methyl shift?

Additional Practice Problems

Carbocation Intermediate Rearrangements

Carbocation Intermediate Rearrangements

Q. Predict whether each of the following carbocations will rearrange. If so, draw the expected rearrangement using curved arrows.

Solved • Tue Jun 07 2016 14:55:41 GMT-0400 (EDT)

Carbocation Intermediate Rearrangements

Q. Predict whether each of the following carbocations will rearrange. If so, draw the expected rearrangement using curved arrows.

Solved • Tue Jun 07 2016 14:54:19 GMT-0400 (EDT)

Carbocation Intermediate Rearrangements

Q. Predict whether each of the following carbocations will rearrange. If so, draw the expected rearrangement using curved arrows.

Solved • Tue Jun 07 2016 14:53:07 GMT-0400 (EDT)