Solution Found!

The following reaction is called the pinacol rearrangement. The reaction begins with an

Chapter 7, Problem 7-74

(choose chapter or problem)

Get Unlimited Answers
QUESTION:

The following reaction is called the pinacol rearrangement. The reaction begins with an acid-promoted ionization to give a carbocation. This carbocation undergoes a methyl shift to give a more stable, resonance-stabilized cation. Loss of a proton gives the observed product. Propose a mechanism for the pinacol rearrangement.

Questions & Answers

QUESTION:

The following reaction is called the pinacol rearrangement. The reaction begins with an acid-promoted ionization to give a carbocation. This carbocation undergoes a methyl shift to give a more stable, resonance-stabilized cation. Loss of a proton gives the observed product. Propose a mechanism for the pinacol rearrangement.

ANSWER:

Step 1 of 3

Pinacol is a 1,2-diol. The first step of the rearrangement is the protonation of the pinacol to molecule in presence of .

Add to cart


Study Tools You Might Need

Not The Solution You Need? Search for Your Answer Here:

×

Login

Login or Sign up for access to all of our study tools and educational content!

Forgot password?
Register Now

×

Register

Sign up for access to all content on our site!

Or login if you already have an account

×

Reset password

If you have an active account we’ll send you an e-mail for password recovery

Or login if you have your password back