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Predict the products of E1 elimination of the following

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 60SP Chapter 6

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 60SP

Predict the products of E1 elimination of the following compounds. Label the major products.

Step-by-Step Solution:

Solution 60SP

Step 1 </p>

The E1 is called unimolecular elimination reaction because the rate-limiting transition state involves a single molecular rather than a collision between two molecules. In the first step (it is a slow step), the substrate ionizes into carbocation. In the second step, base abstracts proton from adjacent to the carbocation to form two different alkenes. Here, more substituted alkene is a major product and less substituted alkene is a minor product.

(a) The substrate can be ionized into carbocation and bromide ion.

Step 2 </p>

Base abstracts proton from adjacent to the carbocation to form more substituted alkene. It is a major product.

Step 3 </p>

Base abstracts proton from adjacent to the carbocation to form less substituted alkene. It is a minor product.

Step 4 </p>

(b) The substrate can be ionized into carbocation and bromide ion.

Step 5 </p>

Here, the secondary carbocation can be rearranged to form more stable tertiary carbocation.

Step 6 </p>

Base abstracts proton from adjacent to the carbocation to form less substituted alkene. It is a minor product.

Step 7 of 11

Chapter 6, Problem 60SP is Solved
Step 8 of 11

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

This full solution covers the following key subjects: products, Major, label, Elimination, predict. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. The answer to “Predict the products of E1 elimination of the following compounds. Label the major products.” is broken down into a number of easy to follow steps, and 14 words. Since the solution to 60SP from 6 chapter was answered, more than 311 students have viewed the full step-by-step answer. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. The full step-by-step solution to problem: 60SP from chapter: 6 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8.

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