Organic Chemistry: Principles And Mechanisms
Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393630756
Author: KARTY, Joel
Publisher: W.w. Norton & Company,
Question
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Chapter 11, Problem 11.29P
Interpretation Introduction

Interpretation:

The complete, detailed mechanism for the addition of HCl to dihydropyran is to be drawn, and the major product is to be predicted.

Concept introduction:

The electrophilic addition of H+ to the C=C double bond produces carbocation intermediate. The more stable carbocation proceeds to the next coordination step. In the next step, the nucleophile attacks the positively charged C+ carbon atom to form a neutral product.

The carbocation intermediate is a trigonal planar, and the nucleophile can attack the C+ from the front (wedge) or from behind (dash). This leads to two different products.

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Chapter 11 Solutions

Organic Chemistry: Principles And Mechanisms

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