EBK ORGANIC CHEMISTRY-PRINT COMPANION (
EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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Chapter 16.5, Problem 10PTS
Interpretation Introduction

Interpretation: The treatment of 1,4-dimethycyclohepta-1,3-diene with one equivalent of HBr at the elevated temperature given 1,2-adduct rather than 1,4-adduct should be explained.

Concept Introduction : The compound which has more substituted pi bond (thermodynamic product or major product) at high temperature is predominant.

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11. Trans-1-bromo-2-methylcyclohexane will yield a non-Zaitsev elimination product (3- methylcyclohexene) upon reaction with KOH. Show this reaction by drawing the chair conformations of the reactant and product. Include the curved arrows and explain why the product is not a non-Zaitsev product. (
the product obtained from the reaction of 1,3-butadiene with cis-1,2-dichloroethene O because it is a meso compound O because is has no asymmetric centers O because it is a racemic mixture O because it has a point of symmetry the product obtained from the reaction of 1,3-butadiene with trans-1,2-dichloroethene O because it is a meso compound Obecause is has no asymmetric centers Obecause it is a racemic mixture because it has a point of symmetry
Trans-1-bromo-2-methylcyclohexane will yield a non-Zaitsev elimination product (3-methylcyclohexene) upon reaction with KOH. Show this reaction by drawing the chair conformations of the reactant and product. Include the curved arrows and explain why the product is not a non-Zaitsev product.
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