ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Chapter 12, Problem 32P
Interpretation Introduction

Interpretation: The given alkenes are to be matched with their heats of hydrogenation.

Concept introduction: Hydrogenation reaction is exothermic in nature due to the fact that the bonds are stronger in product than in reactant. Heat of hydrogenation can be used as measure for relative stability of alkenes when they are reduced to same alkane. Higher the stability of alkene, lower is the heat of hydrogenation.

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Match each alkene to its heat of hydrogenation.Alkenes: 3-methylbut-1-ene, 2-methylbut-1-ene, 2-methylbut-2-ene?H° (hydrogenation) kJ/mol: –119, –127, –112
∆H° values obtained for a series of similar reactions are one set of experimental data used to determine the relative stability of alkenes. Explain how the following data suggest that cis-but-2-ene is more stable than but-1-ene (Section 12.3A).
Dehydrohalogenation of 1-chloro-1-methylcyclopropane affords two alkenes (A and B) as products. Explain why A is the major product despite the fact that it contains the less substituted double bond.

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ORGANIC CHEMISTRY

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