Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 13, Problem 34P
Interpretation Introduction

Interpretation: The structures of A-E are to be identified.

Concept introduction: Monochlorination is a radical substitution reaction. In this reaction, Cl replaces hydrogen atom and forms alkyl halide.

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Identify two alkenes that react with HBr to form 1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement.
Five isomeric alkanes (A–E) having the molecular formula C6H14 are each treated with Cl2 + hv to give alkyl halides having molecular formulaC6H13Cl. A yields five constitutional isomers. B yields four constitutionalisomers. C yields two constitutional isomers. D yields threeconstitutional isomers, two of which possess stereogenic centers. Eyields three constitutional isomers, only one of which possesses astereogenic center. Identify the structures of A–E.
Five isomeric alkanes (A–E) having the molecular formula C6H14 are each treated with Cl2 + hv to give alkyl halides having molecular formula C6H13Cl. A yields five constitutional isomers. B yields four constitutional isomers. C yields two constitutional isomers. D yields three constitutional isomers, two of which possess stereogenic centers. E yields three constitutional isomers, only one of which possesses a stereogenic center. Identify the structures of A–E.
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