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.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.SE: Something Extra
Problem 61AP: Ketones react with alcohols to yield products called acetals. Why does the all-cis isomer of...
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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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