Five isomeric alkanes (A–E) having the molecular formula C6H14 are each treated with Cl2 + hν 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.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter6: Reactions Of Alkenes
Section: Chapter Questions
Problem 6.41P: Consider the following reaction. (a) Draw a structural formula for the compound with the molecular...
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Five isomeric alkanes (A–E) having the molecular formula C6H14 are each treated with Cl2 + hν 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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