A saturated hydrocarbon burns in oxygen to give carbon dioxide and water. Approximately twice as much CO2 as H2O (by weight) is produced by this combustion, the actual factor being 2.03. Light induced chlorination of the hydrocarbon by 2.0 equivalents of chlorine gives a mixture of mono-, di- and trichloro compounds, along with small amounts of higher chlorination products. Only one monochloro isomer is formed, but there are two dichloro isomers and three trichloro isomers produced in the reaction. Based on this information, you should be able to identify the hydrocarbon, and draw structural formulas for the chlorinated compounds.

A saturated hydrocarbon burns in oxygen to give carbon dioxide and water. Approximately twice as much CO2 as H2O (by weight) is produced by this combustion, the actual factor being 2.03. Light induced chlorination of the hydrocarbon by 2.0 equivalents of chlorine gives a mixture of mono-, di- and trichloro compounds, along with small amounts of higher chlorination products. Only one monochloro isomer is formed, but there are two dichloro isomers and three trichloro isomers produced in the reaction. Based on this information, you should be able to identify the hydrocarbon, and draw structural formulas for the chlorinated compounds.

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

Chapter8: Haloalkanes, Halogenation, And Radical Reactions

Section: Chapter Questions

Problem 8.18P

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