By the action of a solution of hydrogen chloride in nitromethane, 3-methybut-1 - ene gives a mixture of 2-chloro-3- methylbutane and 2-chloro-2-methylbutane in the ratio (40:60). Under the same conditions, 3,3-dimethybut-1 - ene leads to a mixture of 2-chloro-2,3-dimethylbutane and 2-chloro-3, 3-dimethybultane in the ratio (83:17). Explain these results.

By the action of a solution of hydrogen chloride in nitromethane, 3-methybut-1 - ene gives a mixture of 2-chloro-3- methylbutane and 2-chloro-2-methylbutane in the ratio (40:60). Under the same conditions, 3,3-dimethybut-1 - ene leads to a mixture of 2-chloro-2,3-dimethylbutane and 2-chloro-3, 3-dimethybultane in the ratio (83:17). Explain these results.

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

Chapter11: Ethers, Epoxides, And Sulfides

Section: Chapter Questions

Problem 11.24P: The following equation shows the reaction of trans-2,3-diphenyloxirane with hydrogen chloride in...

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