Secondary alcohols can also undergo elimination using the E1 mechanism. Since tertiary carbocations are more stable tha secondary carbocations, you will need to watch out for the possibility of carbocation rearrangements. If a more stable carbocation can be formed by a hydride or alkyl shift, this will occur before the beta hydrogen abstraction to give the alke Draw the carbocation rearrangement product of the secondary carbocation shown. Macmillan Learning @ A hydride shift will occur. A tertiary carbocation should be formed.

Secondary alcohols can also undergo elimination using the E1 mechanism. Since tertiary carbocations are more stable tha secondary carbocations, you will need to watch out for the possibility of carbocation rearrangements. If a more stable carbocation can be formed by a hydride or alkyl shift, this will occur before the beta hydrogen abstraction to give the alke Draw the carbocation rearrangement product of the secondary carbocation shown. Macmillan Learning @ A hydride shift will occur. A tertiary carbocation should be formed.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 22E

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