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OpenStudy (anonymous):

Construct a three-step synthesis of 2-methyl-2-butanol from 3-methyl-2-butanol. Please Help!

OpenStudy (aaronq):

|dw:1418156717774:dw| |dw:1418157265488:dw| The dehydrate it, then add HBr across the double bond, add SN2 at Brominated carbon.

OpenStudy (kainui):

@aaronq Since this is a tertiary carbon, you will actually be adding via SN1, not SN2. However there is no problem with this since there are 2 methyl groups so there is no racemization to worry about.

OpenStudy (aaronq):

yep, no stereochem present

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