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Show how you would synthesize the following alcohols from

Chapter 2, Problem 37SP

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QUESTION:

Show how you would synthesize the following alcohols from appropriate alkenes.

Equation Transcription:

Text Transcription:

OH

CH_3

OH

OH

OH

Questions & Answers

QUESTION:

Show how you would synthesize the following alcohols from appropriate alkenes.

Equation Transcription:

Text Transcription:

OH

CH_3

OH

OH

OH

ANSWER:

Solution 37SP

Step 1

(a) Oxymercuration-demercuration of 1-pentene gives Markovnikov product, 2-pentanol. Here the electrophile, , remains bonded to the less substituted end of the double bond. Reduction of the organomercurial alcohol gives the Markovnikov alcohol: 2-pentanol.

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