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Show how you would synthesize the following alcohols from

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L. G. Wade Jr

Problem 37SP Chapter 10

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L. G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 37SP

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

Step-by-Step Solution:

Solution 37SP

Step 1 </p>

(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.

Step 2 </p>

(b) Hydroboration-oxidation of 1-methylcyclohex-1-ene gives anti-Markovnikov product, 2-methylcyclohexanol. Here, the hydroxyl group bonded to the less substituted end of the double bond and hydrogen is bonded to more substituted end of the double bond.

Step 3 of 4

Chapter 10, Problem 37SP is Solved
Step 4 of 4

Textbook: Organic Chemistry
Edition: 8
Author: L. G. Wade Jr
ISBN: 9780321768414

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