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Show how you would use Grignard syntheses to prepare the

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 39SP 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 39SP

Show how you would use Grignard syntheses to prepare the following alcohols from the indicated starting materials and any other necessary reagents.

(a) octan-3-ol from hexanal, CH3(CH2)4CHO

(b) octan-1-ol from 1-bromoheptane

(c) 1-cyclohexylethanol from acetaldehyde, CH3CHO

(d) 2-cyclohexylethanol from bromocyclohexane

(e) benzyl alcohol (Ph - CH2 - OH) from bromobenzene (Ph - Br)

(g) cyclopentylphenylmethanol from benzaldehyde (Ph - CHO)

Step-by-Step Solution:
Step 1 of 3

Solution 39SP

(a) 3-octanol from CHO

Here two more carbon atom is needed, so the Grignard reagent should be of two carbon reagent.

(b) 1-octanol from 1-bromoheptane

(c) 1-cyclohexylethanol from

(d)

(e) Benzyl alcohol from bromobenzene

()         cyclopentyl phenyl methanol for PhCHO

Step 2 of 3

Chapter 10, Problem 39SP is Solved
Step 3 of 3

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

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