Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 21, Problem 15P

How would you synthesize each of the following using a Gilman reagent?

(a)

Chapter 21, Problem 15P, How would you synthesize each of the following using a Gilman reagent? (a) (b) (c) , example  1

(b)

Chapter 21, Problem 15P, How would you synthesize each of the following using a Gilman reagent? (a) (b) (c) , example  2

(c)

Chapter 21, Problem 15P, How would you synthesize each of the following using a Gilman reagent? (a) (b) (c) , example  3

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Nucleophilic aromatic substitution provides one of the common methods for making phenols. ) Show how you would synthesize the following phenols, using benzene or toluene as your aromatic starting material, and explain why mixtures of products would be obtained in some cases.  (a) m-cresol (b) p-n-butylphenol
Provide the reagents and solvents (where appropriate) needed to bring about the following transformations. (a) CI (b)
4.33  Select the compound in each of the following pairs that will be converted to the corresponding alkyl bromide more rapidly on being treated with hydrogen bromide. Explain the reason for your choice. (a) 1-Butanol or 2-Butanol  (b) 2-Methyl-1-butanol or 2-butanol (c) 2-Methyl-2-butanol or 2-butanol (d) 2-Methylbutane or 2-butanol (e) 1-Methylcyclopentanol or cyclohexanol Draw the energy diagrams of an SN1 reaction and an SN2 reaction. Include in your drawing anexample reaction. Identify the rate limiting step and label it as unimolecular or bimolecular.
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