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 12, Problem 33P

Predict the major organic product from each of the following reaction sequences.

(a)

Chapter 12, Problem 33P, Predict the major organic product from each of the following reaction sequences. (a) (b) (c) (d) (e) , example  1

(b)

Chapter 12, Problem 33P, Predict the major organic product from each of the following reaction sequences. (a) (b) (c) (d) (e) , example  2

(c)

Chapter 12, Problem 33P, Predict the major organic product from each of the following reaction sequences. (a) (b) (c) (d) (e) , example  3

(d)

Chapter 12, Problem 33P, Predict the major organic product from each of the following reaction sequences. (a) (b) (c) (d) (e) , example  4

(e)

Chapter 12, Problem 33P, Predict the major organic product from each of the following reaction sequences. (a) (b) (c) (d) (e) , example  5

(f)

Chapter 12, Problem 33P, Predict the major organic product from each of the following reaction sequences. (a) (b) (c) (d) (e) , example  6

(g)

Chapter 12, Problem 33P, Predict the major organic product from each of the following reaction sequences. (a) (b) (c) (d) (e) , example  7

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Draw a structural formula for the alcohol formed by treating each alkene with borane in tetrahydrofuran (THF) followed by hydrogen peroxide in aqueous sodium hydroxide, and specify stereochemistry where appropriate. (a) (d) (b) (e) (c)
(a) (b) (c) Suggest a synthesis of the following alkene (A) using a Wittig reaction strategy. Draw the starting material(s), key reagent and a full reaction mechanism including an explanation of the observed geometry. Which of the following (B) and (C) will favour the enol form? Briefly explain your reasoning. Predict the product(s) and provide a mechanism for each of the following transformations: (i) (ii) OMe OMe Base OEt NaOEt
(c) Answer each of the questions below that relate to acetophenone: Xo (i) (ii) (iii) Draw the structure of the enol form of acetophenone. Give a stepwise mechanism for the conversion of acetophenone into its enol form. Show how each of the three compounds A, B and C below can be prepared from acetophenone. Explain clearly what reactants/reagents would be required in each case. odocor A B Br C

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