Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Textbook Question
Chapter 16, Problem 30P
Write detailed mechanisms for each of the following reactions.
(a)
(b)
(c)
(d)
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Draw the most likely conjugate base resulting from this acid-base reaction.
Include all lone pairs. Ignore inorganic byproducts.
Drawing
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Answer
2. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton
transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted
without ambiguity.
a.
CH3
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Hint: the species on the left is an ynolate, which behaves a lot like an enolate.
Chapter 16 Solutions
Organic Chemistry
Ch. 16 - PRACTICE PROBLEM 16.1 (a) Give IUPAC substitutive...Ch. 16 - Prob. 2PPCh. 16 - Prob. 3PPCh. 16 - Practice Problem 16.4
Provide the reagents and...Ch. 16 - Prob. 5PPCh. 16 - Prob. 6PPCh. 16 - Prob. 7PPCh. 16 - Prob. 8PPCh. 16 - Prob. 9PPCh. 16 - Prob. 10PP
Ch. 16 - Prob. 11PPCh. 16 - Practice Problem 16.12
What product would be...Ch. 16 - Prob. 13PPCh. 16 - Practice Problem 16.14
Dihydropyran reacts readily...Ch. 16 - Practice Problem 16.15 Show how you might use...Ch. 16 - Practice Problem 16.16 (a) Show how you might...Ch. 16 - Practice Problem 16.17
In addition to...Ch. 16 - Practice Problem 16.18
Triphenylphosphine can be...Ch. 16 - Prob. 19PPCh. 16 - PRACTICE PROBLEM 16.20
Give the structure of the...Ch. 16 - PRACTICE PROBLEM 16.21 What would be the major...Ch. 16 - Prob. 22PCh. 16 - 16.23 Write structural formulas for the products...Ch. 16 - Give structural formulas for the products formed...Ch. 16 - 16.25 What products would be obtained when...Ch. 16 - Predict the major organic product from each of the...Ch. 16 - 16.27 Predict the major product from each of the...Ch. 16 - 16.28 Predict the major product from each of the...Ch. 16 - Prob. 29PCh. 16 - 16.30 Write detailed mechanisms for each of the...Ch. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Show how you would convert benzaldehyde into each...Ch. 16 - 16.34 Show how ethyl phenyl ketone could be...Ch. 16 - Show how benzaldehyde could be synthesized from...Ch. 16 - Give structures for compounds AE. Cyclohexanol...Ch. 16 - Prob. 37PCh. 16 - Prob. 38PCh. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41PCh. 16 - Prob. 42PCh. 16 - 16.43 The structure of the sex pheromone...Ch. 16 - Provide reagents that would accomplish each of the...Ch. 16 - Write a detailed mechanism for the following...Ch. 16 - Prob. 46PCh. 16 - Dutch elm disease is caused by a fungus...Ch. 16 - Prob. 48PCh. 16 - Compounds W and X are isomers; they have the...Ch. 16 - Compounds Y and Z are isomers with the molecular...Ch. 16 - Compound A (C9H18O) forms a phenylhydrazone, but...Ch. 16 - Compound B (C8H12O2) shows a strong carbonyl...Ch. 16 - (a) What would be the frequencies of the two...Ch. 16 - Prob. 54PCh. 16 - Prob. 1LGPCh. 16 - Which Wittig reagent could be used to synthesize ?...Ch. 16 - 16.2 Which compound is an acetal?
(d)More than...Ch. 16 - Which reaction sequence could be used to convert...Ch. 16 - 16.4 Complete the following syntheses. If more...Ch. 16 - 16.5 An industrial synthesis of benzaldehyde makes...Ch. 16 - Prob. 6Q
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