Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 20, Problem 33P
Interpretation Introduction
Interpretation: Among the given esters, the more reactive ester in nucleophilic acyl substitution is to be predicted.
Concept introduction: Carboxylic acid derivatives undergo nucleophilic acyl substitutions on the carbonyl groups. The first step is the attack of nucleophile on the carbonyl carbon and then loss of leaving group. The better the leaving group, the higher is the reactivity of carbonyl compounds.
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d) Explain why A is less reactive than B towards a nucleophilic attack.
H.
A
B
Please draw the stepwise mechanism for this reaction !!
Which ester, C or D, is more reactive in nucleophilic acyl substitution?Explain your reasoning.
Chapter 20 Solutions
Organic Chemistry (6th Edition)
Ch. 20.1 - Prob. 1PCh. 20.2 - Draw the three possible resonance structures for...Ch. 20.2 - Prob. 3PCh. 20.3 - Give an IUPAC or common name for each compound. a....Ch. 20.3 - Problem 22.5 Draw the structure corresponding to...Ch. 20.4 - Problem 22.6 Explain why the boiling point of is...Ch. 20.7 - Prob. 11PCh. 20.7 - Prob. 12PCh. 20.8 - Prob. 13PCh. 20.9 - Problem 22.16 Draw the products of each reaction.
...
Ch. 20.9 - Prob. 17PCh. 20.9 - Problem 22.18 Draw a stepwise mechanism for the...Ch. 20.9 - Prob. 19PCh. 20.10 - Problem 22.20 Fenofibrate is a...Ch. 20.10 - Problem 22.21 What product is formed when the...Ch. 20 - Prob. 33PCh. 20 - 22.40 Give the IUPAC or common name for each...Ch. 20 - 22.41 Give the structure corresponding to each...Ch. 20 - Prob. 36PCh. 20 - 22.43 Explain why is a stronger acid and a weaker...Ch. 20 - (a) Propose an explanation for the difference in...Ch. 20 - Draw the product formed when phenylacetic acid is...Ch. 20 - Prob. 42PCh. 20 - Prob. 43PCh. 20 - Prob. 44PCh. 20 - Prob. 45PCh. 20 - Prob. 46PCh. 20 - Prob. 47PCh. 20 - Prob. 48PCh. 20 - 22.64 What carboxylic acid and alcohol are needed...Ch. 20 - Problem 22.65 Devise a synthesis of each compound...Ch. 20 - 22.70 What polyester or poly amide can be prepared...Ch. 20 - 22.71 What two monomers are needed to prepare each...
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