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Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Question
Chapter 11.12, Problem 22P
Interpretation Introduction
Interpretation:
The mechanism has to be written for the reaction of an amide with an alcohol in presence of an acid catalyst to give ester as a product.
Concept introduction:
The general reaction of an amide with an alcohol does not give a product. As amides are least reactive carboxylic acid derivatives so to increase the reactivity of amides a mineral acid is added. Thus reaction of alcohol and amides in presence of acid gives an ester as a product. The reaction eqaution is written as,
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Carboxylic acid
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Chapter 11 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 11.1 - The aromas of many flowers and fruits are due to...Ch. 11.1 - Name the following compounds:Ch. 11.1 - Prob. 3PCh. 11.2 - Prob. 4PCh. 11.2 - Prob. 5PCh. 11.4 - a. What is the product of the reaction of acetyl...Ch. 11.4 - Prob. 7PCh. 11.5 - Using the pKa values listed in Table 11.1, predict...Ch. 11.6 - Starting with acetyl chloride, what neutral...Ch. 11.6 - Prob. 10P
Ch. 11.7 - Prob. 11PCh. 11.8 - Prob. 13PCh. 11.8 - Using the mechanism for the acidcatalyzed...Ch. 11.8 - Prob. 15PCh. 11.8 - Prob. 16PCh. 11.8 - Prob. 17PCh. 11.9 - Prob. 18PCh. 11.10 - Show how each of the following esters could be...Ch. 11.11 - Which of the following reactions would lead to the...Ch. 11.12 - Prob. 22PCh. 11.12 - Prob. 23PCh. 11.13 - Prob. 24PCh. 11.13 - Prob. 25PCh. 11.14 - Prob. 26PCh. 11.14 - Prob. 27PCh. 11.14 - Prob. 28PCh. 11.15 - Prob. 29PCh. 11.15 - How would you synthesize the following compounds...Ch. 11 - Write a structure for each of the following a. N,N...Ch. 11 - Prob. 32PCh. 11 - Which ester is more reactive, methyl acetate or...Ch. 11 - What products would be formed from the reaction of...Ch. 11 - What products would be obtained from the following...Ch. 11 - Prob. 36PCh. 11 - a. Which compound would you expect to have a...Ch. 11 - a. List the following esters in order of...Ch. 11 - D. N. Kursanov, a Russian chemist, proved that the...Ch. 11 - Prob. 40PCh. 11 - Using an alcohol for one method and an alkyl...Ch. 11 - Prob. 42PCh. 11 - Prob. 44PCh. 11 - Prob. 45PCh. 11 - Prob. 46PCh. 11 - Prob. 47PCh. 11 - Prob. 48PCh. 11 - Prob. 49PCh. 11 - Show how the following compounds could be prepared...Ch. 11 - Prob. 51PCh. 11 - Prob. 52PCh. 11 - Prob. 53P
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- explain why an N,N-disubstituted amide is less acidic than an ester.arrow_forwarddraw the condensed structural formula for the product from the hydrolysis of each of the following amides with HClarrow_forwardDraw the organic product formed when these compounds undergo a substitution reaction butanoic acid and 2-propanol acetic acid and methylamine formic acid and 2-methyl-1-propanolarrow_forward
- An amidification reaction is the reaction of a carboxylic acid with an amine (or ammonia) to produce an amide. Draw the structure of the carboxylic acid from which the following amide could be formed.arrow_forwardHow acid chlorides, anhydrides, esters, and amides are prepared ?arrow_forwardHow a Carboxylic Acid and an Amine Undergo an Acid–Base Reaction?arrow_forward
- Many substitution reactions are initiated by electrostatic attraction between reactants. Show where this attraction arises in the formation of an amide from an amine and an ester.arrow_forwardWhat is the role of pyridine in the acylation reaction of amines?arrow_forwardDescribe the product formed as a result of the reaction between benzoic acid and ethyl alcohol in an acidic environment by writing the mechanism of the reaction.arrow_forward
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