Essential Organic Chemistry (3rd Edition)

3rd Edition

ISBN: 9780321937711

Author: Paula Yurkanis Bruice

Publisher: PEARSON

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Textbook Question

Chapter 11, Problem 41P

Using an alcohol for one method and an alkyl halide for the other, show two ways to make each of the following esters:

a. propyl acetate (odor of pears)
b. isopentyl acetate (odor of bananas)
c. ethyl butyrate (odor of pineapple)
d. methyl phenylethanoate (odor of honey)

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

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Chapter 11, Problem 40P

Chapter 11, Problem 42P

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I have a question about this problem involving mechanisms and drawing curved arrows for acids and bases. I know we need to identify the nucleophile and electrophile, but are there different types of reactions? For instance, what about Grignard reagents and other types that I might not be familiar with? Can you help me with this? I want to identify the names of the mechanisms for problems 1-14, such as Gilman reagents and others. Are they all the same? Also, could you rewrite it so I can better understand? The handwriting is pretty cluttered. Additionally, I need to label the nucleophile and electrophile, but my main concern is whether those reactions differ, like the "Brønsted-Lowry acid-base mechanism, Lewis acid-base mechanism, acid-catalyzed mechanisms, acid-catalyzed reactions, base-catalyzed reactions, nucleophilic substitution mechanisms (SN1 and SN2), elimination reactions (E1 and E2), organometallic mechanisms, and so forth."

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. 3P Ch. 11.2 - Prob. 4P Ch. 11.2 - Prob. 5P Ch. 11.4 - a. What is the product of the reaction of acetyl...Ch. 11.4 - Prob. 7P Ch. 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. 11P Ch. 11.8 - Prob. 13P Ch. 11.8 - Using the mechanism for the acidcatalyzed...Ch. 11.8 - Prob. 15P Ch. 11.8 - Prob. 16P Ch. 11.8 - Prob. 17P Ch. 11.9 - Prob. 18P Ch. 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. 22P Ch. 11.12 - Prob. 23P Ch. 11.13 - Prob. 24P Ch. 11.13 - Prob. 25P Ch. 11.14 - Prob. 26P Ch. 11.14 - Prob. 27P Ch. 11.14 - Prob. 28P Ch. 11.15 - Prob. 29P Ch. 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. 32P Ch. 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. 36P Ch. 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. 40P Ch. 11 - Using an alcohol for one method and an alkyl...Ch. 11 - Prob. 42P Ch. 11 - Prob. 44P Ch. 11 - Prob. 45P Ch. 11 - Prob. 46P Ch. 11 - Prob. 47P Ch. 11 - Prob. 48P Ch. 11 - Prob. 49P Ch. 11 - Show how the following compounds could be prepared...Ch. 11 - Prob. 51P Ch. 11 - Prob. 52P Ch. 11 - Prob. 53P

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Using an alcohol for one method and an alkyl halide for the other, show two ways to make each of the following esters: a. propyl acetate (odor of pears) b. isopentyl acetate (odor of bananas) c. ethyl butyrate (odor of pineapple) d. methyl phenylethanoate (odor of honey)

Solution Summary: The author explains that esters can be synthesised from the reaction of an alcohol with carboxylic acid in the presence of acid catalyst.

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Chapter 11 Solutions