ORGANIC CHEMISTRY BOOK& SG/SM
6th Edition
ISBN: 9781264094493
Author: SMITH
Publisher: MCG
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Chapter 18, Problem 70P
Interpretation Introduction
Interpretation: A stepwise mechanism for the formation of salsolinol in the given reaction is to be drawn.
Concept introduction: A nucleophilic addition reaction takes place rapidly when carbonyl carbon is more electrophilic. An acid catalyzed reaction makes carbonyl carbon more electrophilic towards the nucleophilic attack.Both
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Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.
It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+):
CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l)CH3CH2CH2CO2H(l)+CH2CH3OH(l)⟶H+CH3CH2CH2CO2CH2CH3(l)+H2O(l)
A chemist ran the reaction and obtained 5.40 g of ethyl butyrate. What was the percent yield, The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 7.45g of butanoic acid and excess ethanol?
Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.
It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+):
CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l)
Part A
Given 7.30 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield?
Express your answer in grams to three significant figures.
Part B
A chemist ran the reaction and obtained 5.95 gg of ethyl butyrate. What was the percent yield?
Express your answer as a percent to three significant figures.
Part C
The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 7.30 gg of…
Chapter 18 Solutions
ORGANIC CHEMISTRY BOOK& SG/SM
Ch. 18.1 - Rank the following compounds in order of...Ch. 18.1 - Prob. 2PCh. 18.2 - Give the IUPAC name for each aldehyde.Ch. 18.2 - Prob. 4PCh. 18.2 - Give the IUPAC name for each ketone.Ch. 18.5 - Prob. 11PCh. 18.9 - Problem 21.17 Draw the products of the following...Ch. 18.9 - Problem 21.18 Outline a synthesis of each Wittig...Ch. 18.9 - Problem 21.19 Draw the products (including...Ch. 18.9 - Problem 21.20 What starting materials are needed...
Ch. 18.9 - Prob. 19PCh. 18.10 - Problem 21.22 The product formed when reacts with...Ch. 18.10 - Prob. 21PCh. 18.11 - Prob. 22PCh. 18.11 - Prob. 23PCh. 18.11 - Prob. 24PCh. 18.12 - Prob. 25PCh. 18.12 - Problem 21.28 Draw a stepwise mechanism for the...Ch. 18.13 - Problem 21.29 Draw the products of each...Ch. 18 - Problem 21.40 (a) Give the IUPAC name for A and B....Ch. 18 - 21.41 Rank the following compounds in order of...Ch. 18 - Prob. 39PCh. 18 - 21.43 Give the IUPAC name for each compound.
a....Ch. 18 - 21.44 Give the structure corresponding to each...Ch. 18 - Prob. 42PCh. 18 - 21.46 Draw the products of each reaction.
a. e....Ch. 18 - Prob. 44PCh. 18 - 21.48 Draw all stereoisomers formed in each...Ch. 18 - Prob. 54PCh. 18 - Prob. 55PCh. 18 - Prob. 56PCh. 18 - Devise a synthesis of each alkene using a Wittig...Ch. 18 - Prob. 60PCh. 18 - Prob. 62PCh. 18 - Prob. 63PCh. 18 - 21.64 Draw a stepwise mechanism for the following...Ch. 18 - 21.65 Draw a stepwise mechanism f or the following...Ch. 18 - Prob. 67PCh. 18 - 21.67 Draw a stepwise mechanism for each...Ch. 18 - Prob. 69PCh. 18 - Prob. 70P
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