ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
9th Edition
ISBN: 9780137249442
Author: Wade
Publisher: INTER PEAR
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Chapter 21.7C, Problem 21.19P
Interpretation Introduction
Interpretation:
The important resonance contributors for both resonance-stabilized cations (in brackets) in the mechanism for acid-catalysed hydrolysis of an amide are to be stated.
Concept introduction:
The mechanism of acidic hydrolysis of an amide comprises two stages. The first half is an acid catalyzed addition of the nucleophile (water). The second half is an acid catalyzed elimination of the leaving group.
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Please help me with # 4 and 5. Thanks in advance!
A small artisanal cheesemaker is testing the acidity of their milk
before it coagulates. During fermentation, bacteria produce lactic
acid (K₁ = 1.4 x 104), a weak acid that helps to curdle the milk and
develop flavor. The cheesemaker has measured that the developing
mixture contains lactic acid at an initial concentration of 0.025 M.
Your task is to calculate the pH of this mixture and determine whether
it meets the required acidity for proper cheese development. To
achieve the best flavor, texture and reduce/control microbial growth,
the pH range needs to be between pH 4.6 and 5.0.
Assumptions:
Lactic acid is a monoprotic acid
H
H
:0:0:
H-C-C
H
:0:
O-H
Figure 1: Lewis Structure for Lactic Acid
For simplicity, you can use the generic formula HA to represent the acid
You can assume lactic acid dissociation is in water as milk is mostly water.
Temperature is 25°C
1. Write the K, expression for the dissociation of lactic acid in the space provided. Do not forget to
include state symbols.…
Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product
structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s).
Be sure to account for all bond-breaking and bond-making steps.
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H.
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S:
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Select to Edit Arrows
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Select to Edit Arrows
H
:0:
H
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Rotation
Select to Edit Arrows
H.
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:0:
:0:
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S:
Chapter 21 Solutions
ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
Ch. 21.2F - Name the following carboxylic acid derivatives,...Ch. 21.4A - Prob. 21.2PCh. 21.4A - Prob. 21.3PCh. 21.4A - Prob. 21.4PCh. 21.5C - Prob. 21.7PCh. 21.6 - When ethyl 4-hydroxybutyrate is heated in the...Ch. 21.6 - Propose a mechanism for the following ring-opening...Ch. 21.6 - Prob. 21.15PCh. 21.7B - Prob. 21.16PCh. 21.7C - Prob. 21.19P
Ch. 21.7C - Prob. 21.20PCh. 21.7C - Prob. 21.21PCh. 21.7D - Prob. 21.22PCh. 21.7D - The mechanism for acidic hydrolysis of a nitrile...Ch. 21.8A - Prob. 21.24PCh. 21.8C - Prob. 21.25PCh. 21.9 - Prob. 21.26PCh. 21.9 - Prob. 21.27PCh. 21.9 - Prob. 21.28PCh. 21.10 - Draw a mechanism for the acylation of anisole by...Ch. 21.10 - Prob. 21.30PCh. 21.11 - Prob. 21.31PCh. 21.11 - Prob. 21.32PCh. 21.12 - Problem 21-33 Propose a mechanism for the...Ch. 21.12 - Suggest the most appropriate reagent for each...Ch. 21.12 - Show how you would synthesize each compound,...Ch. 21.13 - Prob. 21.36PCh. 21.13 - Prob. 21.37PCh. 21.14 - Prob. 21.38PCh. 21.14 - Prob. 21.39PCh. 21.16 - Prob. 21.40PCh. 21.16 - Prob. 21.41PCh. 21 - Prob. 21.42SPCh. 21 - Give appropriate names for the following...Ch. 21 - Predict the major products formed when benzoyl...Ch. 21 - Predict the products of the following reactions....Ch. 21 - Prob. 21.46SPCh. 21 - Prob. 21.47SPCh. 21 - Prob. 21.48SPCh. 21 - Propose mechanisms for the following reactions.Ch. 21 - Prob. 21.51SPCh. 21 - An ether extraction of nutmeg gives large...Ch. 21 - Prob. 21.53SPCh. 21 - Show how you would accomplish the following...Ch. 21 - Prob. 21.55SPCh. 21 - Prob. 21.56SPCh. 21 - Prob. 21.57SPCh. 21 - Prob. 21.58SPCh. 21 - Prob. 21.59SPCh. 21 - Explain this curious result. What does this...Ch. 21 - Prob. 21.61SPCh. 21 - Prob. 21.62SPCh. 21 - Prob. 21.63SPCh. 21 - A chemist was called to an abandoned aspirin...Ch. 21 - Prob. 21.67SPCh. 21 - The IR spectrum, 13ONTVTR spectrum, and 1HNMR...Ch. 21 - Prob. 21.69SPCh. 21 - Prob. 21.70SPCh. 21 - Prob. 21.71SP
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