
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 20.13, Problem 23P
Interpretation Introduction
Interpretation:
The mechanism for the hydrolysis of
Concept introduction:
The hydrolysis of an amide under basic conditions take place in four steps.
An anionic tetrahedral intermediate is formed during the addition of hydroxide ion to carbonyl carbon in the first step.
The products formed by the hydrolysis of amide are
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Identify the missing organic reactant in the following reaction:
x + x
O OH
H*
+ ☑-
X
H+
O O
Х
Note: This chemical equation only focuses on the important organic molecules in the reaction. Additional inorganic or small-molecule reactants or products
(like H₂O) are not shown.
In the drawing area below, draw the skeletal ("line") structure of the missing organic reactant X.
Click and drag to start drawing a
structure.
C
CH3O
OH
OH
O hemiacetal
O acetal
O neither
O
0
O hemiacetal
acetal
neither
OH
hemiacetal
O acetal
O neither
CH2 O-CH2-CH3
CH3-C-OH
O hemiacetal
O acetal
CH3-CH2-CH2-0-c-O-CH2-CH2-CH3 O neither
HO-CH2
?
000
Ar
B
What would be the best choices for the missing reagents 1 and 3 in this synthesis?
1. PPh3
2
2. n-BuLi
3
Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like.
• Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is.
• Note: if one of your reagents needs to contain a halogen, use bromine.
Explanation
Check
Click and drag to start drawing a structure.
Chapter 20 Solutions
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
Ch. 20.1 - Prob. 1PCh. 20.2 - Prob. 2PCh. 20.3 - Prob. 3PCh. 20.4 - Prob. 4PCh. 20.5 - Prob. 5PCh. 20.8 - Prob. 6PCh. 20.8 - Prob. 7PCh. 20.8 - Prob. 8PCh. 20.9 - Prob. 9PCh. 20.9 - Prob. 10P
Ch. 20.9 - Prob. 11PCh. 20.9 - Prob. 12PCh. 20.10 - Prob. 13PCh. 20.10 - Prob. 14PCh. 20.11 - Prob. 15PCh. 20.11 - Prob. 16PCh. 20.11 - Prob. 17PCh. 20.12 - Prob. 18PCh. 20.12 - Prob. 19PCh. 20.12 - Prob. 20PCh. 20.12 - Prob. 21PCh. 20.13 - Prob. 22PCh. 20.13 - Prob. 23PCh. 20.14 - Prob. 24PCh. 20.15 - Prob. 25PCh. 20.16 - Prob. 26PCh. 20.17 - Prob. 27PCh. 20 - Prob. 28PCh. 20 - Prob. 29PCh. 20 - Prob. 30PCh. 20 - Write a structural formula for the principal...Ch. 20 - Prob. 32PCh. 20 - Prob. 33PCh. 20 - Prob. 34PCh. 20 - Prob. 35PCh. 20 - Prob. 36PCh. 20 - Prob. 37PCh. 20 - Prob. 38PCh. 20 - Prob. 39PCh. 20 - Prob. 40PCh. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - The preparation of the sex pheromone of the...Ch. 20 - Prob. 44PCh. 20 - Suggest a reasonable explanation for each of the...Ch. 20 - Prob. 46PCh. 20 - Prob. 47PCh. 20 - Prob. 48PCh. 20 - Prob. 49PCh. 20 - A compound has a molecular formula of C8H14O4, and...Ch. 20 - Prob. 51PCh. 20 - Prob. 52DSPCh. 20 - Prob. 53DSPCh. 20 - Prob. 54DSPCh. 20 - Prob. 55DSPCh. 20 - Prob. 56DSPCh. 20 - Thioesters Thioesters have the general formula ....Ch. 20 - Prob. 58DSP
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