
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
10th Edition
ISBN: 9781259972348
Author: Carey
Publisher: MCG CUSTOM
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Question
Chapter 20.11, Problem 15P
Interpretation Introduction
Interpretation:
The combination of ester and Grignard reagent required for the formation of given tertiary alcohols is to be identified.
Concept Introduction:
The reaction between esters and Grignard reagent results in the formation of tertiary alcohols.
In the first step of this reaction, nucleophilic attack of Grignard reagent takes place on the carbonyl carbon of ester and forms an intermediate.
In the next step, removal of leaving group takes place from the intermediate which results in the formation of a
Then, neuclophilic attack of Grignard reagent takes place on the carbonyl carbon of ketone followed by acidic hydrolysis which results in the formation of tertiary alcohol.
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Rank the labeled protons (Ha-Hd) in order of increasing acidity, starting with the least acidic.
НОН НЬ
OHd
Онс
Can the target compound at right be efficiently synthesized in good yield from the unsubstituted benzene at left?
?
starting
material
target
If so, draw a synthesis below. If no synthesis using reagents ALEKS recognizes is possible, check the box under the drawing area.
Be sure you follow the standard ALEKS rules for submitting syntheses.
+ More...
Note for advanced students: you may assume that you are using a large excess of benzene as your starting material.
C
:0
T
Add/Remove step
G
The following equations represent the formation of compound MX. What is the AH for the
electron affinity of X (g)?
X₂ (g) → 2X (g)
M (s) → M (g)
M (g)
M (g) + e-
AH = 60 kJ/mol
AH = 22 kJ/mol
X (g) + e-X (g)
M* (g) +X (g) → MX (s)
AH = 118 kJ/mol
AH = ?
AH = -190 kJ/mol
AH = -100 kJ/mol
a)
-80 kJ
b)
-30 kJ
c)
-20 kJ
d)
20 kJ
e)
156 kJ
Chapter 20 Solutions
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
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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