Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Question
Chapter 8, Problem 62P
Interpretation Introduction
Interpretation: The best route to form the target molecule A needs to be determined considering the prices of the starting materials.
Concept Introduction: The
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Consider the reaction of a propanoate ester with hydroxide ion shown below. A
series of four alcohol leaving groups were tested to determine which would be the
best leaving group.
Based on the pKa values of the alcohols, predict which alcohol would produce the
fastest hydrolysis reaction.
HO
FOR
A
Alcohol I, pKa =16.0
B
Alcohol II, pKa =10.0
C
Alcohol III, pKa = 7.2
+ ROH
D
Alcohol IV, pKa = 6.6
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.
:0:
NaOH, H₂O
00:4
Na O
heat
NaO
Select to Add Arrows
Select to Add Arrows
:0:
Na
a
NaOH, H2O
:0:
NaOH,
H2O
heat
heat
Na
ONH
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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.
H
CH3NH3+
:0:
:0:
HO
CH3NH2
HH
iSelect to Add Arrows i
Select to Add Arrows i
HH
CH3NH3+
CH3NH2
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CH3NH3
CH3NH2
ايكدا
HH
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Chapter 8 Solutions
Organic Chemistry: Structure and Function
Ch. 8.1 - Prob. 8.1ECh. 8.1 - Prob. 8.2ECh. 8.3 - Prob. 8.4TIYCh. 8.3 - Prob. 8.5ECh. 8.3 - Prob. 8.6ECh. 8.4 - Prob. 8.7ECh. 8.5 - Prob. 8.8ECh. 8.5 - Prob. 8.9ECh. 8.5 - Prob. 8.10ECh. 8.5 - Prob. 8.11E
Ch. 8.5 - Prob. 8.12ECh. 8.6 - Prob. 8.14TIYCh. 8.7 - Prob. 8.15ECh. 8.7 - Prob. 8.16ECh. 8.8 - Prob. 8.18TIYCh. 8.8 - Prob. 8.19ECh. 8.8 - Prob. 8.21TIYCh. 8 - Prob. 24PCh. 8 - Prob. 25PCh. 8 - Prob. 26PCh. 8 - Prob. 27PCh. 8 - Prob. 28PCh. 8 - Prob. 29PCh. 8 - Prob. 30PCh. 8 - Prob. 31PCh. 8 - Prob. 32PCh. 8 - Prob. 33PCh. 8 - Prob. 34PCh. 8 - Prob. 35PCh. 8 - Prob. 36PCh. 8 - Prob. 37PCh. 8 - Prob. 38PCh. 8 - Prob. 39PCh. 8 - Prob. 40PCh. 8 - Prob. 41PCh. 8 - Prob. 42PCh. 8 - Prob. 43PCh. 8 - Prob. 44PCh. 8 - Prob. 45PCh. 8 - Prob. 46PCh. 8 - Prob. 47PCh. 8 - Prob. 48PCh. 8 - Prob. 49PCh. 8 - Prob. 50PCh. 8 - Prob. 51PCh. 8 - Prob. 52PCh. 8 - Prob. 53PCh. 8 - Prob. 54PCh. 8 - Prob. 55PCh. 8 - Prob. 56PCh. 8 - Prob. 57PCh. 8 - Prob. 58PCh. 8 - Prob. 59PCh. 8 - Prob. 60PCh. 8 - Prob. 61PCh. 8 - Prob. 62PCh. 8 - Prob. 63PCh. 8 - Prob. 64PCh. 8 - Prob. 65PCh. 8 - Prob. 66P
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