Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Chapter 8 Problem 181
Part A
Why is the E1 not a likely mechanism when 1-chloropentane is heated in ethanol?
The substrate is too hindered.
Ethanol is a poor base to use in E1 reactions.
The C-H and C-CI bonds which need to break cannot achieve an anti-periplanar orientation.
Primary halides cannot undergo E1 reactions.
E1 reactions cannot proceed in polar protic solvents.
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Transcribed Image Text:Chapter 8 Problem 181 Part A Why is the E1 not a likely mechanism when 1-chloropentane is heated in ethanol? The substrate is too hindered. Ethanol is a poor base to use in E1 reactions. The C-H and C-CI bonds which need to break cannot achieve an anti-periplanar orientation. Primary halides cannot undergo E1 reactions. E1 reactions cannot proceed in polar protic solvents. Submit Request Answer
Part B
2-Bromobutane is treated with sodium methoxide in methanol at 323 K. Draw the major product of the reaction. Make sure to consider the stereochemistry of the reaction.
NN
IL
[1]
A
Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars. The single bond is active by default.
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H: ²D EXP.¹ CONT
L
Marvin JS
by ChemAxon
4
H
C
N
O
S
CI
Br
I
Р
PE
Br
F
+
CH₂O-Na+
CH3OH
100 °C
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Transcribed Image Text:Part B 2-Bromobutane is treated with sodium methoxide in methanol at 323 K. Draw the major product of the reaction. Make sure to consider the stereochemistry of the reaction. NN IL [1] A Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars. The single bond is active by default. ► View Available Hint(s) Submit H: ²D EXP.¹ CONT L Marvin JS by ChemAxon 4 H C N O S CI Br I Р PE Br F + CH₂O-Na+ CH3OH 100 °C
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