Chapter 8 Problem 181Part AWhy 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.SubmitRequest Answer Part B2-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.NNIL[1]ADraw 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)SubmitH: ²D EXP.¹ CONTLMarvin JSby ChemAxon4HCNOSCIBrIРPEBrF+CH₂O-Na+CH3OH100 °C

Given : structure of reactant Tip 1) primary halides cannot go E1 reaction 2) E2 reaction will occur

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Why is the E1 not a likely mechanism when 1-chloropentane is heated in ethanol?

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

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.
► 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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