
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
9th Edition
ISBN: 9781305701021
Author: John E. McMurry
Publisher: Cengage Learning
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Question
Chapter 14.3, Problem 5P
Interpretation Introduction
Interpretation:
A mechanism for the inter-conversion of 1,2 adduct and 1,4 adduct formed by the reaction of HBr with 1,3-butadiene which are in equilibrium at 40°C is to be proposed.
Concept introduction:
The mechanism of the interconversion required takes place through i) ionization of the halide to yield an allyl carbocation b) resonance delocalization to yield a different allyl carbocation c) attack of bromide ion on both carbocations.
To propose:
A mechanism for the inter-conversion of 1,2 adduct and 1,4 adduct formed by the reaction of HBr with 1,3-butadiene which are in equilibrium at 40°C.
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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
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G
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AH = ?
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AH = -100 kJ/mol
a)
-80 kJ
b)
-30 kJ
c)
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d)
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a)
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Chapter 14 Solutions
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
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