ORGANIC CHEMISTRY
4th Edition
ISBN: 9781119745105
Author: Klein
Publisher: WILEY
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Question
Chapter 6, Problem 56IP
(a)
Interpretation Introduction
Interpretation: The migrating carbon atom and curved arrow for migration are interpreted for the given carbocation rearrangement.
Concept introduction: The chemical transformation can be shown by the arrow pushing method in which the curved arrows show the movement of electrons or protons. A carbocation is one of the intermediates that can rearrange to form a more stable carbocation. The stability order of carbocation is:
Tertiary > Secondary > Primary
(b)
Interpretation Introduction
Interpretation: The more stability of carbocation (2) compared to (1) is interpreted for the given carbocation rearrangement.
Concept introduction: The chemical transformation can be shown by the arrow pushing method in which the curved arrows show the movement of electrons or protons. A carbocation is one of the intermediates that can rearrange to form a more stable carbocation. The stability order of carbocation is:
Tertiary > Secondary > Primary
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Students have asked these similar questions
(1) According to the Hammond Postulate, the transition state of this reaction will look like
A) reactants
B) intermediates
C) products
D) Neither the reactant or the products are good models for the structure of this transition state.
6.
Circle the compound below, which undergoes elimination reactions much faster than the other one
(in the presence of an appropriate base).
Br
Br
6.1.
Draw a conformation of the faster reacting isomer which resembles the transition state.
(you need to draw the cyclohexane in its chair form showing equatorial and axial
orientations of the relevant bonds)
Use curly arrows on the structure you have drawn for 6.1 to show the formation of the
elimination product. Use a base of your choice. Draw the structure of the elimination
product.
(Note that two regioisomeric elimination products are possible)
6.2.
Give a brief narrative explanation for your choice of the stereoisomer, based on your
illustrations in 6.1 and 6.2.
6.3.
7.
a)
A) In the box below the arrow, label if the pericyclic reaction is a Diels Alder (DA),
Electrocyclic (EC) or Sigmatropic Rearrangement (SR). B) Determine the major product(s).
heat
HO₂C
b)
heat
to
c)
+
1. Na, NH3
NO2
NO2
2. heat
Chapter 6 Solutions
ORGANIC CHEMISTRY
Ch. 6.1 - Prob. 1LTSCh. 6.1 - Prob. 1PTSCh. 6.1 - Prob. 2ATSCh. 6.2 - Prob. 3CCCh. 6.3 - Prob. 4CCCh. 6.3 - Prob. 5CCCh. 6.4 - Prob. 6CCCh. 6.6 - Prob. 7CCCh. 6.7 - Prob. 2LTSCh. 6.7 - Prob. 8PTS
Ch. 6.7 - Prob. 9PTSCh. 6.7 - Prob. 10ATSCh. 6.8 - Prob. 3LTSCh. 6.8 - Prob. 11PTSCh. 6.8 - Prob. 12ATSCh. 6.9 - Prob. 4LTSCh. 6.9 - Prob. 13PTSCh. 6.9 - Prob. 14ATSCh. 6.10 - Prob. 5LTSCh. 6.10 - Prob. 15PTSCh. 6.10 - Prob. 16ATSCh. 6.11 - Prob. 6LTSCh. 6.11 - Prob. 17PTSCh. 6.11 - Prob. 18ATSCh. 6 - Prob. 19PPCh. 6 - Prob. 20PPCh. 6 - Prob. 21PPCh. 6 - Prob. 22PPCh. 6 - Prob. 24PPCh. 6 - Prob. 25PPCh. 6 - Prob. 26PPCh. 6 - Prob. 27PPCh. 6 - Prob. 28PPCh. 6 - Prob. 29PPCh. 6 - Prob. 30PPCh. 6 - Prob. 31PPCh. 6 - Prob. 32PPCh. 6 - Prob. 33PPCh. 6 - Prob. 34PPCh. 6 - Prob. 35PPCh. 6 - Prob. 36PPCh. 6 - Prob. 37PPCh. 6 - Prob. 38PPCh. 6 - Prob. 39PPCh. 6 - Prob. 40PPCh. 6 - Prob. 41PPCh. 6 - Prob. 43ASPCh. 6 - Prob. 44ASPCh. 6 - Prob. 45ASPCh. 6 - Prob. 46ASPCh. 6 - Prob. 47ASPCh. 6 - Prob. 48ASPCh. 6 - Prob. 49ASPCh. 6 - Prob. 50IPCh. 6 - Prob. 51IPCh. 6 - Prob. 52IPCh. 6 - Prob. 53IPCh. 6 - Prob. 54IPCh. 6 - Prob. 55IPCh. 6 - Prob. 56IPCh. 6 - Prob. 57IPCh. 6 - Prob. 58IPCh. 6 - Prob. 59IPCh. 6 - Prob. 60IPCh. 6 - Prob. 61IPCh. 6 - Prob. 62CPCh. 6 - Prob. 64CP
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