Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Question
Chapter 16.10, Problem 23CC
(a)
Interpretation Introduction
Interpretation:
For each of the given sigmatropic rearrangement reactions, the type of sigmtropic rearrangement should be identified and denote by using brackets and two numbers.
Concept introduction:
- Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic.
- The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.
(b)
Interpretation Introduction
Interpretation:
For each of the given sigmatropic rearrangement reactions, the type of sigmtropic rearrangement should be identified and denote by using brackets and two numbers.
Concept introduction:
- Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic.
- The Sigmatropic rearrangement reaction is represented by using two numbers in the brackets. The numbers represent the numbers of atoms separating the σ-bond which is breaking and the σ-bond which is forming.
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Students have asked these similar questions
Understanding how substituents activate
Rank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic
aromatic substitution.
Explanation
HN
NH2
Check
X
(Choose one)
(Choose one)
(Choose one)
(Choose one)
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Identifying electron-donating and electron-withdrawing effects on benzene
For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the
benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene.
Inductive Effects
Resonance Effects
Overall Electron-Density
Molecule
CF3
O donating
O donating
O withdrawing
O withdrawing
O no inductive effects
O no resonance effects
electron-rich
electron-deficient
O similar to benzene
CH3
O donating
O withdrawing
O no inductive effects
O donating
O withdrawing
Ono resonance effects
O electron-rich
O electron-deficient
O similar to benzene
Explanation
Check
Х
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* Hint: Think back to Chem 1 solubility rules.
Follow Up Questions for Part B
12. What impact do the following disturbances to a system at equilibrium have on k, the rate constant
for the forward reaction? Explain. (4 pts)
a) Changing the concentration of a reactant or product. (2 pts)
b) Changing the temperature of an exothermic reaction. (2 pts)
of
Chapter 16 Solutions
Organic Chemistry
Ch. 16.1 - Prob. 1CCCh. 16.2 - Prob. 2CCCh. 16.2 - Prob. 3CCCh. 16.2 - Prob. 4CCCh. 16.3 - Prob. 5CCCh. 16.4 - Prob. 1LTSCh. 16.4 - Prob. 6PTSCh. 16.4 - Prob. 7PTSCh. 16.4 - Prob. 8ATSCh. 16.5 - Prob. 2LTS
Ch. 16.5 - Prob. 9PTSCh. 16.5 - Prob. 10PTSCh. 16.5 - Prob. 11ATSCh. 16.5 - Prob. 12CCCh. 16.7 - Prob. 3LTSCh. 16.7 - Prob. 13PTSCh. 16.7 - Prob. 14ATSCh. 16.7 - Prob. 15CCCh. 16.7 - Prob. 16CCCh. 16.7 - Prob. 17CCCh. 16.7 - Predict the regiochemical outcome (major product)...Ch. 16.8 - Prob. 19CCCh. 16.9 - Prob. 20CCCh. 16.9 - Prob. 4LTSCh. 16.9 - Prob. 21PTSCh. 16.9 - Prob. 22ATSCh. 16.10 - Prob. 23CCCh. 16.10 - Prob. 24CCCh. 16.10 - Prob. 25CCCh. 16.10 - Prob. 26CCCh. 16.11 - Prob. 5LTSCh. 16.11 - Prob. 27PTSCh. 16.11 - Prob. 28ATSCh. 16.12 - Prob. 29CCCh. 16 - Prob. 30PPCh. 16 - Prob. 31PPCh. 16 - Prob. 32PPCh. 16 - Prob. 33PPCh. 16 - Prob. 34PPCh. 16 - Prob. 35PPCh. 16 - Prob. 36PPCh. 16 - Prob. 37PPCh. 16 - Prob. 38PPCh. 16 - Prob. 39PPCh. 16 - Prob. 40PPCh. 16 - Prob. 41PPCh. 16 - Prob. 42PPCh. 16 - Prob. 43PPCh. 16 - Prob. 44PPCh. 16 - Prob. 45PPCh. 16 - Prob. 46PPCh. 16 - Prob. 47PPCh. 16 - Prob. 48PPCh. 16 - Prob. 49PPCh. 16 - Prob. 50PPCh. 16 - Prob. 51PPCh. 16 - Prob. 52PPCh. 16 - Prob. 53PPCh. 16 - Prob. 54PPCh. 16 - Prob. 55PPCh. 16 - Prob. 56PPCh. 16 - Prob. 57PPCh. 16 - Prob. 58PPCh. 16 - Prob. 59PPCh. 16 - Prob. 60IPCh. 16 - Prob. 61IPCh. 16 - Prob. 62IPCh. 16 - Prob. 63IPCh. 16 - Prob. 64IPCh. 16 - Prob. 65IPCh. 16 - Prob. 66IPCh. 16 - Prob. 67IPCh. 16 - Prob. 68IPCh. 16 - Prob. 69IPCh. 16 - Prob. 70IPCh. 16 - Prob. 71IPCh. 16 - Prob. 72IPCh. 16 - Prob. 73IPCh. 16 - Prob. 74IPCh. 16 - Prob. 76IPCh. 16 - Prob. 77CPCh. 16 - Prob. 78CPCh. 16 - Prob. 79CPCh. 16 - Prob. 80CPCh. 16 - Prob. 81CP
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