Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
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Question
Chapter 17, Problem 65IP
Interpretation Introduction
Interpretation:
A mechanism should be proposed for the given transformation.
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 mechanism of rearrangement is represented by using curved arrows.
- Cope Rearrangement is a [3,3] sigamatropic rearrangement, in which the π-system having 6 carbons and double bonds are situated at both ends.
- Claisen Rearrangement is a [3,3] sigamatropic rearrangement of allylic vinylic/arylic ethers, in which the ethers will rearranged to carbonyl compound.
To propose: a mechanism for the given transformation.
#assumes the Sigmatropic rearrangements are involved in the given transformation.
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In the box below, specify which of the given compounds are very soluble in polar aprotic solvents. You may select more than one compound. Choose one or more: NaCl NH4Cl CH3CH2CH2CH2CH2CN CH3CH2OH hexan-2-one NaOH CH3SCH3
On the following structure, select all of the atoms that could ACCEPT a hydrogen bond. Ignore possible complications of aromaticity. When selecting be sure to click on the center of the atom.
Chapter 17 Solutions
Organic Chemistry, Binder Ready Version
Ch. 17.1 - Prob. 1CCCh. 17.2 - Prob. 2CCCh. 17.2 - Prob. 3CCCh. 17.2 - Prob. 4CCCh. 17.2 - Prob. 5CCCh. 17.3 - Prob. 6CCCh. 17.4 - Prob. 1LTSCh. 17.4 - Prob. 7PTSCh. 17.4 - Prob. 8ATSCh. 17.4 - Prob. 9ATS
Ch. 17.5 - Prob. 2LTSCh. 17.5 - Prob. 10PTSCh. 17.5 - Prob. 11ATSCh. 17.5 - Prob. 12ATSCh. 17.5 - Prob. 13CCCh. 17.7 - Prob. 3LTSCh. 17.7 - Prob. 14PTSCh. 17.7 - Prob. 15ATSCh. 17.7 - Prob. 16ATSCh. 17.7 - Prob. 17CCCh. 17.7 - Prob. 18CCCh. 17.7 - Prob. 19CCCh. 17.8 - Prob. 20CCCh. 17.9 - Prob. 21CCCh. 17.9 - Prob. 4LTSCh. 17.9 - Prob. 22PTSCh. 17.9 - Prob. 23ATSCh. 17.9 - Prob. 24ATSCh. 17.10 - Prob. 25CCCh. 17.10 - Prob. 26CCCh. 17.10 - Prob. 27CCCh. 17.10 - Prob. 28CCCh. 17.11 - Prob. 5LTSCh. 17.11 - Prob. 29PTSCh. 17.11 - Prob. 30ATSCh. 17.12 - Prob. 31CCCh. 17 - Prob. 32PPCh. 17 - Prob. 33PPCh. 17 - Prob. 34PPCh. 17 - Prob. 35PPCh. 17 - Prob. 36PPCh. 17 - Prob. 37PPCh. 17 - Prob. 38PPCh. 17 - Prob. 39PPCh. 17 - Prob. 40PPCh. 17 - Prob. 41PPCh. 17 - Prob. 42PPCh. 17 - Prob. 43PPCh. 17 - Prob. 44PPCh. 17 - Prob. 45PPCh. 17 - Prob. 46PPCh. 17 - Prob. 47PPCh. 17 - Prob. 48PPCh. 17 - Prob. 49PPCh. 17 - Prob. 50PPCh. 17 - Prob. 51PPCh. 17 - Prob. 52PPCh. 17 - Prob. 53PPCh. 17 - Prob. 54PPCh. 17 - Prob. 55PPCh. 17 - Prob. 56PPCh. 17 - Prob. 57PPCh. 17 - Prob. 58PPCh. 17 - Prob. 59PPCh. 17 - Prob. 60IPCh. 17 - Prob. 61IPCh. 17 - Prob. 62IPCh. 17 - Prob. 63IPCh. 17 - Prob. 64IPCh. 17 - Prob. 65IPCh. 17 - Prob. 66IPCh. 17 - Prob. 67IPCh. 17 - Prob. 68IPCh. 17 - Prob. 69IP
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