ORGANIC CHEMISTRYPKGDRL+MLCRL MDL
ORGANIC CHEMISTRYPKGDRL+MLCRL MDL
3rd Edition
ISBN: 9781119416746
Author: Klein
Publisher: WILEY
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Chapter 20, Problem 84IP
Interpretation Introduction

Interpretation: An efficient synthesis for the given transformation has to be proposed.

Concept Introduction:

 For any given transformation, the following mandatory observations have to be made clear to predict the synthetic scheme:

  • Observe whether there is any change in the carbon skeleton.
  • Observe whether there is any change in the location of the functional group.
  • Predict the synthetic scheme in such a way that these two observations have to be achieved within the minimum chemo selective steps.

The given transformation is:

ORGANIC CHEMISTRYPKGDRL+MLCRL MDL, Chapter 20, Problem 84IP

Reduction with LiAlH4 - Lithium aluminium hydride

It is a reducing agent. It reduces aldehydes, ketones and carboxylic acids into alcohols. In the given transformation, the carboxylic acid group has been reduced into alcohol.

Brominating withPBr3:

PBr3 is phosphorus tribromide. Using this reagent alcohol can be converted into alkyl bromide by replacing the alcohol group with a bromine atom.

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(a) Sketch the 'H NMR of the following chemical including the approximate chemical shifts, the multiplicity (splitting) of all signals and the integration (b) How many signals would you expect in the 13C NMR? CH3
Draw the Show the major and minor product(s) for the following reaction mechanisms for both reactions and show all resonance structures for any Explain why the major product is favoured? intermediates H-Br
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Chapter 20 Solutions

ORGANIC CHEMISTRYPKGDRL+MLCRL MDL

Ch. 20.5 - Prob. 11CCCh. 20.6 - Prob. 12CCCh. 20.6 - Prob. 13CCCh. 20.7 - Prob. 1LTSCh. 20.7 - Prob. 14PTSCh. 20.7 - Prob. 15ATSCh. 20.8 - Prob. 16CCCh. 20.8 - Prob. 17CCCh. 20.8 - Prob. 18CCCh. 20.9 - Prob. 19CCCh. 20.10 - Prob. 20CCCh. 20.10 - Prob. 21CCCh. 20.11 - Prob. 22CCCh. 20.11 - Prob. 23CCCh. 20.12 - Prob. 24CCCh. 20.12 - Prob. 25CCCh. 20.12 - Prob. 26CCCh. 20.13 - Prob. 27CCCh. 20.13 - Prob. 28CCCh. 20.13 - Prob. 29CCCh. 20.14 - Prob. 2LTSCh. 20.14 - Prob. 30PTSCh. 20.14 - Prob. 31ATSCh. 20.14 - Prob. 3LTSCh. 20.14 - Prob. 32PTSCh. 20.14 - Prob. 33ATSCh. 20.15 - Prob. 34CCCh. 20 - Prob. 35PPCh. 20 - Prob. 36PPCh. 20 - Prob. 37PPCh. 20 - Prob. 38PPCh. 20 - Prob. 39PPCh. 20 - Prob. 40PPCh. 20 - Prob. 41PPCh. 20 - Prob. 42PPCh. 20 - Prob. 43PPCh. 20 - Prob. 44PPCh. 20 - Prob. 45PPCh. 20 - Prob. 46PPCh. 20 - Prob. 47PPCh. 20 - Prob. 48PPCh. 20 - Prob. 49PPCh. 20 - Prob. 50PPCh. 20 - Prob. 51PPCh. 20 - Prob. 52PPCh. 20 - Prob. 53PPCh. 20 - Prob. 54PPCh. 20 - Prob. 55PPCh. 20 - Prob. 56PPCh. 20 - Prob. 57PPCh. 20 - Prob. 58PPCh. 20 - Prob. 59PPCh. 20 - Prob. 60PPCh. 20 - Prob. 61PPCh. 20 - Prob. 62PPCh. 20 - Prob. 63PPCh. 20 - Prob. 64PPCh. 20 - Prob. 65PPCh. 20 - Prob. 66PPCh. 20 - Prob. 67PPCh. 20 - Prob. 68PPCh. 20 - Prob. 69PPCh. 20 - Prob. 70IPCh. 20 - Prob. 72IPCh. 20 - Prob. 73IPCh. 20 - Prob. 74IPCh. 20 - Prob. 75IPCh. 20 - Prob. 76IPCh. 20 - Prob. 77IPCh. 20 - Prob. 78IPCh. 20 - Prob. 79IPCh. 20 - Prob. 80IPCh. 20 - Prob. 81IPCh. 20 - Prob. 82IPCh. 20 - Prob. 83IPCh. 20 - Prob. 84IPCh. 20 - Compound 3 (below) was used as an intermediate in...Ch. 20 - The m- and p-substituted methyl benzoates listed...Ch. 20 - Prob. 87IPCh. 20 - Prob. 88IPCh. 20 - Prob. 89IPCh. 20 - Prob. 90CPCh. 20 - Prob. 91CPCh. 20 - Prob. 92CPCh. 20 - Prob. 93CP
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