Student Study Guide and Solutions Manual T/A Organic Chemistry
2nd Edition
ISBN: 9781118647950
Author: David R. Klein
Publisher: WILEY
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Chapter 18, Problem 49PP
Interpretation Introduction
Interpretation: For the given compound, major product should be predicted when it is treated with Birch condition and the mechanism for its formation should be proposed.
Concept introduction:
- Birch reduction converts
aromatic compound having benzoid ring in to a product 1, 4-cyclohexa diene. The product having hydrogen atoms attached on opposite end of the molecule - Birch reduction is the reduction of aromatic rings with sodium, potassium or lithium and an alcohol in liquid ammonia. Birch reduction is unlike catalytic hydrogenation
- When benzene with an electron donating group such as alkyl group is treated with Birch reduction, the carbon atom connected to the alkyl group is not reduced. Electron donating effect destabilizes the radical anion.
- When an electron withdrawing groups are used, different regiochemical outcome is observed. Electron withdrawing effect stabilizes the intermediate.
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Chapter 18 Solutions
Student Study Guide and Solutions Manual T/A Organic Chemistry
Ch. 18.2 - Prob. 1LTSCh. 18.2 - Prob. 1PTSCh. 18.2 - Prob. 2ATSCh. 18.2 - Prob. 3ATSCh. 18.2 - Prob. 4ATSCh. 18.2 - Prob. 5ATSCh. 18.4 - Prob. 6CCCh. 18.4 - Prob. 8CCCh. 18.4 - Prob. 9CCCh. 18.5 - Prob. 10CC
Ch. 18.5 - Prob. 2LTSCh. 18.5 - Prob. 11PTSCh. 18.5 - Prob. 12ATSCh. 18.5 - Prob. 13ATSCh. 18.5 - Prob. 14ATSCh. 18.5 - Prob. 3LTSCh. 18.5 - Prob. 15PTSCh. 18.5 - Prob. 16ATSCh. 18.5 - Prob. 17ATSCh. 18.5 - Prob. 18CCCh. 18.6 - Prob. 19CCCh. 18.6 - Prob. 4LTSCh. 18.6 - Prob. 20PTSCh. 18.6 - Prob. 21ATSCh. 18.6 - Prob. 22ATSCh. 18.6 - Prob. 23ATSCh. 18.7 - Prob. 5LTSCh. 18.7 - Prob. 24PTSCh. 18.7 - Prob. 25ATSCh. 18.8 - Prob. 26CCCh. 18.8 - Prob. 27CCCh. 18 - Prob. 28PPCh. 18 - Prob. 29PPCh. 18 - Prob. 30PPCh. 18 - Prob. 31PPCh. 18 - Prob. 32PPCh. 18 - Prob. 33PPCh. 18 - Prob. 34PPCh. 18 - Prob. 35PPCh. 18 - Prob. 36PPCh. 18 - Prob. 37PPCh. 18 - Prob. 38PPCh. 18 - Prob. 39PPCh. 18 - Prob. 40PPCh. 18 - Prob. 41PPCh. 18 - Prob. 42PPCh. 18 - Prob. 43PPCh. 18 - Prob. 44PPCh. 18 - Prob. 45PPCh. 18 - Prob. 46PPCh. 18 - Prob. 47PPCh. 18 - Prob. 48PPCh. 18 - Prob. 49PPCh. 18 - Prob. 50PPCh. 18 - Prob. 51PPCh. 18 - Prob. 52PPCh. 18 - Prob. 53IPCh. 18 - Prob. 54IPCh. 18 - Prob. 55IPCh. 18 - Prob. 56IPCh. 18 - Prob. 57IPCh. 18 - Prob. 58IPCh. 18 - Prob. 59IPCh. 18 - Prob. 60IPCh. 18 - Prob. 61IPCh. 18 - Prob. 62IPCh. 18 - Prob. 63IPCh. 18 - Prob. 64IPCh. 18 - Prob. 65IPCh. 18 - Prob. 66IPCh. 18 - Prob. 67IP
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