Student Study Guide and Solutions Manual T/A Organic Chemistry
2nd Edition
ISBN: 9781118647950
Author: David R. Klein
Publisher: WILEY
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Question
Chapter 9.9, Problem 31ATS
(a)
Interpretation Introduction
Interpretation:
Product should be predicted for the given reaction conditions.
Concept introduction:
- Anti-dihydroxylation: two hydroxyl groups adding across the double bond from both the planes is known as anti-dihydroxylation.
- This anti-hydroxylation happens when
alkene is treated with peroxy acids followed by aqueous acid. - In this reaction, intermediate is three membered cyclic oxonium ion (
epoxide formation), this cyclic strain will be revealed by the attack of nucleophile (water) molecule. - Instead of water, some other nucleophiles also can attack and give anti-products.
To find: the major product formed for given alkene while treated with peroxy acids followed by aqueous ethanol.
(b)
Interpretation Introduction
Interpretation:
Product should be predicted for the given reaction conditions.
Concept introduction:
- Anti-dihydroxylation: two hydroxyl groups adding across the double bond from both the planes is known as anti-dihydroxylation.
- This anti-hydroxylation happens when alkene is treated with peroxy acids followed by aqueous acid.
- In this reaction, intermediate is three membered cyclic oxonium ion (epoxide formation), this cyclic strain will be revealed by the attack of nucleophile (water) molecule.
- Instead of water, some other nucleophiles also can attack and give anti-products.
To find: the major product formed for given epoxide while treated with phenol.
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Chapter 9 Solutions
Student Study Guide and Solutions Manual T/A Organic Chemistry
Ch. 9.3 - Prob. 3PTSCh. 9.3 - Prob. 4ATSCh. 9.3 - Prob. 5ATSCh. 9.3 - Prob. 2LTSCh. 9.3 - Prob. 7PTSCh. 9.3 - Prob. 8ATSCh. 9.3 - Prob. 9ATSCh. 9.4 - Prob. 10CCCh. 9.4 - Prob. 11CCCh. 9.4 - Prob. 3LTS
Ch. 9.4 - Prob. 12PTSCh. 9.4 - Prob. 13ATSCh. 9.4 - Prob. 14ATSCh. 9.6 - Prob. 18CCCh. 9.6 - Prob. 4LTSCh. 9.6 - Prob. 19PTSCh. 9.6 - Prob. 20ATSCh. 9.6 - Prob. 21ATSCh. 9.6 - Prob. 22ATSCh. 9.7 - Prob. 23PTSCh. 9.7 - Prob. 24ATSCh. 9.7 - Prob. 25ATSCh. 9.8 - Prob. 26CCCh. 9.8 - Prob. 27PTSCh. 9.8 - Prob. 28ATSCh. 9.8 - Prob. 29ATSCh. 9.9 - Prob. 30PTSCh. 9.9 - Prob. 31ATSCh. 9.9 - Prob. 32ATSCh. 9.10 - Prob. 33CCCh. 9.11 - Prob. 34PTSCh. 9.11 - Prob. 35ATSCh. 9.12 - Prob. 9LTSCh. 9.12 - Prob. 36PTSCh. 9.12 - Prob. 37ATSCh. 9.12 - Prob. 38ATSCh. 9.12 - Prob. 39ATSCh. 9.13 - Prob. 10LTSCh. 9.13 - Prob. 40PTSCh. 9.13 - Prob. 41ATSCh. 9.13 - Prob. 11LTSCh. 9.13 - Prob. 42PTSCh. 9.13 - Prob. 43ATSCh. 9.13 - Prob. 44ATSCh. 9.13 - Prob. 12LTSCh. 9.13 - Prob. 47ATSCh. 9 - Prob. 48PPCh. 9 - Prob. 49PPCh. 9 - Prob. 50PPCh. 9 - Prob. 51PPCh. 9 - Prob. 52PPCh. 9 - Prob. 53PPCh. 9 - Prob. 54PPCh. 9 - Prob. 55PPCh. 9 - Prob. 56PPCh. 9 - Prob. 59PPCh. 9 - Prob. 60PPCh. 9 - Prob. 61PPCh. 9 - Prob. 62PPCh. 9 - Prob. 63PPCh. 9 - Prob. 64PPCh. 9 - Prob. 65PPCh. 9 - Prob. 66PPCh. 9 - Prob. 67PPCh. 9 - Prob. 68PPCh. 9 - Prob. 69PPCh. 9 - Prob. 70PPCh. 9 - Prob. 71PPCh. 9 - Prob. 72PPCh. 9 - Prob. 73PPCh. 9 - Prob. 74IPCh. 9 - Prob. 75IPCh. 9 - Prob. 76IPCh. 9 - Prob. 77IPCh. 9 - Prob. 78IPCh. 9 - Prob. 79IPCh. 9 - Prob. 80IPCh. 9 - Prob. 81IPCh. 9 - Prob. 82IPCh. 9 - Prob. 83IP
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