ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY
3rd Edition
ISBN: 9781119477617
Author: Klein
Publisher: WILEY
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Chapter 13.10, Problem 17ATS
Interpretation Introduction
Interpretation: The structure of the compound and the mechanism for the formation of the compound has to be given.
Concept Introduction:
Ring-opening of
Acid-catalyzed ring-opening of epoxide: The epoxide ring is protonated and the nucleophile attack depends on the electronic or steric effect (nature of epoxide).
Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the more substituted position of the protonated epoxide ring.
Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.
Base catalyzed ring opening of epoxide:
The nucleophile will attack at the less substituted position under basic conditions
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Chapter 13 Solutions
ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY
Ch. 13.2 - Prob. 1LTSCh. 13.2 - Prob. 1PTSCh. 13.2 - Prob. 2PTSCh. 13.2 - Prob. 3ATSCh. 13.4 - Prob. 4CCCh. 13.5 - Prob. 2LTSCh. 13.5 - PRACTICE the skill
Show reagents that you could...Ch. 13.5 -
APPLY the skill
Compound 2 was made as a...Ch. 13.5 - Prob. 7CCCh. 13.5 - Prob. 8CC
Ch. 13.5 - Prob. 9CCCh. 13.6 - Prob. 10CCCh. 13.7 - Prob. 11CCCh. 13.7 - Prob. 12CCCh. 13.8 - Prob. 3LTSCh. 13.8 - Prob. 13PTSCh. 13.8 - Prob. 14ATSCh. 13.9 - Prob. 15CCCh. 13.10 - Prob. 4LTSCh. 13.10 - Prob. 16PTSCh. 13.10 - Prob. 17ATSCh. 13.10 - Prob. 5LTSCh. 13.10 - Prob. 18PTSCh. 13.10 -
The sequence below shows an enantioselective...Ch. 13.11 - Prob. 20CCCh. 13.11 - Prob. 21CCCh. 13.12 - Prob. 6LTSCh. 13.12 - Prob. 22PTSCh. 13.12 - Prob. 23ATSCh. 13.12 - Prob. 7LTSCh. 13.12 - Prob. 24PTSCh. 13.12 - Prob. 25ATSCh. 13 - Prob. 26PPCh. 13 - Prob. 27PPCh. 13 - Prob. 28PPCh. 13 - Prob. 29PPCh. 13 - Prob. 30PPCh. 13 - Prob. 31PPCh. 13 - Prob. 32PPCh. 13 - Methylmagnesium bromide reacts rapidly with...Ch. 13 - Prob. 34PPCh. 13 - Prob. 35PPCh. 13 - Prob. 36PPCh. 13 - Prob. 37PPCh. 13 - Prob. 38PPCh. 13 - Prob. 39PPCh. 13 - Prob. 40PPCh. 13 - Prob. 41PPCh. 13 - Prob. 42PPCh. 13 - Prob. 43PPCh. 13 - Prob. 44PPCh. 13 - Prob. 45PPCh. 13 - Prob. 46IPCh. 13 - Prob. 47IPCh. 13 - Prob. 48IPCh. 13 - Prob. 49IPCh. 13 - Prob. 50IPCh. 13 - Prob. 51IPCh. 13 - Prob. 52IPCh. 13 - Prob. 53IPCh. 13 - Prob. 54IPCh. 13 - Prob. 55IPCh. 13 - Prob. 56IPCh. 13 - Prob. 57IPCh. 13 - Prob. 58IPCh. 13 - Prob. 59IPCh. 13 - Prob. 60IPCh. 13 - Prob. 61IPCh. 13 - Prob. 62IPCh. 13 - Prob. 63IPCh. 13 - Prob. 64IPCh. 13 - Prob. 65IPCh. 13 - Prob. 66IPCh. 13 - Prob. 67IPCh. 13 - Prob. 68IPCh. 13 - Prob. 69IPCh. 13 - Prob. 70IPCh. 13 - The following procedure13 is part of a synthetic...Ch. 13 - Prob. 72CPCh. 13 - Prob. 73CPCh. 13 - Prob. 74CPCh. 13 - Prob. 75CP
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