Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Chapter 13.10, Problem 19ATS
Interpretation Introduction

Interpretation: The mechanism for the formation of the diol has to be given and has to indicate the 18O in the diol product.

Concept Introduction:

The reactions of Epoxides with strong nucleophiles requires a strong driving force that helps in the removal of ring strain associated with the three-membered ring of an Epoxide. These ring opening reactions also occur under acidic conditions.

     Organic Chemistry, Chapter 13.10, Problem 19ATS , additional homework tip  1

When the epoxide is unsymmetrical, the nucleophile attacks at the more substituted position of the protonated epoxide ring.

The mechanism of acid-catalyzed ring opening of an Epoxide occurs in two steps.

In first step, the protonation of Epoxide occurs.

In second step, the attack of nucleophile occurs in the protonated Epoxide by SN2 process.

Organic Chemistry, Chapter 13.10, Problem 19ATS , additional homework tip  2

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Chapter 13 Solutions

Organic Chemistry

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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