ORGANIC CHEM PRINT STUDY GDE & SSM
ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
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Chapter 13, Problem 72IP
Interpretation Introduction

Interpretation: The synthesis of alkyne 2 from epoxide 1 needs to be shown by taking 3-Bromo-1-propyne as a starting material.

  ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 13, Problem 72IP

Concept Introduction:

In the acid-catalyzed ring-opening of an epoxide with water, first proton transfer takes place and then nucleophilic attack takes place via the SN2 mechanism. In the end, proton transfer step takes place that removes the charge formed after the attack of the neutral nucleophile on a more substituted position. Similarly, ring opening of epoxide can also take place in a basic medium. This results in an attack of the nucleophile on a less substituted position.

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