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.

  

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 S_N2 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.