Chapter 20, Problem 56DSP

Interpretation Introduction

Interpretation:

Out of the four given reactions, of a thioester with amine and with water, and of an oxoester with amine and with water, the one that has the most negative ${\text{ΔG}}^{\text{o}}$ value is to the determined.

Concept introduction:

${\text{ΔG}}^{\text{o}}$ value for a reaction is the difference in the free energies of the reactant and the product.

${\text{ΔG}}^{\text{o}}$ for a reaction is negative when the product is more stable than the reactant.

The less stable the reactant, more stable the product and more negative the ${\text{ΔG}}^{\text{o}}$ value for the reaction.

The $\text{S-C=O}$ group in thioesters is less stable than the $\text{O-C=O}$ group in oxoesters.

Sulfur atom does not act as an electron donor to the carbonyl group as well as an oxygen atom.