Chapter 16.2, Problem 16.2.1SR

Interpretation Introduction

Interpretation:

The given organic acids, has to be arranged in the order of increasing strength.

Concept Information:

Organic acids:

Organic acid bears a particular group called carboxylic group $\text{R}-\text{COOH}$

Removal of a proton from the carboxylic group gives its conjugate base, the carboxylate anion $\text{R}-{\text{COO}}^{\text{-}}$

Strength of organic acids:

The carboxylate anion exhibits resonance.  The extra electron in anion is subjected to delocalization. Greater the extent of delocalization, the more stable the anion and greater the tendency for acid to undergo ionization.  Thus, stronger the acid is.

The strength of organic acids also depends on the “R” group attached to it.  If a more electronegative atom is attached, then it shifts the electron density towards R group and makes the $\text{O}-\text{H}$ bond more polarize.  Hence, the tendency for acid to undergo ionization will be greater.  Thus, stronger the acid is.

To Arrange: The given organic acids, in the order of increasing strength.