Chapter 26, Problem 88IAE

Interpretation Introduction

(a)

Interpretation:

The three possible structures of compound ${\text{C}}_{\text{5}}{\text{H}}_{\text{12}}\text{O}$ should be drawn.

Concept introduction:

Structural or constitutional Isomers can be defined as the molecules with same molecular formula and different structural formula. They are molecules in which the bonded atoms have different bonding with each other although the number of molecules is same. Hence to draw the possible structures of isomers with same molecular formula, we have to use same number of atoms to get different structures.

Interpretation Introduction

(b)

Interpretation:

Identify the structural formulas of A and B produced when ${\text{C}}_{\text{5}}{\text{H}}_{\text{12}}\text{O}$ reacts with CrO₃ and pyridine and also the name and structure of enantiomer of A and B should be determined.

Concept introduction:

There are three possible structural isomers with molecular formula ${\text{C}}_{\text{5}}{\text{H}}_{\text{12}}\text{O}$ which can exist as enantiomers due to presence of chiral carbon atom in the molecule. The reaction of alcohol with CrO₃ and pyridine or Collins reagent leads to oxidation of alcohol that results the formation of aldehyde and ketone. Primary alcohols form aldehyde with CrO₃ and pyridine whereas secondary alcohol forms ketone with same reagent.