Chapter 19, Problem 19.31P

Interpretation Introduction

Interpretation:

The synthesis of a given organic compound using alcohols of seven or few carbons as an only carbon source is to be shown.

Concept introduction:

The flow of electrons from electron-rich site to an electron-poor site generally occurs in considering the organometallic compounds, when the metal-containing portions as a spectator. In general metal, cations tend to behave as spectator ions in solution. A Grignard reagent $\text{RMgX}$ forms a carbon-carbon bond and yielding alcohol. Next secondary alcohol converts to a ketone by chromic acid. Chromic acid required an hydroxy group that is attached to a C atom bonded to at least one H atom in the oxidation process. Chromic acid oxidizes primary alcohol to a carboxylic acid. Pyridinium chlorochromate (PCC) is selectively used to oxidize primary alcohol to an aldehyde and secondary alcohol into ketone. PCC allows oxidation of alcohol to chromic acid to take place in the absence of water. ${\text{NH}}_{\text{4}}\text{Cl}$ is a weak acid used to quench the alkoxide in the reduction process.