Chapter 15.4, Problem 15.5BFP

(a)

Interpretation Introduction

Interpretation:

The reactants which gives the product 2-methyl-1-cyclohexanone in presence of ${\text{Cr}}_{\text{2}}{\text{O}}_{\text{7}}{}^{\text{2-}}{\text{, H}}_{\text{2}}{\text{SO}}_{\text{4}}$ has to be chosen.

Concept Introduction:

The ${\text{Cr}}_{\text{2}}{\text{O}}_{\text{7}}{}^{\text{2-}}$ is an oxidizing reagent which oxidizes alcohols to carbonyl compounds.  The primary alcohols are converted to aldehydes and secondary alcohols gets converted to ketones.

(b)

Interpretation Introduction

Interpretation:

The reactants which gives the product 1-cyclopentyl-1-propanol in presence of ethyllithium and water has to be chosen.

Concept Introduction:

Organometallic reagents are used for the transfer of organic group or lithium group to the substrates.  The organic group reach the substrate through nucleophilic substitution or deprotonation.

In the above compound, $\text{R}$ refers to organic group and $\text{Li}$ is a metal.