Chapter 19, Problem 90IP

Interpretation Introduction

Interpretation: Among the given three sequences of reaction, the one that is correct sequence has to be identified.

Concept Introduction:

The given transformation is:

  

The observed transformation is the conversion of ketone to aldehyde functional group which can be expected to bring out by the following reactions:

1. 1) Grignard reaction:

 Grignard reagent:

 $\begin{array}{l}\text{RMgX}\\ \text{R-}\text{Alkyl}\text{or}\text{aryl}\\ \text{X}\text{-}\text{Halogens}\text{such}\text{as}\text{Br,Cl}\text{or}\text{I}\end{array}$

 Using the Grignard reagent, Ketone can be converted into secondary or tertiary alcohol. For the complete conversion will be achieved only with the workup of acid or water.

 General scheme:

 

1. 2) Dehydration of alcohol using concentrated acid:

 Alcohols get converted into alkene by the treatment of concentrated acid such as sulfuric acid. In this reaction, the alcohol gets eliminated as water molecule and forms the alkene double bond.

 General scheme:

 

1. 3) Hydrolysis of acetal:

 Hydrolysis of acetal gives back the corresponding alcohol and aldehyde ketone from which the acetal has been formed. The hydrolysis takes place only in acidic conditions.

 General scheme:

 

1. 4) Ozonolysis:

 It is the conversion of alkene into carbonyl products using the ozone molecule ${\text{(O}}_{\text{3}}\text{)}$.

 General scheme:

  

1. 5) Hydroboration of alkenes:

It is the conversion of alkenes into alcohols using organoborane with basic hydrogen peroxide.

General scheme:

  

1. 6) Oxidation with pyridinium chloro chromate$\left(PCC\right)$:

It is the oxidative conversion of primary alcohols into aldehydes using pyridinium chloro chromate.

General scheme: