Question

Alcohols can be oxidized by chromic acid derivatives. One such reagent is pyridinium chlorochromate, (C5H5NH )(ClCrO3

Alcohols can be oxidized by chromic acid derivatives. One such reagent is pyridinium chlorochromate, (C5H5NH )(ClCrO3-), commonly known as PCC. Draw the proposed (neutral) intermediate and the organic product in the oxidation of 1-butanol by PCC when carried out in an anhydrous solvent such as CH2Cl2.

Answer 1

Concepts and reason

An organic compound and an oxidation reagent is given in the reaction whose correct intermediate and product of the oxidation reaction needs to be formed.

The compound given is an alcohol molecule which can oxidized to given aldehyde, ketone, and an acid depending on the reagent used. Therefore, identify the oxidizing agent first and then write the correct product.

Fundamentals

In oxidation reactions, either oxygen atoms are added to the compound or hydrogen is removed. There are numerous oxidizing agent which brings about oxidation of a compound to form variety of compound depending on their strength and selectivity.

An alcohol can be oxidized to give the following products:

Consider the structure of PCC as shown below:

Draw the intermediate formed by the reaction of pyridinium chlorochromate on the given alcohol molecule as shown below:

The final product of the reaction formed after the oxidation of alcohol with PCC is as follows:

Ans:

Hence, the structure of the intermediate formed is as follows:

Hence, the product of the reaction is as follows: