Question: What Happens When Alcohol Reacts With PCC?

Why does PCC oxidation stop at the aldehyde?

Alcohols tend to be oxidized to carboxylic acids when they are in aqueous enviroment.

PCC was invented as a workaround to this problem: it works as a reactant in anhydrous enviroment, hence stopping the reaction at the aldheyde stage.

If you add CrO3, acid and water, chromic acid is formed..

What does oxidation of alcohol mean?

The oxidation of alcohols is an important reaction in organic chemistry. Primary alcohols can be oxidized to form aldehydes and carboxylic acids; secondary alcohols can be oxidized to give ketones. Tertiary alcohols, in contrast, cannot be oxidized without breaking the molecule’s C–C bonds.

Which of the following is not oxidised by PCC?

Unlike chromic acid, PCC will not oxidize aldehydes to carboxylic acids. Similar to or the same as: CrO3 and pyridine (the Collins reagent) will also oxidize primary alcohols to aldehydes.

Why is PCC used for alcohol oxidation?

It is a reagent in organic synthesis used primarily for oxidation of alcohols to form carbonyls. A variety of related compounds are known with similar reactivity. PCC offers the advantage of the selective oxidation of alcohols to aldehydes or ketones, whereas many other reagents are less selective.

Does PCC affect double bond?

In this reaction, double bond is not affected. Agarwal S; Tiwari H P; Sharma J P, Tetrahedron, 1990, 46, 4417 PCC is used particularly for the oxidation of primary alcohol to aldehyde. It does not have any effect on C=C or any other easily oxidizable functional groups.

Is PCC a strong oxidizing agent?

PCC is an oxidizing agent. It converts alcohols to carbonyls, but is not strong enough to convert a primary alcohol into a carboxylic acid. It only converts primary alcohols to aldehydes, and secondary alcohols to ketones.