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Does Pcc React with Epoxides?

Maya Lin-Takahashi • • 6 min read
Does Pcc React with Epoxides?

1.5.
PCC reacts with tertiary allylic alcohols, forming an intermediate chromate ester that evolves giving a conjugated enone or enal. Sometimes, the isomeric chromate ester produces the epoxidation of the alkene, giving an epoxy alcohol that can be further oxidized to an epoxy ketone.

What does PCC react with?

PCC is an oxidizing agent that reacts with primary and secondary alcohols. However, it is less reactive than potassium permanganate and chromic acid. PCC differs from chromic acid by oxidizing primary alcohols to aldehydes, whereas chromic acid oxidizes primary alcohols and aldehydes to carboxylic acids.

Which compounds Cannot be readily oxidized using PCC?

PCC oxidizes alcohols one rung up the oxidation ladder, from primary alcohols to aldehydes and from secondary alcohols to ketones. In contrast to chromic acid, PCC will not oxidize aldehydes to carboxylic acids.

Maya Lin-Takahashi
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Maya Lin-Takahashi

Maya is a hardware enthusiast who tests and reviews smart home devices, smartphones, wearables, and audio gear. She focuses on practical consumer value and build quality.