p-Benzoquinone Alternative names: 1,4-Benzoquinone

Chemical Formula

C6H4-1,4-O2

Description

1,4-Benzoquinone is the chemical compound C6H4-1,4-O2. This aromatic six-membered ring compound is the oxidized derivative of 1,4-dihydroxybenzene. The molecule is considered interesting because it is multifunctional: it exhibits properties of a ketone, forming an oxime, an oxidant, forming the dihydroxy derivative, and an alkene, undergoing addition reactions.
Applications in organic synthesis
It is used as a hydrogen acceptor and oxidant in organic synthesis.[1] 1,4-Benzoquinone serves as a dehydrogenation reagent.[2] It is also uses as a dienophile in Diels Alder reactions.[3]
Related 1,4-benzoquinones
A variety of derivatives are known. Illustrative examples:
· 1,4-Naphthoquinone, derived by oxidation of naphthalene with chromium trioxide.[4]
· Ubiquinone-1, a naturally occurring 1,4-benzoquinone.
· Chloro-p-benzoquinone (CAS no. [695-99-8])[5]
· Chloranil, 1,4-C6Cl4O2, a stronger oxidant than 1,4-benzoquinone

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