Sciencemadness Discussion Board

Usage of potassium chlorate in organic chemistry

Keras - 1-7-2023 at 00:17

Folks,

it is known that potassium chlorate is a strong oxidising agent, much like potassium permanganate. However, contrarily to the latter, potassium chlorate seems to be very seldom used in organic chemistry – albeit it leaves behind benign products, essentially potassium chloride.

Does anyone ever attempted an oxidation reaction using potassium chlorate, say, instead of potassium permanganate (ex: toluene → benzaldehyde or benzoic acid)?

Just curious.

Pumukli - 1-7-2023 at 06:43

Maybe it oxidizes chloride back to chlorine. Then chlorine makes various chlorinated (substituted) products as well. So chlorate may not be as clean as it seems at first.

Fery - 1-7-2023 at 07:16

http://www.orgsyn.org/demo.aspx?prep=CV2P0553
http://www.orgsyn.org/demo.aspx?prep=CV3P0042
http://www.orgsyn.org/demo.aspx?prep=CV2P0128

[Edited on 1-7-2023 by Fery]

kmno4 - 1-7-2023 at 11:01

Quote:
Maybe it oxidizes chloride back to chlorine. Then chlorine makes various chlorinated (substituted) products as well. So chlorate may not be as clean as it seems at first.

Right.
(see for example: Bull. Korean Chem. Soc. 2011, Vol. 32, No. 2, p.472 - freely available... but attached)


[Edited on 1-7-2023 by kmno4]

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