Catechol Isolation and Synthesis

Catechol was aboriginal abandoned in 1839 by Edgar Hugo Emil Reinsch (1809 – 1884) by distilling it from the solid tannic alertness catechin, which is the after-effects of catechu, the aloft or concentrated extract of Mimosa catechu (Acacia catechu L.f). Upon heating catechin aloft its atomization point, a actuality that Reinsch aboriginal alleged Brenz-Katechusäure (burned catechu acid) sublimated as a white efflorescence. This was a thermal atomization artefact of the flavanols in catechin. In 1841, both Wackenroder and Zwenger apart rediscovered catechol; in advertisement on their findings, Philosophical Magazine coined the name pyrocatechin.By 1852, Erdmann accomplished that catechol was benzene with two oxygen atoms added to it; in 1867, August Kekulé accomplished that catechol was a diol of benzene, so by 1868, catechol was listed as pyrocatechol.

In 1879, the Journal of the Chemical Society recommended that catechol be alleged “catechol”, and in the afterward year, it was listed as such.

Catechol has back been apparent to action in free-form by itself in kino and in beechwood tar. Its sulfonic acid has been detected in the urine of horses and humans.

Catechol is produced industrially by the hydroxylation of phenol application hydrogen peroxide:

C6H5OH + H2O2 → C6H4(OH)2 + H2O

Previously, it was produced by hydrolysis of 2-substituted phenols, abnormally 2-chlorophenol, with hot aqueous solutions absolute acrid metal hydroxides. Its methyl ether derivative, guaiacol, converts to catechol via hydrolysis of the CH3-O band as answer by hydriodic acid.

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