Pyrocatechol

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Pyrocatechol

 

(o-dihydroxybenzene), a dihydric phenol; a colorless crystalline solid with a phenol odor. Melting point, 104°C; boiling point, 246°C. Darkens rapidly upon exposure to air; soluble in water, alcohol, and ether.

Pyrocatechol fuses with phthalic anhydride to yield the dyes alizarin and hystazarin. It is alkylated by isobutylene to tert-butylpyrocatechol, an effective inhibitor of free radical processes. Pyrocatechol is used as a photographic developer.

Pyrocatechol is found in the molecules of many native aromatic compounds (for example, tannins), from which it was first obtained by dry distillation. It is a source material in the preparation of adrenalin; the monomethyl ether of pyrocatechol is called guaiacol. Pyrocatechol is commercially prepared by alkaline fusion of o-chlorophenol or o-phenolsulfonic acid.

References in periodicals archive ?
The rhus plants, found throughout the world, contain chemicals known as catechols.
The biphenyl basic skeleton of ALN containing a salicylic moiety and a catechol moiety could be the important part because of its interesting azole-synergistic activity.
Vinqvist, "Media effects on antioxidant activities of phenols and catechols," Journal of the American Chemical Society, vol.
Verhoeven, "Characteristics of the inhibition of NADPH oxidase activation in neutrophils by apocynin, a methoxy-substituted catechol," American Journal of Respiratory Cell and Molecular Biology, vol.
While the catechol structural moiety can also chelate metal ions, flavonoids especially those with the C-4 keto functional group possess another site of metal chelation with the 5-OH group, while those (e.g., flavonols) that bear a free hydroxyl group at C-3 position have even more pronounced metal chelation capability through the C-4 keto and C5/C-3 hydroxyl sites.
in an experiment damage of epithelium cells of colon was induced by catechol and p-aminophe-nol.
Many researchable groups focused on the problems of recognition and selective determination of catechol amines, especially dopamine, with optical detection methods.
Compounds with a catechol moiety in the B ring and a 2,3-double bond in conjugation with a 4-carbonyl group in the ring C show potent radical scavenging activity [20].
"Our data show, for the first time, that caffeine, catechols and N-alkanoly-5-hydroxytryptamides are those coffee components that stimulate molecular mechanisms of stomach acid secretion in human stomach cells.
This was achieved using (1) batch alumina extraction, a simple yet remarkably effective method for purifying catechols; (2) separation of DHPG from the solvent front, facilitated by a postcolumn series of coulometric electrodes; and (3) optimization of the chromatography and mobile phase.
In the liver and mammary glands, CYP1A1 and CYP1B1 generate the catechols 2-hydroxyestradiol and 4-hydroxyestradiol from estrogen, respectively (Tsuchiya et al.
Antioxidants owe their popularity to two factors: Consumers have been educated extensively to the healthful effects of individual antioxidants, and advances in processing technologies make it possible for such ingredients as green tea catechols and omega3 fatty acids from fish to appear innocuously and effectively in foods and beverages that are already popular with consumers.