Catechol

Catechol, also known as pyrocatechol or 1,2-dihydroxybenzene, catechol, is an organic compound essentially used as building block. It is available in two forms: F lakes solid form and Molten liquid catechol.

Federal government websites often end in. Before sharing sensitive information, make sure you're on a federal government site. The site is secure. NCBI Bookshelf. Worldwide consumption of catechol in was estimated to be about 20 thousand tonnes. Occupational exposures to catechol may occur in its production, in the production of insecticides, perfumes and drugs, in metal-plating shops and in coal-processing. Catechol occurs naturally in fruits and vegetables such as onions, apples and crude beet sugar, and in trees such as pine, oak and willow.

Catechol

It is the ortho isomer of the three isomeric benzenediols. This colorless compound occurs naturally in trace amounts. It was first discovered by destructive distillation of the plant extract catechin. About 20, tonnes of catechol are now synthetically produced annually as a commodity organic chemical, mainly as a precursor to pesticides, flavors, and fragrances. Catechol was first isolated in by Edgar Hugo Emil Reinsch — by distilling it from the solid tannic preparation catechin , which is the residuum of catechu , the boiled or concentrated juice of Mimosa catechu Acacia catechu. This was a thermal decomposition product of the flavanols in catechin. In , both Wackenroder and Zwenger independently rediscovered catechol; in reporting on their findings, Philosophical Magazine coined the name pyrocatechin. Catechol has since been shown to occur in free form naturally 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 using hydrogen peroxide. It can be produced by reaction of salicylaldehyde with base and hydrogen peroxide Dakin oxidation , [10] as well as the hydrolysis of 2-substituted phenols, especially 2-chlorophenol , with hot aqueous solutions containing alkali metal hydroxides. Like other difunctional benzene derivatives, catechol readily condenses to form heterocyclic compounds. Cyclic esters are formed upon treatment with dichloro electrophiles. For example, using phosphorus trichloride or phosphorus oxychloride gives the cyclic chloro phosphonite or chloro phosphonate , respectively; sulfuryl chloride gives the sulfate ; and phosgene COCl 2 gives the carbonate : [11].

Tunek A. The redox series catechol dianion, monoanionic semiquinonate, and benzoquinone are collectively called dioxolenes. Van Duuren B, catechol.

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Catechol

Federal government websites often end in. Before sharing sensitive information, make sure you're on a federal government site. The site is secure. NCBI Bookshelf.

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Role of hydrogen peroxide in the formation of DNA adducts in HL cells treated with benzene metabolites. This was a thermal decomposition product of the flavanols in catechin. Autoignition temperature. Download as PDF Printable version. Two- to three-fold increases in total micronuclei were observed at doses down to 0. Addition of 0. Tanaka H. In: Gerhartz, W. In a single study with the yeast Saccharomyces cerevisiae , catechol induced forward mutation but not gene conversion or homozygosis. Sister chromatid exchange induction in human lymphocytes exposed to benzene and its metabolites in vitro. William Allen Miller, ed. Ciranni R. Inhibition by catechol and di 2-ethylhexyl phthalate of pancreatic carcinogenesis after initiation with N -nitrosobis 2-hydroxypropyl amine in Syrian hamsters. Moran J. They often arise by hydroxylation of phenols.

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Chemical compound. Govalto Brand. Test of catechol, tannic acid, Bidens pilosa , croton oil, and phorbol for cocarcinogenesis of esophageal tumors induced in rats by methyl- n -amylnitrosamine. Cigarette smoke-induced DNA-damage: role of hydroquinone and catechol in the formation of the oxidative DNA-adduct, 8-hydroxydeoxyguanosine. Forestomach papillomas occurred in one male and one female compared with none in controls. Frantz C. Results 2. For example, using phosphorus trichloride or phosphorus oxychloride gives the cyclic chloro phosphonite or chloro phosphonate , respectively; sulfuryl chloride gives the sulfate ; and phosgene COCl 2 gives the carbonate : [11]. Review Xylenes. In one study in mice by skin application, no skin tumour was observed.