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The trihydroxybenzenes (or benzenetriols) are organic compounds with the formula C 6 H 3 (OH) 3. Also classified as polyphenols, they feature three hydroxyl groups substituted onto a benzene ring. They are white solids with modest solubility in water. [1]
It is a metabolite in the degradation of 3,4,5-trihydroxybenzoate (gallic acid) by Eubacterium oxidoreducens. [ 1 ] The enzyme pyrogallol hydroxytransferase uses 1,2,3,5-tetrahydroxybenzene and 1,2,3-trihydroxybenzene ( pyrogallol ), whereas its two products are 1,3,5-trihydroxybenzene ( phloroglucinol ) and 1,2,3,5-tetrahydroxybenzene.
1,2,3,5-Tetrahydroxybenzene 1,2,4,5-Tetrahydroxybenzene Structural Formula: ... Text is available under the Creative Commons Attribution-ShareAlike 4.0 License; ...
Thus, the two substrates of this enzyme are 1,2,3,5-tetrahydroxybenzene and 1,2,3-trihydroxybenzene (pyrogallol), whereas its two products are 1,3,5-trihydroxybenzene (phloroglucinol) and 1,2,3,5-tetrahydroxybenzene. This enzyme participates in benzoic acid degradation via CoA ligation.
The 3 substrates of this enzyme are 2-hydroxy-1,4-benzoquinone, NADH, and H +, whereas its two products are 1,2,4-trihydroxybenzene and NAD +. This enzyme participates in gamma-hexachlorocyclohexane degradation and 1,4-dichlorobenzene degradation .
This page was last edited on 21 October 2024, at 18:48 (UTC).; Text is available under the Creative Commons Attribution-ShareAlike 4.0 License; additional terms may apply.
C 6 H 3 (OH) 3 + 3 NH 2 OH → (CH 2) 3 (C=NOH) 3 + 3 H 2 O. But it behaves also like a benzenetriol as the three hydroxyl groups can be methylated to give 1,3,5-trimethoxybenzene. [4] For the neutral compound, the keto tautomers are undetectable spectroscopically. Upon deprotonation, the keto tautomer predominates. [5]
The LD50 (oral, rats) is 756 mg/kg. Animal studies have shown that 1,2,4-trichlorobenzene affects the liver and kidney, and is possibly a teratogen. [4] There is no regulated occupational exposure limit for chemical exposure, but the National Institute for Occupational Safety and Health recommends no greater exposure than 5 ppm, over an 8-hour workday.