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36443

Sigma-Aldrich

Tetrachlorocatechol

technical, ≥95.0% (HPLC)

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About This Item

Linear Formula:
C6Cl4-1,2-(OH)2
CAS Number:
Molecular Weight:
247.89
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical

Quality Level

Assay

≥95.0% (HPLC)

mp

193-195 °C (lit.)

SMILES string

Oc1c(O)c(Cl)c(Cl)c(Cl)c1Cl

InChI

1S/C6H2Cl4O2/c7-1-2(8)4(10)6(12)5(11)3(1)9/h11-12H

InChI key

RRBMVWQICIXSEO-UHFFFAOYSA-N

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General description

Tetrachlorocatechol is a metabolite of pentachlorophenol. Acute toxicity of tetrachlorocatechol has been investigated in male and female mice.

Application

Tetrachlorocatechol was used to investigate the inhibition of various ureases by halogenated benzo- and naphthoquinones, potent inhibitors of pure ureases from Bacillus pasteurii and Canavalia ensiformis. It may be used to prepare the copper(II) complexes of the potentially tripodal N,N,O ligand 3,3-bis(1-methylimidazol-2-yl)propionate (L1) and its conjugate acid HL1.

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Acute toxicities of pentachlorophenol, pentachloroanisole, tetrachlorohydroquinone, tetrachlorocatechol, tetrachlororesorcinol, tetrachlorodimethoxybenzenes and tetrachlorobenzenediol diacetates administered to mice.
Renner G, et al.
Toxicological & Environmental Chemistry, 11(1), 37-50 (1986)
Shaogui Yang et al.
Journal of hazardous materials, 161(2-3), 1281-1287 (2008-06-17)
A novel photocatalysis material, F-Si-comodified TiO(2) (FST) powder, was synthesized by ultrasound-assisted hydrolysis. The prepared material was characterized by X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS) and UV-visible absorption spectroscopy, respectively. XRD analysis indicated that the phase of FST was
Smadar Levy et al.
Environmental toxicology and chemistry, 28(7), 1380-1389 (2009-02-14)
Pentachlorophenol (PCP) is used in industrial and domestic applications, including as a biocide and a wood preservative. Metabolism of PCP undergoes oxidative dechlorination, forming tetrachlorocatechol (TCC) and tetrachlorohydroquinone (TCHQ). Both sodium azide (NaN(3)) and TCC appear naturally in soil. None
Hyo-Bong Hong et al.
Applied and environmental microbiology, 68(5), 2584-2588 (2002-04-27)
Aerobic biotransformation of the diaryl ethers 2,7-dichlorodibenzo-p-dioxin and 1,2,3,4-tetrachlorodibenzo-p-dioxin by the dibenzo-p-dioxin-utilizing strain Sphingomonas wittichii RW1, producing corresponding metabolites, was demonstrated for the first time. Our strain transformed 2,7-dichlorodibenzo-p-dioxin, yielding 4-chlorocatechol, and 1,2,3,4-tetrachlorodibenzo-p-dioxin, producing 3,4,5,6-tetrachlorocatechol and 2-methoxy-3,4,5,6-tetrachlorophenol; all of these
Ainura Ashiralieva et al.
FEBS letters, 555(2), 367-370 (2003-12-04)
Polyhalogenated benzo- and naphthoquinones were found to be potent inhibitors of pure ureases from Bacillus pasteurii and Canavalia ensiformis. They also inhibited ureases in whole cells of Helicobacter pylori, Klebsiella oxytoca and Proteus mirabilis. Inhibition was non-competitive with K(i) values

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