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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
I-H Nam et al.
Applied microbiology and biotechnology, 62(2-3), 284-290 (2003-07-29)
Pseudomonas veronii PH-05, a bacterial strain capable of transforming pentachlorophenol (PCP) to a metabolic intermediate, was isolated by selective enrichment of soil samples from a timber storage yard. Strain PH-05 was shown to be able to grow using PCP as
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

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