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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:
1198-55-6
Molecular Weight:
247.89
MDL number:
MFCD00002190
UNSPSC Code:
12352100
PubChem Substance ID:
329755349
NACRES:
NA.22

grade

technical

Quality Level

100

Assay

≥95.0% (HPLC)

mp

193-195 °C (lit.)

functional group

chloro

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

H302,H318,H400

Precautionary Statements

P273 - P280 - P305 + P351 + P338

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCG6960
BCCC3517

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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
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
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)
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
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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