TETRACHLOROHYDROQUINONE

TETRACHLOROHYDROQUINONE Basic information
Product Name:TETRACHLOROHYDROQUINONE
Synonyms:1,4-Benzenediol, 2,3,5,6-tetrachloro-;1,4-Benzenediol,2,3,5,6-tetrachloro-;2,3,5,6-tetrachloro-4-benzenediol;2,3,5,6-Tetrachlorobenzene-1,4-diol;2,3,5,6-Tetrachlorohydroquinone;1,2,4,5-TETRACHLORO-3,6-DIHYDROXYBENZENE;2,3,5,6-TETRACHLORO-1,4-BENZENEDIOL;4-Benzenediol,2,3,5,6-tetrachloro-1
CAS:87-87-6
MF:C6H2Cl4O2
MW:247.89
EINECS:201-779-1
Product Categories:
Mol File:87-87-6.mol
TETRACHLOROHYDROQUINONE Structure
TETRACHLOROHYDROQUINONE Chemical Properties
Melting point 238-240 °C
Boiling point 352.31°C (rough estimate)
density 1.8232 (rough estimate)
refractive index 1.4813 (estimate)
storage temp. Refrigerator
solubility DMSO (Sparingly), Methanol (Slightly, Heated)
pka5.54±0.33(Predicted)
form Solid
color Off-White to Light Orange
Water Solubility 21.5mg/L(temperature not stated)
CAS DataBase Reference87-87-6(CAS DataBase Reference)
EPA Substance Registry System2,3,5,6-Tetrachlorohydroquinone (87-87-6)
Safety Information
Hazard Codes Xn
Risk Statements 22-41
Safety Statements 26-36/37/39-39
RTECS MX7700000
HS Code 2914.79.4000
MSDS Information
ProviderLanguage
ACROS English
TETRACHLOROHYDROQUINONE Usage And Synthesis
DescriptionTetrachlorohydroquinone (TCHQ) is a metabolite of the organochlorine biocide pentachlorophenol. It is cytotoxic to RTL-W1 rainbow trout liver cells (EC50 = 1.55 μM in a neutral red assay). TCHQ increases production of reactive oxygen species (ROS), inhibits apoptosis, and induces loss of the mitochondrial membrane potential and necrosis in splenocytes. In vivo, TCHQ induces glutathione (GSH) depletion in mouse liver.
Chemical PropertiesLIGHT BEIGE CRYSTALLINE POWDER
UsesTetrachlorohydroquinone is a chlorinated hydroquinone compound used as an analytical standard.
DefinitionChEBI: A tetrachlorobenzene that is 1,2,4,5-tetrachlorobenzene in which the hydrogens at positions 3 and 6 are replaced by hydroxy groups.
Purification MethodsCrystallise the quinone from EtOH or AcOH/EtOH. Sublime it at 77o/0.6x10-3mm. The dibenzoyl derivative has m 233o. [Conant & Fieser J Am Chem Soc 45 2207 1923, Rabideau et al. J Am Chem Soc 108 8130 1986, Beilstein 6 H 851, 6 I 417, 6 II 846, 6 III 4436, 6 IV 5775.]
TETRACHLOROHYDROQUINONE Preparation Products And Raw materials
Preparation ProductsTRANS-1,3-PENTADIENE-->TRANS-1,4-CYCLOHEXANEDIOL-->Tetrachloro-o-benzoquinone-->Formic acid
Calcium chloride Dibutyl phthalate Sodium peroxide DITHIANON 3,5-Dichlorophenol TETRACHLOROHYDROQUINONE 4-hydroxynonachlorodiphenyl ether 2,3,6-TRICHLOROPHENOL 2,5-DICHLOROHYDROQUINONE Tetrachlorohydroquinone dimethyl ether 2,3,5,6-TETRACHLOROPHENOL Chlorohydroquinone 2,6-Dichlorophenol 2,6-DICHLORO-1,4-HYDROQUINONE 2,3,5-TRICHLOROPHENOL 2,3-Dichlorophenol 1,2,4,5-Tetrachlorobenzene 2,5-Dichlorophenol

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