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TETRACHLOROHYDROQUINONE

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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
Mol File:
87-87-6.mol
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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)
pka
5.54±0.33(Predicted)
form 
Solid
color 
Off-White to Light Orange
Water Solubility 
21.5mg/L(temperature not stated)
CAS DataBase Reference
87-87-6(CAS DataBase Reference)
EPA Substance Registry System
2,3,5,6-Tetrachlorohydroquinone (87-87-6)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-41
Safety Statements 
26-36/37/39-39
RTECS 
MX7700000
HS Code 
2914.79.4000

MSDS

  • Language:English Provider:ACROS
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TETRACHLOROHYDROQUINONE Usage And Synthesis

Description

Tetrachlorohydroquinone (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 Properties

LIGHT BEIGE CRYSTALLINE POWDER

Uses

Tetrachlorohydroquinone is a chlorinated hydroquinone compound used as an analytical standard.

Definition

ChEBI: A tetrachlorobenzene that is 1,2,4,5-tetrachlorobenzene in which the hydrogens at positions 3 and 6 are replaced by hydroxy groups.

Purification Methods

Crystallise 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.]

TETRACHLOROHYDROQUINONESupplier

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