2,6-DICHLORO-1,4-BENZOQUINONE Chemical Properties

Melting point:

122-124 °C(lit.)

Boiling point:

251.81°C (rough estimate)

Density 

1.5138 (rough estimate)

refractive index 

1.4595 (estimate)

storage temp. 

Hygroscopic, -20°C Freezer, Under inert atmosphere

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

color 

Dark Yellow

Water Solubility 

Insoluble in water. Solubility in methanol (almost transparency).

Stability:

Hygroscopic

CAS DataBase Reference

697-91-6(CAS DataBase Reference)

EPA Substance Registry System

2,5-Cyclohexadiene-1,4-dione, 2,6-dichloro- (697-91-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

DK4000000

TSCA 

Yes

HS Code 

2914698090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2,6-DICHLORO-1,4-BENZOQUINONE Usage And Synthesis

Chemical Properties

yellow crystalline powder

Uses

2,6-Dichloro-1,4-benzoquinone is the suitable reagent used to in a study to evaluate the diffusion coefficients (D) for a family of quinones, nitroaromatics, ferrocenes and aromatic hydrocarbon compounds, in acetonitrile by single potential step chronoamperometry.1 It may be used in the preparation of 2,3,5-Trichloro-1,4-dihydroquinone, 2,3,5-trichloro-1,4-benzoquinone and 2,6-Dichloro-1,4-dihydroquinone.

Definition

ChEBI: 2,6-dichlorobenzoquinone is a member of the class of 1,4-benzoquinones that is p-benzoquinone in which the hydrogens at positions 2 and 6 have been replaced by chlorines. A highly toxic and carcinogenic disinfection by-product found in drinking water. It has a role as a carcinogenic agent and a poison. It is a member of 1,4-benzoquinones and an organochlorine compound.

General Description

2,6-Dichloro-1,4-benzoquinone (DCBQ, 2,6-DCBQ) is a halobenzoquinone. Halobenzoquinones are disinfection byproducts (DBPs) found in drinking water. They are capable of producing reactive oxygen species and causing oxidative damage to proteins and DNA in T24 human bladder carcinoma cells. UV-induced transformation of DCBQ in drinking water has been reported. Detection of DCBQ in drinking water by liquid chromatography-ESI tandem mass spectrometry has been reported.

Purification Methods

Recrystallise the quinone from pet ether (b 60-70o). It sublimes at 41o/17.6. [Carlson & Miller J Am Chem Soc 107 479 1985, Beilstein 7 II 580. 7 III 3376.]

2,6-DICHLORO-1,4-BENZOQUINONE(697-91-6)Related Product Information

• Triethylamine
• Vinyl acetate
• Chloranil
• 1,4-Benzoquinone
• 2-CHLORO-2-BUTENE
• 1,3-Dichloropropane
• 1,3-Dichloroacetone
• 2-CHLORO-1,4-BENZOQUINONE
• 2,6-DICHLORO-1,4-BENZOQUINONE
• 2,5-DICHLORO-1,4-BENZOQUINONE
• Chloranilic acid
• 2,5-Diamino-3,6-dichloro-1,4-benzoquinone
• N,N'-Dicyano-2,5-dichloro-1,4-benzoquinone diimine
• 4,5-Dichloro-1,2-benzoquinone
• 2,3-Dichloro-1,4-benzoquinone
• 2,3,5-TRICHLORO-1,4-BENZOQUINONE