2,5-Dichlorobenzo-1,4-quinone Chemical Properties

Melting point:

160-163 °C(lit.)

Boiling point:

251.81°C (rough estimate)

Density 

1.5138 (rough estimate)

refractive index 

1.4595 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

color 

Light yellow to Yellow to Orange

Water Solubility 

Insoluble in water.

Stability:

Stable. Incompatible with strong oxidizing agents.

CAS DataBase Reference

615-93-0(CAS DataBase Reference)

NIST Chemistry Reference

2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-(615-93-0)

EPA Substance Registry System

2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro- (615-93-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

DK3990000

TSCA 

Yes

HS Code 

2914698090

MSDS

• Language:English Provider:2,5-Dichlorobenzo-1,4-quinone
• Language:English Provider:SigmaAldrich

2,5-Dichlorobenzo-1,4-quinone Usage And Synthesis

Chemical Properties

yellow powder

Uses

2,5-Dichloro-1,4-benzoquinone may be used in the following processes:

• As a starting material in the synthesis of asterriquinone D.
• As a model to study the utility of a novel photoreactor with LED (light-emitting diode) light source and a fibre-optic CCD (charge-coupled device) spectrophotometer.
• 2,5-dichloro-3,6-bi(3-indolyl)-1,4-hydroquinone synthesis by palladium catalyzed reaction with indole.

General Description

2,5-Dichloro-1,4-benzoquinone (DCBQ) is a halogenated quinone. DCBQs are carcinogenic intermediates.They have benn identified as chlorination disinfection byproducts in drinking water. DCBQ has been reported to increse the decomposition of a model ROOH tert-butylhydroperoxide, via formation of t-butoxyl radicals. The isomers of the DCBQ dimer have been investigated for the non-covalent interactions (NCIs) by quantum chemical calculations. Halogen bond present in 2,5-dichloro-1,4-benzoquinone have been investigated by experimental as well as theoretical charge density analysis. Its reaction with pyrrolidine has been investigated.

Purification Methods

Recrystallise it twice from 95% EtOH to give yellow needles [Beck et al. J Am Chem Soc 108 4018 1986]. The dioxime has m 278o(dec). [Beilstein 7 H 632, 7 I 346, 7 II 580, 7 III 3376, 7 IV 2081.]

2,5-Dichlorobenzo-1,4-quinone(615-93-0)Related Product Information

• 3,5-Dichlorobenzoic acid
• 2',4'-Dichloroacetophenone
• 2,3-Dimethoxy-5-methyl-p-benzoquinone
• Chloranil
• Tetrachloroterephthalonitrile
• Diisopropylammonium dichloroacetate
• Dichloroacetonitrile
• 1,4-Benzoquinone
• Dichlorodimethylsilane
• Terephthalic acid
• Dichlorodifluoromethane
• CHLORANILIC ACID SODIUM SALT
• BARIUM CHLORANILATE
• Chloranilic acid
• MERCURIC CHLORANILATE
• 2,6-Dichlorobenzo-1,4-quinone
• CHLORANILIC ACID LANTHANUM SALT
• 2,3,5-TRICHLORO-1,4-BENZOQUINONE