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160-163 °C (lit.)

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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.


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.


1, 10 g in glass bottle


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Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves


NONH for all modes of transport

WGK Germany


Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

A facile synthesis of asterriquinone D.
Tanoue Y, et al.
Journal of Heterocyclic Chemistry, 45(5), 1509-1509 (2008)
Unexpected Reaction of 2,5-Dichloro-1,4-benzoquinone with Pyrrolidine.
Chapyshev SV and Ibata T.
Mendeleev Communications, 4(4), 150-152 (1994)
Halogen bonding in 2, 5-Dichloro-1, 4-benzoquinone: Insights from experimental and theoretical charge density analysis.
Hathwar VR, et al.
Crystal Growth & Design, 11(5), 1855-1862 (2011)
Chun-Hua Huang et al.
Chemical research in toxicology, 28(5), 831-837 (2015-03-20)
Halogenated quinones (XQ) are a class of carcinogenic intermediates and newly identified chlorination disinfection byproducts in drinking water. Organic hydroperoxides (ROOH) can be produced both by free radical reactions and enzymatic oxidation of polyunsaturated fatty acids. ROOH have been shown...
Construction of a photochemical reactor combining a CCD spectrophotometer and a LED radiation source.
Gombar M, et al.
Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology, 11(10), 1592-1595 (2012)

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