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HomeProduct name list2,6-DICHLORO-1,4-BENZOQUINONE

2,6-DICHLORO-1,4-BENZOQUINONE

  • CAS NO.:697-91-6
  • Empirical Formula: C6H2Cl2O2
  • Molecular Weight: 176.98
  • MDL number: MFCD00037159
  • EINECS: 211-810-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-12-28 13:07:02
2,6-DICHLORO-1,4-BENZOQUINONE Structural

What is 2,6-DICHLORO-1,4-BENZOQUINONE?

Chemical properties

yellow crystalline powder

The Uses of 2,6-DICHLORO-1,4-BENZOQUINONE

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is a member of the class of 1,4-benzoquinones that is p-benzoquinone in which the hydrogens at positions 2 and 6 have been replaced by chlorines.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.]

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

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 for 2,6-DICHLORO-1,4-BENZOQUINONE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2,6-DICHLORO-1,4-BENZOQUINONE

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