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is a member of the class of 1,4-benzoquinones that is p-benzoquinone in which the hydrogens at positions 2 and 6 have been replaced by chlorines.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