| Identification | More | [Name]
2,6-DICHLORO-1,4-BENZOQUINONE | [CAS]
697-91-6 | [Synonyms]
2,6-DICHLORO-1,4-BENZOQUINONE
2,6-DICHLORO-P-BENZOQUINONE
2,6-DICHLORO-P-QUINONE
LABOTEST-BB LT00159342
2,6-Dichloquinone
2,6-Dichloro-2,5-cyclohexa-diene-1,4-dione
2,6-dichloro-2,5-cyclohexadiene-1,4-dione
2,6-Dichlorobenzo-1,4-quinone
2,6-Dichlorobenzoquinone
2,6-dichloro-p-benzoquinon
2,6-dichloro-p-quinon
2,6-Dichloroquinone
2,6-Dichoro-p-benzoquinone
4-dione,2,6-dichloro-5-cyclohexadiene-1
benzoquinone,2,6-dichloro-
p-Benzoquinone, 2,6-dichloro-
p-Quinone, 2,6-dichloro-
2,6-Dichlorocyclohexa-2,5-diene-1,4-dione | [EINECS(EC#)]
211-810-0 | [Molecular Formula]
C6H2Cl2O2 | [MDL Number]
MFCD00037159 | [Molecular Weight]
176.98 | [MOL File]
697-91-6.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow crystalline powder | [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 | [InChI]
InChI=1S/C6H2Cl2O2/c7-4-1-3(9)2-5(8)6(4)10/h1-2H | [InChIKey]
JCARTGJGWCGSSU-UHFFFAOYSA-N | [SMILES]
C1(=O)C(Cl)=CC(=O)C=C1Cl | [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 Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
DK4000000
| [TSCA ]
Yes | [HS Code ]
2914698090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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.] |
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