431982

2,6-Dichloro-1,4-benzoquinone

98%

• Synonym(s): 2,6-Dichloro-2,5-cyclohexadiene-1,4-dione, 2,6-Dichloro-p-benzoquinone, 2,6-Dichlorobenzoquinone, 2,6-Dichloroquinone
• Empirical Formula (Hill Notation): C₆H₂Cl₂O₂
• CAS Number: 697-91-6
• Molecular Weight: 176.98
• EC Number: 211-810-0
• MDL number: MFCD00037159
• UNSPSC Code: 12352100
• PubChem Substance ID: 24867060
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 98%
• mp: 122-124 °C (lit.)
• SMILES string: ClC1=CC(=O)C=C(Cl)C1=O
• InChI: 1S/C6H2Cl2O2/c7-4-1-3(9)2-5(8)6(4)10/h1-2H
• InChI key: JCARTGJGWCGSSU-UHFFFAOYSA-N

Description

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.

Application

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. It may be used in the preparation of :

• 2,3,5-Trichloro-1,4-dihydroquinone
• 2,3,5-trichloro-1,4-benzoquinone
• 2,6-Dichloro-1,4-dihydroquinone

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves