431974

2,5-Dichloro-1,4-benzoquinone

98%

• Synonym(s): 2,5-Dichloro-2,5-cyclohexadiene-1,4-dione, 2,5-Dichloro-p-benzoquinone
• Empirical Formula (Hill Notation): C₆H₂Cl₂O₂
• CAS Number: 615-93-0
• Molecular Weight: 176.98
• EC Number: 210-453-8
• MDL number: MFCD00041736
• UNSPSC Code: 12352100
• PubChem Substance ID: 24867059
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 98%
• mp: 160-163 °C (lit.)
• functional group: chloro; ketone
• SMILES string: ClC1=CC(=O)C(Cl)=CC1=O
• InChI: 1S/C6H2Cl2O2/c7-3-1-5(9)4(8)2-6(3)10/h1-2H
• InChI key: LNXVNZRYYHFMEY-UHFFFAOYSA-N

Description

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.

Application

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.

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