Basic information
- CAS
615-93-0- Standard SMILES
O=C1C=C(Cl)C(=O)C=C1Cl- InChIKey
LNXVNZRYYHFMEY-UHFFFAOYSA-N- Molecular formula
- C6H2Cl2O2
- Average molar mass
- 176.98 g/mol
- Monoisotopic mass
- 175.9431847
Names & identifiers
- Preferred name
- 2,5-Dichlorobenzoquinone
- IUPAC
- 2,5-dichlorocyclohexa-2,5-diene-1,4-dione
- English name
- 2,5-Dichlorobenzo-1,4-quinone
- Molecular formula
- C6H2Cl2O2
- Molecular weight
- 176.98
Names & synonyms
2,5-DichlorobenzoquinoneRefChem:4441752,5-DCBQ615-93-02,5-Dichloro-1,4-benzoquinone2,5-dichlorocyclohexa-2,5-diene-1,4-dione2,5-Dichlorobenzo-1,4-quinone2,5-Dichloro-p-benzoquinone2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-2,5-Dichloro-p-quinoneMFCD00041736p-BENZOQUINONE, 2,5-DICHLORO-
Show more names
2,5-Dichlorchinon2,5-dichloro-1,4-benzene2,5-dichloro-p-benzoquinon
NSC 6251EINECS 210-453-8NSC6251p-Benzoquinone,5-dichloro-2,5-Dichoro-p-benzoquinoneSCHEMBL572902.5-Dichloro-p-benzoquinone2,4-dione, 2,5-dichloro-
Database identifiers
- CAS
615-93-0- PubChem CID
- 12011
- DTXSID
DTXSID9060657- ChEMBL
CHEMBL3311439- EC Number
- 210-453-8
- Nikkaji
- J65.481G
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 235
Physicochemical properties
- Melting point
- 160 · 160-163 °C(lit.)
- Boiling point
- 251.81 °C · 251.81°C (rough estimate)
- Density
- 1.5138 · 1.5138 (rough estimate)
- refractive index
- 1.4595 · 1.4595 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- form
- powder to crystal
- color
- Light yellow to Yellow to Orange
- Water Solubility
- Insoluble in water.
- Stability
- Stable. Incompatible with strong oxidizing agents.
- InChI
- 1S/C6H2Cl2O2/c7-3-1-5(9)4(8)2-6(3)10/h1-2H
- InChIKey
- LNXVNZRYYHFMEY-UHFFFAOYSA-N
- SMILES
- ClC1=CC(=O)C(Cl)=CC1=O
- CAS DataBase Reference
- 615 · 615-93-0(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
Safety & regulation
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DK3990000
- hs_code
- 2914698090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses2,5-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.
General Description2,5-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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
11 records
Compound notes
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