Basic information
- Standard SMILES
Oc1cc(Cl)c(O)cc1Cl- InChIKey
AYNPIRVEWMUJDE-UHFFFAOYSA-N- Molecular formula
- C6H4Cl2O2
- Average molar mass
- 179 g/mol
- Monoisotopic mass
- 177.95883473
Overview
2,5-dichlorohydroquinone is a dichlorohydroquinone that is hydroquinone substituted by chloro groups at positions 2 and 5 respectively. It has a role as a bacterial xenobiotic metabolite.
Names & identifiers
- Preferred name
- 2,5-Dichlorohydroquinone
- IUPAC
- 2,5-dichlorobenzene-1,4-diol
- English name
- 2,5-Dichlorohydroquinone
- Molecular formula
- C6H4Cl2O2
- Molecular weight
- 179
Names & synonyms
Show more names
Database identifiers
- CAS
824-69-1- PubChem CID
- 65
- DTXSID
DTXSID4061179- ChEBI
CHEBI:27545- UNII
- D489X4TQVD
- EC Number
- 212-533-8
- Nikkaji
- J134.688A
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 106
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 168 · 168-171 °C (lit.)
- Boiling point
- 255.02 °C · 255.02°C (rough estimate)
- Density
- 1.4512 · 1.4512 (rough estimate)
- refractive index
- 1.442 · 1.4420 (estimate)
- pka
- 7.96 · 7.96±0.23(Predicted)
- InChI
- 1S/C6H4Cl2O2/c7-3-1-5(9)4(8)2-6(3)10/h1-2,9-10H
- InChIKey
- AYNPIRVEWMUJDE-UHFFFAOYSA-N
- SMILES
- Oc1cc(Cl)c(O)cc1Cl
- CAS DataBase Reference
- 824 · 824-69-1(CAS DataBase Reference)
- FDA UNII
- 489 X4TQVD · D489X4TQVD
- EPA Substance Registry System
- 1 · 1,4-Benzenediol, 2,5-dichloro- (824-69-1)
- UNSPSC Code
- 12352100 · 12352100
- Symbol(GHS)
- 5 · GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 315 · H315-H319-H335-H314
- Precautionary statements
- 261 · P261-P280a-P304+P340-P405-P501a-P280-P305+P351+P338-P310
- PPE
- 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- Hazard Codes
- C
- Risk Statements
- 34 · 34
- Safety Statements
- 26 · 26-27-36/37/39-45
- RIDADR
- 3261 · UN 3261 8/PG 3
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 Skin · Eye Dam. 1Skin Corr. 1B
Safety & regulation
GHS classification
GHS Classification
Danger
H314 (90.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3261 8/PG 3
- risk_code
- 34
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- C
- safety_code
- 26-27-36/37/39-45
- Storage Class
- 8A - Combustible corrosive hazardous materials
- Hazard statements
- H315-H319-H335-H314
- Hazard Classifications
- Eye Dam. 1Skin Corr. 1B
- Precautionary statements
- P261-P280a-P304+P340-P405-P501a-P280-P305+P351+P338-P310
Chemistry & industry
Uses & manufacturing
Applications
Uses2,5-Dichlorohydroquinone (2,5-DCHQ) is a hydroquinone derivative that can be synthesized by reducing 2,5-dichloroquinone using sodium dithionite (Na2S2O4). The kinetics of the reaction of 2,5-DCHQ and N-phenyl-1,4-benzoquinonemonoimine has been studied. The transformation of 2,5-DCHQ to 2-chloromaleylacetate using PcpA (Pcp = pentachlorophenol) protein, isolated from Escherichia coli has been investigated. It is reported to be the degradation product of 2,4,5-trichlorophenoxyacetic acid and γ-hexachlorocyclohexane.
General Description2,5-Dichlorohydroquinone (2,5-DCHQ) is a hydroquinone derivative that can be synthesized by reducing 2,5-dichloroquinone using sodium dithionite (Na2S2O4). The kinetics of the reaction of 2,5-DCHQ and N-phenyl-1,4-benzoquinonemonoimine has been studied. The transformation of 2,5-DCHQ to 2-chloromaleylacetate using PcpA (Pcp = pentachlorophenol) protein, isolated from Escherichia coli has been investigated. It is reported to be the degradation product of 2,4,5-trichlorophenoxyacetic acid and γ-hexachlorocyclohexane.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers32 total
Additional notes
DefinitionChEBI: A dichlorohydroquinone that is hydroquinone substituted by chloro groups at positions 2 and 5 respectively.
Related reactions
No reaction records under the current filter.
Linked notes
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