2,5-Dichlorohydroquinone
2,5-Dichlorobenzene-1,4-diol · 2,5-Dichlorohydroquinone · 2,5-dichloro-4-benzenediol · Hydroquinone, 2,5-dichloro- · 2,5-Dichloro-p-hydroquinone · 2,5-Dichlorohydroquinone,98% · 2,5-Dichlorohydroquinone 98% · 2,5-Dichloro-1,4-benzenediol
Identifiers & Physical Properties
| CAS No. | 824-69-1 |
|---|---|
| Molecular formula | C6H4Cl2O2 |
| Average molar mass | 179 g/mol |
| Monoisotopic mass | 177.95883473 g/mol |
| SMILES | Oc1cc(Cl)c(O)cc1Cl |
| InChIKey | AYNPIRVEWMUJDE-UHFFFAOYSA-N |
| PubChem CID | 65 |
| ChEBI | CHEBI:27545 |
| EC No. | 212-533-8 |
| DTXSID | DTXSID4061179 |
Chemical & Physical Properties
| XLogP | 2.7 |
|---|---|
| Topological polar surface area | 40.5 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 10 |
| Formal charge | 0 |
| Complexity | 106 |
| SpringerMaterials Properties | Nuclear quadrupole resonance spectroscopy |
| Melting point | 168-171 °C (lit.) |
| Boiling point | 255.02°C (rough estimate) |
| Density | 1.4512 (rough estimate) |
| Refractive index | 1.4420 (estimate) |
| pKa (acidity coefficient) | 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 | 824-69-1(CAS DataBase Reference) |
| FDA UNII | D489X4TQVD |
| EPA Substance Registry System | 1,4-Benzenediol, 2,5-dichloro- (824-69-1) |
| UNSPSC Code | 12352100 |
| GHS pictogram | GHS05,GHS07 |
| Signal word | Danger |
| GHS hazard statements | H315-H319-H335-H314 |
| GHS precautionary statements | P261-P280a-P304+P340-P405-P501a-P280-P305+P351+P338-P310 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges |
| Hazard symbols | C |
| Risk statements (R) | 34 |
| Safety statements (S) | 26-27-36/37/39-45 |
| UN transport number | UN 3261 8/PG 3 |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Storage class | 8A - Combustible corrosive hazardous materials |
| Hazard class | Eye Dam. 1Skin Corr. 1B |
Safety & Regulations
| GHS classification | DangerH314 (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 Classes and Categories | Skin Corr. 1B (90.7%) |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | UN 3261 8/PG 3 |
| Risk statements (R) | 34 |
| Signal word | Danger |
| GHS pictogram | GHS05,GHS07 |
| Hazard symbols | C |
| Safety statements (S) | 26-27-36/37/39-45 |
| Storage class | 8A - Combustible corrosive hazardous materials |
| GHS hazard statements | H315-H319-H335-H314 |
| Hazard class | Eye Dam. 1Skin Corr. 1B |
| GHS precautionary statements | P261-P280a-P304+P340-P405-P501a-P280-P305+P351+P338-P310 |
Applications & Uses
Uses
2,5-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 Description
2,5-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.