HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroanthraquinone
2-CHLOROANTHRACENE-9,10-DIONE · 2-Chloroanthra-9,10-quinone · NSC1702 · NSC 1702 · NSC-1702 · 2-chloro-9 · 2-CHLORO AQ · 'LGC' (2408)
Identifiers & Physical Properties
| CAS No. | 131-09-9 |
|---|---|
| Molecular formula | C14H7ClO2 |
| Average molar mass | 242.65 g/mol |
| Monoisotopic mass | 242.0134572 g/mol |
| SMILES | O=C1c2ccccc2C(=O)c2cc(Cl)ccc21 |
| InChIKey | FPKCTSIVDAWGFA-UHFFFAOYSA-N |
| PubChem CID | 8553 |
| ChEMBL | CHEMBL3186676 |
| EC No. | 205-010-0 |
| DTXSID | DTXSID7049213 |
Chemical & Physical Properties
| XLogP | 4 |
|---|---|
| Topological polar surface area | 34.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 17 |
| Formal charge | 0 |
| Complexity | 352 |
| Physical Description | Grey or green powder[Alfa Aesar MSDS] |
| Kovats Retention Index | 2116.8353355.88356356.47 |
| Melting point | 209-211 °C (lit.) |
| Boiling point | 345.65°C (rough estimate) |
| Density | 1.2377 (rough estimate) |
| Refractive index | 1.5380 (estimate) |
| Storage conditions | Sealed in dry,Room Temperature |
| Physical state | powder to crystal |
| Color | White to Light orange to Yellow |
| Solubility | insoluble |
| BRN | 2051842 |
| Henry's law constant | 4.2×103 mol/(m3Pa) at 25℃, Zhang et al. (2010) |
| InChI | InChI=1S/C14H7ClO2/c15-8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7H |
| InChIKey | FPKCTSIVDAWGFA-UHFFFAOYSA-N |
| SMILES | C1=C2C(C(=O)C3=C(C2=O)C=CC=C3)=CC=C1Cl |
| CAS DataBase Reference | 131-09-9(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 5ZD4DU5A9G |
| NIST Chemistry Reference | 2-Chloroanthraquinone(131-09-9) |
| EPA Substance Registry System | 9,10-Anthracenedione, 2-chloro- (131-09-9) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H317 |
| GHS precautionary statements | P261-P272-P280-P302+P352-P333+P313-P362+P364 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38-43-36/37 |
| Safety statements (S) | 26-36-37/39-24 |
| Water hazard class (WGK) | 1 |
| RTECS number | CB6151000 |
| F | 10 |
| TSCA inventory status | TSCA listed |
| Customs code | 29147090 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Skin Sens. 1 |
Safety & Regulations
| GHS classification | DangerH302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]H311 (15.4%): Toxic in contact with skin [Danger Acute toxicity, dermal]H315 (98.1%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (82.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H331 (15.4%): Toxic if inhaled [Danger Acute toxicity, inhalation]H332 (15.4%): Harmful if inhaled [Warning Acute toxicity, inhalation]H335 (80.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H400 (15.4%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 52 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatory information | Chemical: 9,10-Anthracenedione, 2-chloro-2-Chloroanthraquinone: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | Not irritating to skin or eyes of rabbitsA skin sensitizer in guinea pigs[IUCLID] Causes impaired liver function tests, kidney changes, and erythrocyte count changes in 30-day intermittent oral studies of rats[RTECS] A skin and strong eye irritantHarmful by ingestion[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (25%)Skin Irrit. 2 (98.1%)Eye Irrit. 2 (82.7%) |
Applications & Uses
Uses
2-Chloroanthraquinone is an important dye intermediate that can be used to make alizarin and aminoanthraquinone. This product has been evaluated as a photo-reagent for the analysis of ginsenosides using photoreduction fluorescence (PRF) detection method.
Preparation & Synthesis
Preparation
2-Chloroanthraquinone is prepared by condensing phthalic anhydride and chlorobenzene into p-chlorobenzoylbenzoic acid, and then cyclizing it with sulfuric acid.