2-Chloroanthraquinone (HCID 8553)

Names & identifiers

Preferred name: 2-Chloroanthraquinone
IUPAC: 2-chloroanthracene-9,10-dione
English name: 2-Chloroanthraquinone
Molecular formula: C14H7ClO2
Molecular weight: 242.66

Names & synonyms

2-CHLOROANTHRAQUINONE131-09-99,10-Anthracenedione, 2-chloro-2-Chloro-9,10-anthraquinonebeta-Chloroanthraquinone2-Chloro-9,10-anthracenedioneDTXSID7049213.beta.-ChloroanthraquinoneAI3-00064NSC 1702EINECS 205-010-02-Chloroanthra-9,10-quinone

Show more names

2-CHLOROANTHRACENE-9,10-DIONENSC1702NSC-17022-chloro-92-CHLORO AQ'LGC' (2408)10-Anthracenedione2-Chloranthrachinon

DTXCID9029069betaChloroanthraquinoneAnthraquinone, 2chloroRefChem:864492Chloro9,10anthraquinone2Chloro9,10anthracenedione9,10Anthracenedione, 2chloro205-010-0

Database identifiers

CAS: 131-09-9
PubChem CID: 8553
DTXSID: DTXSID7049213
ChEMBL: CHEMBL3186676
UNII: 5ZD4DU5A9G
EC Number: 205-010-0
Nikkaji: J1.511C

Properties

Computed structural properties

XLogP: 4
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 17
Formal charge: 0
Complexity: 352

Experimental & physicochemical properties

Physical DescriptionGrey or green powder; [Alfa Aesar MSDS]

Kovats Retention Index · 2 items

2116.8

353；355.88；356；356.47

Physicochemical properties

Melting point: 209 · 209-211 °C (lit.)
Boiling point: 345.65 °C · 345.65°C (rough estimate)
Density: 1.2377 · 1.2377 (rough estimate)
refractive index: 1.538 · 1.5380 (estimate)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystal
color: White to Light orange to Yellow
Water Solubility: insoluble
BRN: 2051842 · 2051842
Henry's Law Constant: 4.2 · 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 · 131-09-9(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 5 ZD4DU5A9G · 5ZD4DU5A9G
NIST Chemistry Reference: 2 · 2-Chloroanthraquinone(131-09-9)
EPA Substance Registry System: 9 · 9,10-Anthracenedione, 2-chloro- (131-09-9)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 317 · H317
Precautionary statements: 261 · P261-P272-P280-P302+P352-P333+P313-P362+P364
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38-43-36/37
Safety Statements: 26 · 26-36-37/39-24
WGK Germany: 1 · 1
RTECS: 6151000 · CB6151000
F: 10 · 10
TSCA: TSCA listed
HS Code: 29147090 · 29147090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 1 · Skin Sens. 1

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H302 (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 exposure; Respiratory 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.

Hazard information

Regulatory Information · 2 items

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 · 1 item

Not irritating to skin or eyes of rabbits; A 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 irritant; Harmful by ingestion; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (25%)；Skin Irrit. 2 (98.1%)；Eye Irrit. 2 (82.7%)；STOT SE 3 (80.8%)

Toxicology

Adverse Effects · 1 item

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.；Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

Regulatory information

Regulatory Information · 2 items

Chemical: 9,10-Anthracenedione, 2-chloro-

2-Chloroanthraquinone: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F: 10
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 1
tsca: TSCA listed
rtecs: CB6151000
hs_code: 29147090
risk_code: 36/37/38-43-36/37
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39-24
Storage Class: 11 - Combustible Solids
Hazard statements: H317
Hazard Classifications: Skin Sens. 1
Precautionary statements: P261-P272-P280-P302+P352-P333+P313-P362+P364

Chemistry & industry

Uses & manufacturing

General Manufacturing Information9,10-Anthracenedione, 2-chloro-: ACTIVE

Applications · 1 item

Uses2-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 methods

Preparation2-Chloroanthraquinone is prepared by condensing phthalic anhydride and chlorobenzene into p-chlorobenzoylbenzoic acid, and then cyclizing it with sulfuric acid.