9,10-Anthracenedione, 1,4,5,8-tetrachloro-

HCID 66484

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 81-58-3
Standard SMILES: O=C1c2c(Cl)ccc(Cl)c2C(=O)c2c(Cl)ccc(Cl)c21
InChIKey: DUJPMUKIEFLXRE-UHFFFAOYSA-N
Molecular formula: C14H4Cl4O2
Average molar mass: 346 g/mol
Monoisotopic mass: 343.89654009

Names & identifiers

Preferred name: 9,10-Anthracenedione, 1,4,5,8-tetrachloro-
IUPAC: 1,4,5,8-tetrachloroanthracene-9,10-dione
English name: 1,4,5,8-Tetrachloroanthraquinone
Molecular formula: C14H4Cl4O2
Molecular weight: 345.99

Names & synonyms

1,4,5,8-Tetrachloroanthraquinone81-58-39,10-Anthracenedione, 1,4,5,8-tetrachloro-1,4,5,8-Tetrachloro-9,10-anthraquinoneAnthraquinone, 1,4,5,8-tetrachloro-EINECS 201-362-4NSC 5134871,4,5,8-Tetrachloro-9,10-anthracenedioneDTXSID5058850RefChem:548518DTXCID4048197Anthraquinone, 1,4,5,8-tetrachloro-(8CI)

Show more names

TCAQ8-Tetrachloroanthraquinone1,4,5,8-tetrachloro-10-anthracenedioneTCAQ - 1,4,5,8-tetrachloroanthraquinone10-Anthracenedione,1,4,5,8-tetrachloro-9

201-362-41,4,5,8-tetrachloroanthracene-9,10-dioneC14H4Cl4O2MFCD000358019,10-Anthracenedione,1,4,5,8-tetrachloro-LJC28L6W8L1,5,8-Tetrachloroanthraquinone9, 1,4,5,8-tetrachloro-

Database identifiers

CAS: 81-58-3
PubChem CID: 66484
DTXSID: DTXSID5058850
UNII: LJC28L6W8L
EC Number: 201-362-4
Nikkaji: J33.316F

Properties

Computed structural properties

XLogP: 5.4
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 20
Formal charge: 0
Complexity: 365

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 342 °C · 342°C(lit.)
Boiling point: 510.7 · 510.7±50.0 °C(Predicted)
Density: 1.672 · 1.672±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer, Under inert atmosphere
solubility: Chloroform (Slightly, Heated), DMSO (Slightly, Heated), Pyridine (Slightly, Heat
form: Solid
color: Pale Yellow to Light Yellow
InChI: InChI=1S/C14H4Cl4O2/c15-5-1-2-6(16)10-9(5)13(19)11-7(17)3-4-8(18)12(11)14(10)20/h1-4H
InChIKey: DUJPMUKIEFLXRE-UHFFFAOYSA-N
SMILES: C1(Cl)=C2C(C(=O)C3=C(C2=O)C(Cl)=CC=C3Cl)=C(Cl)C=C1
CAS DataBase Reference: 81 · 81-58-3(CAS DataBase Reference)
FDA UNII: 28 L6W8L · LJC28L6W8L
EPA Substance Registry System: 9 · 9,10-Anthracenedione, 1,4,5,8-tetrachloro- (81-58-3)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
TSCA: TSCA listed
HS Code: 2914.79 · 2914.79.3000

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

tsca: TSCA listed
hs_code: 2914.79.3000
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing Information9,10-Anthracenedione, 1,4,5,8-tetrachloro-: ACTIVE

Applications · 1 item

Uses1,4,5,8-Tetrachloroanthraquinone is an intermediate used to prepare trianthrimides as potential high-performance pigments. It can also be used to synthesize γ-aminobutyric acid analogs as novel potent GABA-AT (γ-aminobutyrate aminotransferase) inhibitors.