Anthraquinone

9,10-Anthraquinone
Names
	Preferred IUPAC name Anthracene-9,10-dione
	Other names Anthraquinone; 9,10-Anthracenedione; Anthradione; 9,10-Anthrachinon; Anthracene-9,10-quinone; 9,10-Dihydro-9,10-dioxoanthracene; Hoelite; Morkit; Corbit;
Identifiers
CAS Number	84-65-1 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	390030
ChEBI	CHEBI:40448 ;
ChEMBL	ChEMBL55659 ;
ChemSpider	6522 ;
ECHA InfoCard	100.001.408
EC Number	201-549-0;
Gmelin Reference	102870
KEGG	C16207 ;
PubChem CID	6780;
RTECS number	CB4725000;
UNII	030MS0JBDO;
UN number	3143
CompTox Dashboard (EPA)	DTXSID3020095 ;
	InChI InChI=1S/C14H8O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H Key: RZVHIXYEVGDQDX-UHFFFAOYSA-N;
	SMILES O=C1c2ccccc2C(=O)c3ccccc13;
Properties
Chemical formula	C14H8O2
Molar mass	208.216 g·mol−1
Appearance	Yellow solid
Density	1.438 g/cm3
Melting point	284.8 °C (544.6 °F; 558.0 K)
Boiling point	377 °C (711 °F; 650 K)
Solubility in water	Insoluble
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	possible carcinogen
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H350
Precautionary statements	P201, P202, P281, P308+P313, P405, P501
Flash point	185 °C (365 °F; 458 K)
Related compounds
Related compounds	quinone,; anthracene
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Anthraquinone, also called anthracenedione or dioxoanthracene, is an aromatic organic compound with formula C
₁₄H
₈O
₂. Several isomers exist but these terms usually refer to 9,10-anthraquinone (IUPAC: 9,10-dioxoanthracene) wherein the keto groups are located on the central ring. It is used as a digester additive to wood pulp for papermaking. Many anthraquinone derivatives are generated by organisms or synthesised industrially for use as dyes, pharmaceuticals, and catalysts. Anthraquinone is a yellow, highly crystalline solid, poorly soluble in water but soluble in hot organic solvents. It is almost completely insoluble in ethanol near room temperature but 2.25 g will dissolve in 100 g of boiling ethanol. It is found in nature as the rare mineral hoelite.

Names



Preferred IUPAC name Anthracene-9,10-dione
Other names Anthraquinone 9,10-Anthracenedione Anthradione 9,10-Anthrachinon Anthracene-9,10-quinone 9,10-Dihydro-9,10-dioxoanthracene Hoelite Morkit Corbit
Identifiers
CAS Number	84-65-1^Y
3D model (JSmol)	Interactive image
Beilstein Reference	390030
ChEBI	CHEBI:40448^N
ChEMBL	ChEMBL55659^N
ChemSpider	6522^Y
ECHA InfoCard	100.001.408
EC Number	201-549-0
Gmelin Reference	102870
KEGG	C16207^Y
PubChem CID	6780
RTECS number	CB4725000
UNII	030MS0JBDO
UN number	3143
CompTox Dashboard (EPA)	DTXSID3020095
InChI InChI=1S/C14H8O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H Key: RZVHIXYEVGDQDX-UHFFFAOYSA-N
SMILES O=C1c2ccccc2C(=O)c3ccccc13
Properties
Chemical formula	C₁₄H₈O₂
Molar mass	208.216 g·mol⁻¹
Appearance	Yellow solid
Density	1.438 g/cm³
Melting point	284.8 °C (544.6 °F; 558.0 K)
Boiling point	377 °C (711 °F; 650 K)
Solubility in water	Insoluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	possible carcinogen
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H350
Precautionary statements	P201, P202, P281, P308+P313, P405, P501
Flash point	185 °C (365 °F; 458 K)
Related compounds
Related compounds	quinone, anthracene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references