1-Chloroanthraquinone

1-Chloroanthraquinone
Names
	Other names α-chloroanthraquinone, 1-Chloro-9,10-anthracenedione
Identifiers
CAS Number	82-44-0;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL3560876;
ChemSpider	6453;
ECHA InfoCard	100.001.293
EC Number	201-421-4;
PubChem CID	6709;
UNII	96S5SQV15V;
CompTox Dashboard (EPA)	DTXSID7052571 ;
	InChI InChI=1S/C14H7ClO2/c15-11-7-3-6-10-12(11)14(17)9-5-2-1-4-8(9)13(10)16/h1-7H Key: BOCJQSFSGAZAPQ-UHFFFAOYSA-N;
	SMILES C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=CC=C3)Cl;
Properties
Chemical formula	C14H7ClO2
Molar mass	242.66 g·mol−1
Appearance	yellow solid
Melting point	162 °C (324 °F; 435 K)
Hazards
	GHS labelling:[1]
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1-Chloroanthraquinone is an organic compound with the formula C₁₄H₇O₂Cl. It is one of two of monochlorinated anthraquinone isomers. The compound is prepared by direct chlorination of anthraquinone. It can also be prepared by chlorination of anthraquinone-1-sulfonic acid, sometimes called the Fischer reaction.^[1]

Heating 1-chloroanthraquinone with benzamide gives 1-benzoylaminoanthraquinone.^[2]

References

^ W. J. Scott. C. F. H. Allen (1938). "α-Chloroanthraquinone". Organic Syntheses. 18: 15. doi:10.15227/orgsyn.018.0015.
^ Bien, Hans-Samuel; Stawitz, Josef; Wunderlich, Klaus (2000). "Anthraquinone Dyes and Intermediates". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a02_355. ISBN 3527306730.