2-Chloroanthraquinone Chemical Properties

Melting point:

209-211 °C (lit.)

Boiling point:

345.65°C (rough estimate)

Density 

1.2377 (rough estimate)

refractive index 

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

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)

NIST Chemistry Reference

2-Chloroanthraquinone(131-09-9)

EPA Substance Registry System

9,10-Anthracenedione, 2-chloro- (131-09-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-43-36/37

Safety Statements 

26-36-37/39-24

WGK Germany 

1

RTECS 

CB6151000

F 

10

TSCA 

Yes

HS Code 

29147090

MSDS

• Language:English Provider:2-Chloroanthraquinone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Chloroanthraquinone Usage And Synthesis

Chemical Properties

Pale yellow needle crystal. Insoluble in water, soluble in hot benzene, nitrobenzene, concentrated sulfuric acid.

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

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

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 5499, 1983 DOI: 10.1016/S0040-4039(00)94122-4

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