Anthraquinone-1-sulfonic acid

Anthraquinone-1-sulfonic acid
Names
	Other names 1-Anthraquinonesulfonic acid, α-Anthraquinonesulfonic acid
Identifiers
CAS Number	82-49-5;
3D model (JSmol)	Interactive image;
ChemSpider	6457;
ECHA InfoCard	100.001.298
EC Number	201-427-7;
PubChem CID	6713;
UNII	9FW580K11J;
CompTox Dashboard (EPA)	DTXSID8058877 ;
	InChI InChI=1S/C14H8O5S/c15-13-8-4-1-2-5-9(8)14(16)12-10(13)6-3-7-11(12)20(17,18)19/h1-7H,(H,17,18,19) Key: JAJIPIAHCFBEPI-UHFFFAOYSA-N;
	SMILES C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=CC=C3)S(=O)(=O)O;
Properties
Chemical formula	C14H8O5S
Molar mass	288.27 g·mol−1
Appearance	yellow solid
Melting point	475–480 °C (887–896 °F; 748–753 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Anthraquinone-1-sulfonic acid is an organic compound with the formula C₁₄H₇O₂SO₃H. It is one of two of monosulfonated anthraquinone isomers. The compound is prepared by mercury-catalyzed reaction of anthraquinone with oleum.^[1] It undergoes chlorination (the Fischer reaction) to give 1-chloroanthraquinone.^[2] Its potassium salt is called "Diament salt".

It is a precursor to several dyes.^[3]

Analysis

The pervasive use of sulfonated dyes has led to the development of analytical methods.^[4]

^ W. J. Scott, C. F. H. Allen (1938). "Potassium Anethraquinone-α-sulfonate". Organic Syntheses. 18: 72. doi:10.15227/orgsyn.018.0072.
^ 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.
^ Holčapek, Michal; Jandera, Pavel; Přikryl, Josef (1999). "Analysis of sulphonated dyes and intermediates by electrospray mass spectrometry". Dyes and Pigments. 43 (2): 127–137. doi:10.1016/s0143-7208(99)00051-0.