Isethionic acid

Isethionic acid
Names
	IUPAC name 2-hydroxyethanesulfonic acid
Identifiers
CAS Number	107-36-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:1157 ;
ChemSpider	7578 ;
ECHA InfoCard	100.003.169
KEGG	C05123 ;
PubChem CID	7866;
CompTox Dashboard (EPA)	DTXSID1041427 ;
	InChI InChI=1S/C2H6O4S/c3-1-2-7(4,5)6/h3H,1-2H2,(H,4,5,6) Key: SUMDYPCJJOFFON-UHFFFAOYSA-N ; InChI=1/C2H6O4S/c3-1-2-7(4,5)6/h3H,1-2H2,(H,4,5,6) Key: SUMDYPCJJOFFON-UHFFFAOYAO;
	SMILES O=S(=O)(O)CCO;
Properties
Chemical formula	C2H6O4S
Molar mass	126.13 g/mol
Density	1.63 g/cm3
Melting point	191-194 °C
Boiling point	100 °C (212 °F; 373 K)
	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

Isethionic acid is a short chain alkane sulfonic acid containing hydroxy group, is a water soluble liquid used in the manufacture of mild, biodegradable and high foaming anionic surfactants for skin cleansing.^[1]

The antimicrobials hexamidine and pentamidine are available as diisethonates.^[2]

Synthetic isethionic acid is obtained from the reaction of ethylene oxide with aqueous sodium bisulfite, and is used for the industrial production of taurine.^[3]

Biological importance

Studies made on dog heart slices suggested that heart tissue may be capable of converting taurine to isethionic acid, further experiments demonstrated that this tissue may synthetize taurine from cystine.^[4]

References

^ "Chemical land 21". Isethionic acid. Retrieved September 16, 2005.
^ Wicho, H, ed. (2009). Austria-Codex Stoffliste (in German) (42 ed.). Vienna: Österreichischer Apothekerverlag.
^ Kosswig, Kurt (2000). "Sulfonic Acids, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH. doi:10.1002/14356007.a25_503.
^ W.O Read and J.D.Welty (1961). "Synthesis of Taurine and Isethionic Acid by Dog Heart Slices". The Journal of Biological Chemistry. 237: 1521–1522.

[1] "Chemical land 21". Isethionic acid. Retrieved September 16, 2005.

[2] Wicho, H, ed. (2009). Austria-Codex Stoffliste (in German) (42 ed.). Vienna: Österreichischer Apothekerverlag.

[3] Kosswig, Kurt (2000). "Sulfonic Acids, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH. doi:10.1002/14356007.a25_503.

[4] W.O Read and J.D.Welty (1961). "Synthesis of Taurine and Isethionic Acid by Dog Heart Slices". The Journal of Biological Chemistry. 237: 1521–1522.

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