2999. p-Diazobenzenesulfonic Acid

Nomenclature

CAS number: 305-80-6
4-Sulfobenzenediazonium inner salt; DABS; diazotized sulfanilic acid ; Pauly's reagent; sulfanilic acid diazonium salt.
C6H4N2O3S; mol wt 184.17.
C 39.13%, H 2.19%, N 15.21%, O 26.06%, S 17.41%.

Description and references

Prepn by diazotization of sulfanilic acid: E. Fischer, Ann. 190, 67 (1878); K. B. Whetsel et al., J. Am. Chem. Soc. 78, 3360 (1956); G. Kaupp et al., Chem. Eur. J. 8, 1395 (2002). Crystal structure.: C. Bugg et al., Acta Crystallogr. 17, 767 (1964). Use as denaturant for membrane proteins: R. T. Giaquinta et al., Arch. Biochem. Biophys. 162, 200 (1974); M.-J. Bouchet et al., J. Med. Chem. 30, 2222 (1987); of protein components: S. K. Nishimoto et al., Anal. Biochem. 216, 156 (1994). Determn of bilirubin: J. B. Landis, H. L. Pardue, Clin. Chem. 24, 1690 (1978); P. Fossati et al., ibid. 35, 173 (1989); of phenols: C. Baiocchi et al., Anal. Lett. 15, 1539 (1982); M. C. Quintero et al., Talanta 36, 717 (1989); of halides: M. Pandey et al., Analyst 123, 2319 (1998); S. Gosain et al., J. AOAC Int. 82, 167 (1999).

Chemical structure

Properties

Solid. Explodes upon heating to mp 104°; shock sensitive (hammer and anvil test). Insol in water.

Use

Reagent for determination of phenols, bilirubin, halides and amines. Irreversible probe in membrane protein studies.