Title: Piloty's Acid
CAS Registry Number: 599-71-3
CAS Name: N-Hydroxybenzenesulfonamide
Additional Names: benzenesulfohydroxamic acid; N-(phenylsulfonyl)hydroxylamine
Molecular Formula: C6H7NO3S
Molecular Weight: 173.19
Percent Composition: C 41.61%, H 4.07%, N 8.09%, O 27.71%, S 18.51%
Literature References: Decomposes to produce nitroxyl (HNO). Prepn: O. Piloty, Ber. 29, 1559 (1896). Reaction with aldehydes: A. Hassner et al., J. Org. Chem. 35, 1962 (1970). Crystal structure: J. N. Scholz et al., Tetrahedron 45, 7695 (1989). Decompn study: F. T. Bonner, Y. Ko, Inorg. Chem. 31, 2514 (1992).
Properties: mp 126° (Piloty). Also reported as crystals from water, mp 109-110° (Scholz). pKa 9.29. Sol in alcohol, ether, ethyl acetate, acetone, warm water. Slightly sol in toluene, benzene, chloroform.
Melting point: mp 126° (Piloty); mp 109-110°
pKa: pKa 9.29
Use: HNO/NO- donor in biochemical model studies. In the Angeli-Rimini test for aldehydes. |