Piloty's acid

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Piloty's acid
Piloty's Acid.svg
Names
Preferred IUPAC name
N-Hydroxybenzenesulfonamide
Other names
benzenesulfohydroxamic acid
Identifiers
ChEMBL
ChemSpider
ECHA InfoCard 100.009.068 Edit this at Wikidata
EC Number
  • 209-973-8
UNII
  • InChI=1S/C6H7NO3S/c8-7-11(9,10)6-4-2-1-3-5-6/h1-5,7-8H
    Key: BRMDATNYMUMZLN-UHFFFAOYSA-N
Properties
C6H7NO3S
Molar mass 173.19 g·mol−1
Appearance white solid
Melting point 186 °C (367 °F; 459 K)
Acidity (pKa) 9.29[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Piloty's acid is an organic compound with the formula C6H5SO2N(H)OH. A white solid, it is the benzenesulfonyl derivative of hydroxylamine. It is one of the main reagents used to generate nitroxyl (HNO), a highly reactive species that is implicated in a some chemical and biochemical reactions.[2]

See also[edit]

References[edit]

  1. ^ Lester Packer (1999). Nitric Oxide: Biological and antioxidant activities. Gulf Professional Publishing. p. 286. ISBN 978-0-12-182202-6.
  2. ^ Hughes, Martin N.; Cammack, Richard (1999). "Synthesis, chemistry, and Applications of Nitroxyl Ion Releasers Sodium Trioxodinitrate or Angeli's Salt and Piloty's Acid". Methods in Enzymology (Nitric Oxide, Part C: Biological and Antioxidant Activities). 301: 279–287. doi:10.1016/S0076-6879(99)01092-7. PMID 9919577.