Naphthionic acid

Naphthionic acid
Names
Preferred IUPAC name
4-Aminonaphthalene-1-sulfonic acid
Other names
Piria's acid
Identifiers
CAS Number
  • 84-86-6 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:38219
ChemSpider
  • 6532
ECHA InfoCard 100.001.425 Edit this at Wikidata
EC Number
  • 201-567-9
PubChem CID
  • 6790
UNII
  • 8ZIK65C5CD checkY
CompTox Dashboard (EPA)
  • DTXSID3058909 Edit this at Wikidata
InChI
  • InChI=1S/C10H9NO3S/c11-9-5-6-10(15(12,13)14)8-4-2-1-3-7(8)9/h1-6H,11H2,(H,12,13,14)
    Key: NRZRRZAVMCAKEP-UHFFFAOYSA-N
  • InChI=1/C10H9NO3S/c11-9-5-6-10(15(12,13)14)8-4-2-1-3-7(8)9/h1-6H,11H2,(H,12,13,14)
    Key: NRZRRZAVMCAKEP-UHFFFAOYAN
  • c1ccc2c(c1)c(ccc2S(=O)(=O)O)N
Properties
Chemical formula
 C10H9NO3S
Molar mass 223.24
Appearance white solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Naphthionic acid is an organic compound with the formula C10H6(SO3H)(NH2). It is one of several aminonaphthalenesulfonic acids, derivatives of naphthalene containing both amine and sulfonic acid functional groups. It is a white solid, although commercial samples can appear gray.[1] It is used in the synthesis of azo dyes such as Rocceline (a. k. a. Solid Red A), during which the amino group of the acid (in the form of a salt) is diazotated and then coupled with, in the case mentioned, β-naphthol. It is prepared by treating 1-aminonaphthalene with sulfuric acid.[2]

References

  1. ^ 4-Amino-1-naphthalenesulfonic acid; MSDS No. 250619; Sigma–Aldrich Chemie GmbH: Steinheim, 29 Dec 2011.
  2. ^ Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a17_009.


  • v
  • t
  • e