Naphthionic acid

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search
Naphthionic acid
File:Naphthionic acid.svg
Names
Preferred IUPAC name
4-Aminonaphthalene-1-sulfonic acid
Other names
Piria's acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number
  • 201-567-9
E number Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
UNII
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • 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
C10H9NO3S
Molar mass 223.24
Appearance white solid
Density 1.6703 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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

[edit | edit source]
  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. Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value)..