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Tobias acid

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Tobias acid
Names
Preferred IUPAC name 2-Aminonaphthalene-1-sulfonic acid
Other names 2-Naphthylamine-1-sulfonic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.211 Edit this at Wikidata
EC Number
  • 201-331-5
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H9NO3S/c11-9-6-5-7-3-1-2-4-8(7)10(9)15(12,13)14/h1-6H,11H2,(H,12,13,14)Key: GWIAAIUASRVOIA-UHFFFAOYSA-N
SMILES
  • C1=CC=C2C(=C1)C=CC(=C2S(=O)(=O)O)N
Properties
Chemical formula C10H9NO3S
Molar mass 223.25 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Tobias acid (2-amino-1-naphthalenesulfonic acid) is an organic compound with the formula C10H6(SO3H)(NH2). It is named after the German chemist Georg Tobias. It is one of several aminonaphthalenesulfonic acids, which are derivatives of naphthalene containing both amine and sulfonic acid functional groups. It is a white solid, although commercial samples can appear otherwise. It is used in the synthesis of azo dyes such as C.I. Acid Yellow 19 and C.I. Pigment Red 49. It is prepared via the Bucherer reaction of 2-hydroxynaphthalene-1-sulfonic acid with ammonia and ammonium sulfite.

References

  1. Tobias, Georg (January 1890). "Zur Anwendung der Sandmeyer' schen Reaction auf Diazosulfosäuren und über die Zersetzung dieser Verbindungen bei Gegenwart von Kupfer oder Kupferoxydul" [On the application of Sandmeyer's reaction to diazosulfonic acids and the decomposition of these compounds in the presence of copper or copper oxide]. Berichte der Deutschen Chemischen Gesellschaft (in German). 23 (1): 1628–1634. doi:10.1002/cber.189002301270.
  2. CID 6670 from PubChem
  3. Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a17_009.

External links


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