Sulfanilic acid

Sulfanilic acid
Skeletal formula of sulfanilic acid
Ball-and-stick model of the sulfanilic acid zwittrion
Names
Preferred IUPAC name
4-Aminobenzene-1-sulfonic acid[1]
Other names
4-Aminobenzenesulfonic acid
p-Aminobenzenesulfonic acid
Sulfanilic acid (not retained[1])
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.075 Edit this at Wikidata
EC Number
  • 204-482-5
101735
KEGG
UNII
UN number 2585
  • InChI=1S/C6H7NO3S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H,8,9,10)
    Key: HVBSAKJJOYLTQU-UHFFFAOYSA-N
  • InChI=1/C6H7NO3S/c7-5-
    1-3-6(4-2-5)11(8,9)10/h1-4H,
    7H2,(H,8,9,10)/f/h8H
  • OS(=O)(=O)c1ccc(N)cc1
Properties
C6H7NO3S
Molar mass 173.19
Density 1.485
Melting point 288 °C (550 °F; 561 K)
12.51 g/L
Acidity (pKa) 3.23 (H2O)[2]
Hazards
GHS labelling:[3]
GHS07: Exclamation mark
Warning
H315, H317, H319
P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, P501
Related compounds
Related sulfonic acids
 Benzenesulfonic acid
p-Toluenesulfonic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Sulfanilic acid (4-aminobenzenesulfonic acid) is an organic compound with the formula H3NC6H4SO3. It is an off-white solid. It is a zwitterion, which explains its high melting point. It is a common building block in organic chemistry.[4]

  1. ^ a b Favre, Henri A.; Powell, Warren H., eds. (2014). Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: Royal Society of Chemistry. p. 789. doi:10.1039/9781849733069-FP001. ISBN 9780854041824. OCLC 1077224056. The name 'sulfanilic acid' is not retained.
  2. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5–88. ISBN 978-1498754286.
  3. ^ "Sulfanilic acid". pubchem.ncbi.nlm.nih.gov.
  4. ^ "Sulphanilic acid". A Dictionary of Chemistry. Oxford University Press, 2000. Oxford Reference Online. Oxford University Press.