4,4′-Diamino-2,2′-stilbenedisulfonic acid

4,4′-Diamino-2,2′-stilbenedisulfonic acid is the organic compound with the formula (H2NC6H3SO3H)2C2H2. It is a white, water-soluble solid. Structurally, it is a derivative of trans-stilbene, containing amino and sulfonic acid functional groups on each of the two phenyl rings.

4,4′-Diamino-2,2′-stilbenedisulfonic acid
Names
IUPAC name
4,4′-Diamino-2,2′-stilbenedisulfonic acid
Preferred IUPAC name
2,2′-[(E)-Ethene-1,2-diyl]bis(5-aminobenzene-1-sulfonic acid)
Other names
amsonic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.206 Edit this at Wikidata
UNII
  • InChI=1S/C14H14N2O6S2/c15-11-5-3-9(13(7-11)23(17,18)19)1-2-10-4-6-12(16)8-14(10)24(20,21)22/h1-8H,15-16H2,(H,17,18,19)(H,20,21,22)/b2-1+
    Key: REJHVSOVQBJEBF-OWOJBTEDSA-N
  • c1cc(c(cc1N)S(=O)(=O)O)/C=C/c2ccc(cc2S(=O)(=O)O)N
Properties
C14H14N2O6S2
Molar mass 370.39 g·mol−1
Appearance White solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

The compound is a popular optical brightener for use in laundry detergents.

It is produced by reduction of 4,4′-dinitro-2,2′-stilbenedisulfonic acid with iron powder.[1]

References

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  1. ^ P. F. Vogt, J. J. Gerulis, "Amines, Aromatic" in Ullmann’s Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a02_037