Naphthalenedisulfonic acid

Naphthalenedisulfonic acid refers to organic compounds with the formula C10H6(SO3H)2. They are derivatives of naphthalene. Twelve isomers are possible, but only a few have been examined in some depth, often as precursors to azo dyes or to various drugs.[1] They are colorless solids with high solubility in water. Some derivatives are prepared by sulfonation of naphthalene or its monosulfonic acids. A few are produced by indirect routes.

Hydroxynaphthalenesulfonic acids
name Registry number m.p., °C prep Precursor to
1,3-Naphthalenedisulfonic acid 6094-26-4 250 deamination 2-aminonaphthalene-6,8-disulfonic acid obscure
1,5-Naphthalenedisulfonic acid, Armstrong acid 81-04-9 240-245 sulfonation of naphthalene with oleum (together with 1,6-isomer) 1-hydroxynaphthalene-5-sulfonic acid, 1,5-dihydroxynaphthalene, 1,3,5-naphthalenetrisulfonic acid
1,6-Naphthalenedisulfonic acid 525-37-1 125 sulfonation of naphthalene with oleum (together with 1,5-isomer) 1,6-dihydroxynaphthalene, 1,3,6-naphthalenetrisulfonic acid
1,7-Naphthalenedisulfonic acid 5724-16-3 ? low T sulfonation of naphthalene-2-sulfonic acid in low yields obscure
2,6-Naphthalenedisulfonic acid 581-75-9 ? high T sulfonation of naphthalene 2-hydroxynaphthalene-6-sulfonic acid and 2,6-dihydroxynaphthalene
2,7-Naphthalenedisulfonic acid 92-41-12 ? high T sulfonation of naphthalene 2-hydroxynaphthalene-7-sulfonic acid, 2,7-dihydroxynaphthalene

In addition to these compounds, several naphthalenetrisulfonic acids are known as well as several hydroxy derivatives.

References

  1. ^ Booth, Gerald (2000). "Naphthalene Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a17_009. ISBN 978-3-527-30385-4.
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