Naphthalene-1-sulfonic acid

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Naphthalene-1-sulfonic acid
1-naphthalenesulfonic acid.svg
Names
Preferred IUPAC name
Naphthalene-1-sulfonic acid
Other names
1-naphthalenesulfonic acid
Identifiers
3D model (JSmol)
2099069
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.464 Edit this at Wikidata
EC Number
  • 246-676-2
366290
KEGG
UNII
  • InChI=1S/C10H8O3S/c11-14(12,13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,11,12,13)
    Key: PSZYNBSKGUBXEH-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)C=CC=C2S(=O)(=O)O
Properties
C10H8O3S
Molar mass 208.23 g·mol−1
Appearance white solid
Melting point 139–140 °C (282–284 °F; 412–413 K)
good
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H302, H314, H351, H411
P201, P202, P260, P264, P270, P273, P280, P281, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P321, P330, P363, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Naphthalene-1-sulfonic acid is an organic compound with the formula C10H7SO3H. A colorless, water-soluble solid, it is often available as the dihydrate C10H7SO3H.2H2O. It is one of two monosulfonic acids of naphthalene, the other being the more stable naphthalene-2-sulfonic acid. The compound is mainly used in the production of dyes.[1]

Naphthalene-1-sulfonic acid undergoes many reactions, some of which are or were of commercial interest. Upon heating with dilute aqueous acid, it reverts to naphthalene. Fusion with sodium hydroxide followed by acidification gives 1-naphthol. Further sulfonation gives 1,5-naphthalene-disulfonic acid. Reduction with triphenylphosphine gives 1-naphthalenethiol.

References[edit]

  1. ^ Gerald Booth (2005). "Naphthalene Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_009. ISBN 3527306730.{{cite encyclopedia}}: CS1 maint: uses authors parameter (link)