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Naphthalene-1-sulfonic acid
Organic chemical compound / From Wikipedia, the free encyclopedia
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]
Quick Facts Names, Identifiers ...
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Names | |
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Preferred IUPAC name
Naphthalene-1-sulfonic acid | |
Other names
1-naphthalenesulfonic acid | |
Identifiers | |
3D model (JSmol) |
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2099069 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.001.464 ![]() |
EC Number |
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366290 | |
KEGG | |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C10H8O3S | |
Molar mass | 208.23 g·mol−1 |
Appearance | white solid |
Melting point | 139–140 °C (282–284 °F; 412–413 K) |
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Hazards | |
GHS labelling: | |
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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).
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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.