2-aminonaphthalene-1-sulfonic acid
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | 2-aminonaphthalene-1-sulfonic acid | |||||||||||||||
other names |
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Molecular formula | C 10 H 9 NO 3 S | |||||||||||||||
Brief description |
light brown solid |
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properties | ||||||||||||||||
Molar mass | 223.25 g mol −1 | |||||||||||||||
Physical state |
firmly |
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solubility |
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Toxicological data | ||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
2-aminonaphthalene-1-sulfonic acid is a chemical compound from the group of aminobenzenes and letter acids . It is also called Tobias acid , after the German chemist Georg Tobias . It belongs to the polycyclic aromatic hydrocarbons (PAH) class of substances .
Extraction and presentation
2-aminonaphthalene-1-sulfonic acid can be obtained by sulfonation of beta-naphthol with chlorosulfonic acid in nitrobenzene at 0 ° C, followed by heating the resultant 1-sulfonic acid with ammonium hydrogen and ammonia at 145-150 ° C ( Bucherer reaction ) are obtained. It is also possible to prepare by sulfonation of 2-naphthylamine or by amination of the corresponding hydroxynaphthalenesulfonic acid .
properties
2-aminonaphthalene-1-sulfonic acid is a flammable, difficult to ignite, crystalline, light brown solid that is sparingly soluble in water.
use
2-Aminonaphthalene-1-sulfonic acid is used as an intermediate in the production of other chemical compounds [such as 2- (2-naphthylamino) benzoxazole or dyes].
Individual evidence
- ↑ a b c d e f g Entry on 2-aminonaphthalene-1-sulfonic acid in the GESTIS substance database of the IFA , accessed on November 6, 2018(JavaScript required) .
- ↑ BAuA: Rationale on 2-aminonaphthalene-1-sulfonic acid in TRGS 900 , accessed on November 6, 2018.
- ↑ Alexander Senning: Elsevier's Dictionary of Chemoetymology The Whys and Whences of Chemical Nomenclature and Terminology . Elsevier, 2006, ISBN 978-0-08-048881-3 , pp. 394 ( limited preview in Google Book search).
- ↑ Entry on 2-amino-1-naphthalenesulfonic acid in the Hazardous Substances Data Bank , accessed on November 6, 2018.
- ↑ Beth-Hübner, M., Brandt, B., Rupp, R., Neumann, V., Eickmann, U., Lindner, G., Auras, S., Fröhlich, H.-P., Isringhausen, A. , Kraus, W., Pucknat, D., Pucknat, U., Neumeister, L., Seibel, J., Fauss, J., Brüning, T., Käfferlein, HU, Taeger, D., Weiß, T., Fritz, C., Breuer, D., Giesen, Y., Pflaumbaum, W .: Aromatic Amines A working aid in the determination of occupational diseases . DGUV / IFA, 2018, ISBN 3-86423-225-2 , p. 75 ( limited preview in Google Book search).
- ↑ Data sheet 2-Amino-1-naphthalenesulfonic acid, 98% from Sigma-Aldrich , accessed on November 6, 2018 ( PDF ).
- ↑ Maximilian Zander: Polycyclic aromatic hydrocarbons and fullerenes . Springer-Verlag, 2013, ISBN 978-3-322-96707-7 , p. 195 ( limited preview in Google Book search).