1-naphthylamine
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | 1-naphthylamine | |||||||||||||||
other names |
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Molecular formula | C 10 H 9 N | |||||||||||||||
Brief description |
light brown solid with an amine-like odor |
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properties | ||||||||||||||||
Molar mass | 143.19 g mol −1 | |||||||||||||||
Physical state |
firmly |
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density |
1.17 g cm −3 |
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Melting point |
50 ° C |
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boiling point |
300 ° C |
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solubility |
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safety instructions | ||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
1-naphthylamine is a derivative of naphthalene . It belongs to the group of aromatic amino compounds . In addition to 1-naphthylamine, there is also the isomer 2-naphthylamine , which harbors considerable health risks.
Extraction and presentation
Historical
Nikolay Zinin received 1-naphthylamine (he Naphtalidam called) from 1-nitronaphthalene by reduction with ammonium sulfide .
Technically
It is obtained on an industrial scale by nitrating naphthalene with nitrating acid ( nitric acid with sulfuric acid ) to give 1-nitronaphthalene in a discontinuous stirred tank. After separation, the nitronaphthalene is reduced to 1-naphthylamine with iron .
use
1-Naphthylamine is used for the synthesis of azo dyes and herbicides, aminonaphthalene sulfonic acids, -naphthol and N- phenyl-1-naphthylamine (an antioxidant for rubber). It is also used to detect nitrite with Lunge's reagent .
Individual evidence
- ↑ a b c d e f g Entry on 1-naphthylamine in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
- ↑ a b Toxicological assessment of α-naphthylamine (PDF) at the professional association for raw materials and chemical industry (BG RCI), accessed on August 22, 2012.
- ↑ Entry on 1-naphthylamine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
- ↑ N. Zinin: Description of some organic bases. In: Journal for practical chemistry . 1842, 27, pp. 140–153 ( limited preview in Google book search).
literature
- WH Perkin, J. Chem. Soc. 1896 , 69 , 1241.