Nitronaphthalenes
| Nitronaphthalenes | ||
| Surname | 1-nitronaphthalene | 2-nitronaphthalene |
| other names | α-nitronaphthalene | β-nitronaphthalene |
| Structural formula |  |
|
| CAS number | 86-57-7 | 581-89-5 |
| PubChem | 6849 | 11392 |
| Molecular formula | C 10 H 7 NO 2 | |
| Molar mass | 173.17 g mol −1 | |
| Physical state | firmly | |
| Brief description | yellow crystals with an aromatic odor |
colorless solid |
| Melting point | 60 ° C | 78.7 ° C |
| boiling point | 304 ° C | 312 ° C |
| solubility | practically insoluble in water (22 mg / l) | |
The nitronaphthalenes are chemical compounds from the group of aromatic nitro compounds . They consist of a naphthalene structure with a nitro group (–NO 2 ) as a substituent . Their different arrangement results in two constitutional isomers with the empirical formula C 10 H 7 NO 2 . They are solids with an aromatic odor.
Occurrence
The nitronaphthalenes occur in low concentrations in diesel engine and industrial exhaust gases, as well as in combustion residues from wood (in the case of incomplete combustion of organic material).
Extraction and presentation
1-Nitronaphthalene is obtained by reacting naphthalene with nitrating acid, whereby 2-nitronaphthalene is also formed as a by-product. In industrial processes, the product ratio is> 95% (1-nitronaphthalene) to <4.5% (2-nitronaphthalene).
use
Nitronaphthalenes are used in the production of naphthylamines , dyes (especially azo dyes ) and pesticides .
safety instructions
Nitronaphthalene dusts can form explosive mixtures with air. There is a suspicion that 1-nitronaphthalene has a carcinogenic potential; In animal experiments, 2-nitronaphthalene is weak, but clearly carcinogenic.
See also
- 1,5-dinitronaphthalene (C 10 H 6 N 2 O 4 , CAS number: 27478-34-8)
- 1,8-dinitronaphthalene (C 10 H 6 N 2 O 4 , CAS number: 605-71-0)
Individual evidence
- ↑ a b c d Entry for CAS no. 86-57-7 in the GESTIS substance database of the IFA , accessed on September 2, 2013(JavaScript required) .
- ↑ a b c d Entry for CAS no. 581-89-5 in the GESTIS substance database of the IFA , accessed on September 2, 2013(JavaScript required) .
- ↑ Analysis of diesel residues by the WHO (PDF; 77 kB).
- ^ 2-Nitronaphthalenes - Health-based calculated occupational cancer risk values. ( Memento of the original from December 7th, 2015 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. (PDF; 147 kB), data sheet of the Health Council of the Netherlands (English), accessed on March 23, 2013.
- ↑ Patent application DE2622313A1 : Process for the production of mononitro aromatics. Published on December 1, 1977 , inventor: K.-W. Thiem, A. Hamers, J. Heinen.
- ^ Laboratory for Environmental Analyzes Bremen: Occupational and Environmental Medical Analyzes ( Memento of the original dated August 29, 2013 in the Internet Archive ) Info: The archive link has been inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. (PDF; 498 kB), accessed on March 29, 2013.
