N , N -dimethylaniline
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | N , N -dimethylaniline | ||||||||||||||||||
other names |
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Molecular formula | C 8 H 11 N | ||||||||||||||||||
Brief description |
colorless to yellowish liquid with an amine-like odor |
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properties | |||||||||||||||||||
Molar mass | 121.18 g mol −1 | ||||||||||||||||||
Physical state |
liquid |
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density |
0.96 g cm −3 |
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Melting point |
2 ° C |
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boiling point |
194 ° C |
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Vapor pressure |
49.6 h Pa (100 ° C) |
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solubility |
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Refractive index |
1.5583 (20 ° C) |
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safety instructions | |||||||||||||||||||
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MAK |
DFG / Switzerland: 5 ml m −3 or 25 mg m −3 |
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
N , N -dimethylaniline is a mostly yellowish oily liquid with a characteristic odor, which quickly turns dark in air. The compound is basic and forms salts with acids.
Manufacturing
N , N -dimethylaniline can be achieved by methylation of aniline with methanol under acid catalysis to produce:
Instead of using two equivalents of methanol, one equivalent of dimethyl ether can also be used.
use
In the chemical industry, N , N -dimethylaniline is primarily used as a starting material for the synthesis of dyes such as methyl orange and synthesis intermediates. DMA is also used as a reducing component in connection with organic peroxides (often also referred to as accelerators or activators) for the polymerization / curing of unsaturated polyesters (UP resins). A typical application for such products are e.g. B. fillers (repair fillers ) for car bodies or natural stones ( marble ).
Toxicity
N , N -dimethylaniline is a toxic compound, can also be absorbed through the skin and is suspected of causing cancer . Vapors of N , N -dimethylaniline should not be inhaled. The first signs of poisoning by oral intake are often dizziness, vomiting and impaired cognition.
Individual evidence
- ↑ a b entry on N, N-dimethylaniline. In: Römpp Online . Georg Thieme Verlag, accessed on September 29, 2014.
- ↑ a b c d e f g h Entry on N, N-dimethylaniline in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
- ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-192.
- ↑ Entry on N, N-dimethylaniline 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 .
- ↑ Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 121-69-7 or N, N-dimethylaniline ), accessed on November 2, 2015.