2-isopropyl naphthalene
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | 2-isopropyl naphthalene | ||||||||||||||||||
other names |
2- (1-methylethyl) naphthalene |
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Molecular formula | C 13 H 14 | ||||||||||||||||||
Brief description |
yellow liquid |
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properties | |||||||||||||||||||
Molar mass | 170.255 g mol −1 | ||||||||||||||||||
Physical state |
liquid |
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density |
0.975 g cm −3 |
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Melting point |
14 ° C |
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boiling point |
268 ° C |
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solubility |
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safety instructions | |||||||||||||||||||
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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-Isopropylnaphthalene is a naphthalene substituted in the β-position . The systematic name is 2- (1-methylethyl) naphthalene.
Occurrence
2-Isopropylnaphthalene is part of the complex mixture of substances called crude oil .
Extraction and presentation
2-Isopropylnaphthalene can be prepared in the laboratory, for example, by Friedel-Crafts alkylation of naphthalene with propene .
Biological importance
It is broken down in the atmosphere by photolysis or by reaction with hydroxyl radicals present .
safety instructions
It was found in laboratory mice that isopropylnaphthalenes and their photoproducts are lung toxins. Isopropylnaphthalenes, more precisely the mixture of 1-isopropylnaphthalene and 2-isopropylnaphthalene, are on the CoRAP list due to the suspicion of PBT / vPvB , their environmental exposure and their widespread use .
Individual evidence
- ^ RJ Lewis, Sr (Ed.): Hawley's Condensed Chemical Dictionary. 13th edition. John Wiley & Sons, New York 1997, p. 634.
- ↑ a b c d e data sheet 2-Isopropylnaphthalene, 96% from AlfaAesar, accessed on June 14, 2017 ( PDF )(JavaScript required) .
- ↑ Registration dossier on isopropylnaphthalenes (section Water solubility ) at the European Chemicals Agency (ECHA), accessed on December 11, 2018.
- ↑ DR Lide, GWA Milne (Ed.): Handbook of Data on Organic Compounds. Volume I, 3rd edition. CRC Press, Boca Raton, FL. 1994, p. V4 3553.
- ^ RJ Lewis: Sax's Dangerous Properties of Industrial Materials. 9th edition. Volumes 1-3. Van Nostrand Reinhold, New York 1996, p. 1990.
- ^ RE Kirk, DF Othmer: Encyclopedia of Chemical Technology. 4th edition. Volumes 1, John Wiley and Sons, New York 1991, pp. V16 967.
- ↑ Terry F. Bidleman: Atmospheric processes. In: Environmental Science & Technology . 22 (4), 1988, pp. 361-367. doi: 10.1021 / es00169a002 .
- ↑ BJ Zwolinksi, RC Wilhoit: Handbook of vapor pressures and heats of vaporizaton of hydrocarbons and related compounds. (= API44-TRC101 ). Thermodynamics Research Center, College Station, TX 1971, pp. 227-228.
- ^ William M. Meylan, Philip H. Howard: Computer estimation of the Atmospheric gas-phase reaction rate of organic compounds with hydroxyl radicals and ozone. In: Chemosphere . 26 (12), 1993, pp. 2293-2299. doi: 10.1016 / 0045-6535 (93) 90355-9 .
- ↑ Koichi Fukuda, Yasushi Inagaki, Toshiro Maruyama, Harumi Imamura Kojima, Tamao Yoshida: On the photolysis of alkylated naphthalenes in aquatic systems. In: Chemosphere. 17 (4), 1988, pp. 651-659. doi: 10.1016 / 0045-6535 (88) 90245-7 .
- ↑ T. Honda, M. Kiyozumi, S. Kojima: Alkylnaphthalene. XI. Pulmonary toxicity of naphthalene, 2-methylnaphthalene, and isopropylnaphthalenes in mice. In: Chem Pharm Bull . (Tokyo). 38 (11), 1990, pp. 3130-3135. PMID 2085898 .
- ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): Isopropylnaphthalene , accessed on December 11, 2018.