Beta-Nitrostyrene
| β-Nitrostyrene | |
|---|---|
 | |
| IUPAC name 2-Nitrovinylbenzene | |
| Other names β-Nitro-styrene, 2-Nitrovinylbenzene, 1-Nitro-2-phenylethylene, 2-Nitroethenylbenzene, ω-Nitrostyrene, γ-Nitrostyrene, trans-β-nitrostyrene, MFCD00007402 | |
| Identifiers | |
| CAS number | 102-96-5  |
| PubChem | 5284459 |
| ChemSpider | 4447524 |
| EC number | 203-066-0 |
| Jmol-3D images | {{#if:C1=CC=C(C=C1)/C=C/[N+](=O)[O-]|Image 1 |
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| Properties | |
| Molecular formula | C8H7NO2 |
| Molar mass | 149.15 g mol−1 |
| Appearance | Yellow crystalline solid |
| Melting point | 58 °C; 136 °F; 331 K |
| Boiling point | 255 °C; 491 °F; 528 K |
| Hazards | |
| MSDS | MSDS at Sigma Aldrich |
(verify) (what is: / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| Infobox references | |
β-Nitrostyrene is an aromatic compound and a nitroalkene used in the synthesis of indigo dye[1] and the slimicide bromo-nitrostyrene.[2]
Applications
β-Nitrostyrene is a chemical precursor for slimicides and dyes. Specifically bromo-nitrostyrene is obtained upon treatment with bromine followed by partial dehydrohalogenation[2] while 2-nitrobenzaldehyde is obtained by treatment with ozone respectively.[1]
Chemical synthesis
The chemical is produced by either the Knoevenagel condensation of benzaldehyde and nitromethane[3][4] or by direct nitration of styrene using nitric oxide.[5]
See also
References
- ↑ 1.0 1.1 Wright, Elaine and Brühne, Friedrich (2000). "Benzaldehyde". Ullmann's Encyclopedia of Industrial Chemistry: 8. doi:10.1002/14356007.a03_463. Retrieved 13 January 2014.
- ↑ 2.0 2.1 Markofsky, Sheldon B. (2000). "Nitro Compounds, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry: 6. doi:10.1002/14356007.a17_401. Retrieved 13 January 2014.
- ↑ Furniss, Brian; Hannaford, Antony; Smith, Peter; and Tatchell, Austin (1996). Vogel's Textbook of Practical Organic Chemistry 5th Ed.. London: Longman Science & Technical. p. 1035. ISBN 9780582462366.
- ↑ Worrall, David E. (1929). "Nitrostyrene". Org. Synth. 9: 66. Retrieved 13 January 2014.
- ↑ Mukaiyama, T.; Hata E.; and Yamada, T. (1995). "Convenient and Simple Preparation of Nitroolefins Nitration of Olefins with Nitric Oxide". Chemistry Letters 24 (7): 505–506. doi:10.1246/cl.1995.505. Retrieved 5 January 2014.