2-Phenylethyl bromide is an organobromide with the formula C6H5CH2CH2Br. It is a colorless liquid, although older samples appear yellow. Analogous to the preparation of most 1-bromoalkanes, it is prepared by free-radical addition of hydrogen bromide to styrene. These conditions lead to anti-Markovnikov addition, giving the 1-bromo derivatives.[1]
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| Names | |
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| Preferred IUPAC name
(2-Bromoethyl)benzene | |
| Other names
Phenethyl bromide
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.002.846 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C8H9Br | |
| Molar mass | 185.064 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 1.355 g/cm3 |
| Melting point | −56 °C (−69 °F; 217 K) |
| Boiling point | 221 °C (430 °F; 494 K) |
| Insoluble in water | |
| Hazards | |
| Flash point | 89 °C (192 °F; 362 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Upon reaction with hydrazine, phenelzine is produced.
It can be used to produce fentanyl and is on the Special Surveillance List of the DEA.[2]
References
edit- ^ Dagani, M. J.; Barda, H. J.; Benya, T. J.; Sanders, D. C. "Bromine Compounds". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a04_405. ISBN 978-3527306732.
- ^ "Special Surveillance List of Chemicals, Products, Materials and Equipment Used in the Clandestine Production of Controlled Substances or Listed Chemicals". Archived from the original on April 20, 2011. Retrieved May 20, 2011.
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