2-Phenylethyl bromide

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]

2-Phenylethyl bromide
Names
Preferred IUPAC name
(2-Bromoethyl)benzene
Other names
Phenethyl bromide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.846
UNII
  • InChI=1S/C8H9Br/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2 checkY
    Key: WMPPDTMATNBGJN-UHFFFAOYSA-N checkY
  • InChI=1/C8H9Br/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2
    Key: WMPPDTMATNBGJN-UHFFFAOYAQ
  • BrCCc1ccccc1
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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Infobox references

Upon reaction with hydrazine, phenelzine is produced.

References
  1. 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.


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