2-Phenylethyl bromide

2-Phenylethyl bromide
Names
	Preferred IUPAC name (2-Bromoethyl)benzene
	Other names Phenethyl bromide
Identifiers
CAS Number	103-63-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	7383 ;
ECHA InfoCard	100.002.846
PubChem CID	7666;
UNII	96O442668X ;
CompTox Dashboard (EPA)	DTXSID1033876 ;
	InChI InChI=1S/C8H9Br/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2 Key: WMPPDTMATNBGJN-UHFFFAOYSA-N ; InChI=1/C8H9Br/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2 Key: WMPPDTMATNBGJN-UHFFFAOYAQ;
	SMILES BrCCc1ccccc1;
Properties
Chemical formula	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)
Solubility in water	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). verify (what is ?) Infobox references

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]

Upon reaction with hydrazine, phenelzine is produced.

References

↑ 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.

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[Ullmann-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. ISBN 978-3527306732.

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