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]

Quick facts Names, Identifiers ...

2-Phenylethyl bromide

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

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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]