Chemistry:Phenacyl bromide

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Phenacyl bromide
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
2-Bromo-1-phenylethan-1-one
Other names
2-Bromo-1-phenylethanone
2-Bromoacetophenone
α-Bromoacetophenone
Bromomethyl phenyl ketone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
Properties
C8H7BrO
Molar mass 199.047 g·mol−1
Appearance Colorless solid
Melting point 50 °C (122 °F; 323 K)[1]
Boiling point 136 °C (277 °F; 409 K) 18 mm Hg[1]
Hazards
Main hazards Toxic(T)
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
Tracking categories (test):

Phenacyl bromide is the organic compound with the formula C6H5C(O)CH2Br. This colourless solid is a powerful lachrymator as well as a useful precursor to other organic compounds.

It is prepared by bromination of acetophenone:[2]

C6H5C(O)CH3 + Br2 → C6H5C(O)CH2Br + HBr

The compound was first reported in 1871.[3]

References

  1. 1.0 1.1 Phenacyl Bromide, TCI America
  2. R. M. Cowper and L. H. Davidson. "Phenacyl bromide". Organic Syntheses. http://www.orgsyn.org/demo.aspx?prep=CV2P0480. ; Collective Volume, 2, pp. 480 
  3. A. Emmerling and C. Engler (1871). "Ueber einige Abkömmlinge des Acetophenons". Ber. 4 (1): 147–149. doi:10.1002/cber.18710040149. https://zenodo.org/record/1425006. 

External links