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Phenacyl bromide

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(Redirected from 2-bromoacetophenone)
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
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.659 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2Key: LIGACIXOYTUXAW-UHFFFAOYSA-N
  • InChI=1/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2Key: LIGACIXOYTUXAW-UHFFFAOYAV
SMILES
  • O=C(c1ccccc1)CBr
Properties
Chemical formula C8H7BrO
Molar mass 199.047 g·mol
Appearance Colorless solid
Melting point 50 °C (122 °F; 323 K)
Boiling point 136 °C (277 °F; 409 K) 18 mm Hg
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Toxic(T)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

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:

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

The compound was first reported in 1871.

References

  1. ^ Phenacyl Bromide, TCI America
  2. R. M. Cowper and L. H. Davidson. "Phenacyl bromide". Organic Syntheses; Collected Volumes, vol. 2, p. 480.
  3. A. Emmerling and C. Engler (1871). "Ueber einige Abkömmlinge des Acetophenons". Ber. 4 (1): 147–149. doi:10.1002/cber.18710040149.

External links

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