Phenacyl bromide

Phenacyl bromide
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	70-11-1^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:51846^Y
ChEMBL	ChEMBL102953^Y
ChemSpider	6023^Y
ECHA InfoCard	100.000.659
PubChem CID	6259
UNII	754Y0U325I^Y
CompTox Dashboard (EPA)	DTXSID2049426
InChI InChI=1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2^Y Key: LIGACIXOYTUXAW-UHFFFAOYSA-N^Y InChI=1/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2 Key: LIGACIXOYTUXAW-UHFFFAOYAV
SMILES O=C(c1ccccc1)CBr
Properties
Chemical formula	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
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 [77 °F], 100 kPa). Y verify (what is ^YN ?) 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:^[2]

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

The compound was first reported in 1871.^[3]

References

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

External links

Media related to Phenacyl bromide at Wikimedia Commons

Blood agents

Blister agents

Arsenicals	Ethyldichloroarsine (ED) Methyldichloroarsine (MD) Phenyldichloroarsine (PD) Lewisite (L) Lewisite 2 (L2) Lewisite 3 (L3)
Sulfur mustards	Levinstein mustard (EA-229) T Q CEES
Nitrogen mustards	HN1 HN2 HN3 TL-301
Nettle agents	Phosgene oxime (CX)
Other	KB-16 Dibutylchloromethyltin chloride Selenium oxychloride

Nerve agents

G-agents	Tabun (GA) Sarin (GB) Chlorosarin (ClGB) Thiosarin (SGB) Soman (GD) Chlorosoman (ClGD) Ethylsarin (GE) GH Cyclosarin (GF) GP Fluorotabun EA-1356 EA-4352 Crotylsarin
V-agents	EA-2192 EA-3148 VE VG VM VP VR VS VX EA-1763 Chinese VX V-sub x (GD-7)
GV agents	GV (EA-5365)
Novichok agents	A-208 A-232 A-234 A-242 A-262 C01-A035 C01-A039 C01-A042
Carbamates	Dimethylcarbamoyl fluoride EA-3887 EA-3887A EA-3966 EA-3990 EA-4056 T-1123 T-1152 T-1194 Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) TL-599 TL-1238 TL-1299 TL-1317 Miotine (AR-28/T-1843) 3152 CT 4-686-293-01 (Agent 1-10)
Other	Diisopropyl fluorophosphate Dicyclohexyl phosphorofluoridate EA-2012 EA-2054 EA-2098 EA-2613 2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate Neopentylene fluorophosphate Selenophos Phospholine R-16661 Ro 3-0422 Methanesulfonyl fluoride Dimefox (TL-792) MSPI
Precursors	Acetonitrile AT ATO AlP A.P.C. complex Chlorosarin Chlorosoman Cyclohexanol 1,8-Dibromooctane N,N-Diisopropylaminoethanol (KB) EA-1250 DIHP ZS DEHP EA-1224 Dimethylamidophosphoric dichloride Dimethylamidophosphoric dicyanide DMHP Ethylphosphonoselenoic dichloride Formaldoxime Nital 4-Hydroxycoumarin Isopropyl alcohol (TB) Methyldichlorophosphine (SW) Methylphosphonyl difluoride (difluoro) (DF) Methylphosphonyl dichloride (dichloro) Nitromethane OPA mixture Phosphoryl chloride Phosphorus pentachloride Phosphorus trichloride (TH) Pinacolone Pinacolyl alcohol Phenacyl chloride QL 2,4,5-Trichlorophenol 3,3,5-Trimethylcyclohexanol Triethyl phosphite Trimethyl phosphite TC TG