| Identification | More | [Name]
2-Bromo-2'-fluoroacetophenone | [CAS]
655-15-2 | [Synonyms]
2-BROMO-2'-FLUOROACETOPHENONE
2-FLUOROPHENACYL BROMIDE
BUTTPARK 35\01-51
2-BROMO-2'-DIFLUOROACETOPHENONE
Ethanone, 2-bromo-1-(2-fluorophenyl)-(9CI)
2-Fluorophenacylbromide98%
2-Bromo-1-(2-fluoro-phenyl)-ethanone | [Molecular Formula]
C8H6BrFO | [MDL Number]
MFCD00278796 | [Molecular Weight]
217.04 | [MOL File]
655-15-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Liquid | [Melting point ]
25-27 | [Boiling point ]
83-85 | [density ]
1.574 g/mL at 25 °C | [refractive index ]
n20/D1.563 | [Fp ]
>110 °C | [storage temp. ]
Keep Cold | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Sensitive ]
Lachrymatory | [Stability:]
Unstable in DMSO | [CAS DataBase Reference]
655-15-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3261 8 / PGIII | [WGK Germany ]
3 | [Hazard Note ]
Corrosive/Lachrymatory/Keep Cold | [HazardClass ]
8 | [HazardClass ]
LACHRYMATOR, CORROSIVE | [PackingGroup ]
III | [HS Code ]
2914790090 |
| Hazard Information | Back Directory | [Chemical Properties]
Liquid | [Uses]
A new class of acetophenone-based cinchona alkaloid-derived quaternary ammonium salts were prepared and evaluated as phase-transfer catalysts in the enantioselective alkylation of glycine imine ester. | [Synthesis]
General procedure for the synthesis of 2-bromo-2'-fluoroacetophenone from o-fluoroacetophenone: bromine (5.8 mL) was added slowly and dropwise to a solution of 1-(2-fluorophenyl)ethanone (15.1 g) in acetic acid (150 mL). The reaction mixture was stirred at room temperature for 2 h. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The organic phase was washed sequentially with saturated aqueous sodium bicarbonate, water and saturated brine and dried over anhydrous magnesium sulfate. After filtration, the organic phase was concentrated under reduced pressure to afford 2-bromo-2'-fluoroacetophenone (22.91 g, 97% yield) as a light yellow oil. The product was characterized by 1H-NMR (CDCl3): δ 4.53 (2H, d, J = 2.4 Hz), 7.13-7.20 (1H, m), 7.27-7.30 (1H, m), 7.54-7.61 (1H, m), 7.91-7.96 (1H, m). | [References]
[1] Patent: US2009/156642, 2009, A1. Location in patent: Page/Page column 40
[2] Patent: EP2196459, 2010, A1. Location in patent: Page/Page column 78
[3] Tetrahedron Letters, 2012, vol. 53, # 2, p. 191 - 195
[4] Journal of Medicinal Chemistry, 1998, vol. 41, # 20, p. 3763 - 3772
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 15, p. 6572 - 6582 |
|
|