| Identification | Back Directory | [Name]
1,1'-(bromomethylene)bis(4-fluorobenzene) | [CAS]
345-90-4 | [Synonyms]
bromobis(4-fluorophenyl)methane
Bis-(4-fluorophenyl)bromomethane
4,4'-DIFLUORO-DIPHENYL-BROMOMETHANE
1,1'-(bromomethylene)bis(4-fluorobenzene)
Benzene,1,1'-(bromomethylene)bis[4-fluoro-
1-[bromo-(4-fluorophenyl)methyl]-4-fluorobenzene
1-[bromo-(4-fluorophenyl)methyl]-4-fluoro-benzene | [EINECS(EC#)]
206-465-8 | [Molecular Formula]
C13H9BrF2 | [MOL File]
345-90-4.mol | [Molecular Weight]
283.111 |
| Chemical Properties | Back Directory | [Boiling point ]
302.4±32.0 °C(Predicted) | [density ]
1.480±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
Acetonitrile (Slightly), Chloroform (Slightly) | [form ]
Oil | [color ]
Colourless to Beige |
| Hazard Information | Back Directory | [Uses]
4,4''-Difluorobenzhydryl Bromide can be prepared as MAGL inhibitors | [Synthesis]
II. General procedure for the synthesis of bis-(4-fluorophenyl)bromomethane: In a sealed tube, 4,4'-difluorodiphenylmethanol (700 mg) was dissolved in 33% hydrobromic acid solution in acetic acid (6 mL) and stirred at room temperature for 1.75 h. The reaction was then heated to 100 °C for 3 h. The reaction was quenched with saturated aqueous sodium bicarbonate. After completion of the reaction, the reaction was cooled to room temperature and quenched with saturated aqueous sodium bicarbonate solution. The reaction mixture was extracted with ether, the organic layer was separated, dried over anhydrous sodium sulfate and filtered. The solvent was removed by concentration under reduced pressure and the residue was purified by rapid chromatography on a short silica gel column, using a 1:3 mixture of ethyl acetate/hexane as eluent, to afford the light yellow oily target product bis-(4-fluorophenyl)bromomethane (690 mg, 76% yield). | [References]
[1] Organic Letters, 2017, vol. 19, # 8, p. 2054 - 2057
[2] Journal of the American Chemical Society, 2010, vol. 132, # 27, p. 9286 - 9288
[3] Patent: WO2008/79371, 2008, A1. Location in patent: Page/Page column 99-100
[4] Organic Letters, 2011, vol. 13, # 1, p. 98 - 101
[5] Pharmazie, Beih. 2 <1947> 99, 147, |
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