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552331-15-4

552331-15-4 Structure

552331-15-4 Structure
IdentificationBack Directory
[Name]

1-(5-Bromo-2-fluorophenyl)ethanol
[CAS]

552331-15-4
[Synonyms]

1-(5-Bromo-2-fluorophenyl)
1-(5-BroMo-2-fluorophenyl)ethano
1-(5-Bromo-2-fluorophenyl)ethanol
1-(5-broMo-2-fluorophenyl)ethan-1-ol
5-Bromo-2-fluoro-a-methylbenzenemethanol
Benzenemethanol, 5-bromo-2-fluoro-α-methyl-
5-Bromo-2-fluoro-alpha-methylbenzenemethanol
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C8H8BrFO
[MDL Number]

MFCD12406116
[MOL File]

552331-15-4.mol
[Molecular Weight]

219.05
Chemical PropertiesBack Directory
[Boiling point ]

254.0±25.0 °C(Predicted)
[density ]

1.554±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

13.87±0.20(Predicted)
[Appearance]

Light brown to brown Liquid
[InChI]

InChI=1S/C8H8BrFO/c1-5(11)7-4-6(9)2-3-8(7)10/h2-5,11H,1H3
[InChIKey]

QWIJUQVYIYCHMK-UHFFFAOYSA-N
[SMILES]

CC(C1=CC(Br)=CC=C1F)O
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

1-(5-Bromo-2-fluorophenyl)ethanol(552331-15-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methylmagnesium Bromide

75-16-1

5-Bromo-2-fluorobenzaldehyde

93777-26-5

1-(5-Bromo-2-fluorophenyl)ethanol

552331-15-4

1. 1.4 M methylmagnesium bromide (THF/toluene solution) (36.9 mL) was added slowly and dropwise to a solution of 5-bromo-2-fluorobenzaldehyde (10.0 g, 49.26 mmol) in anhydrous ethyl ether (60 mL) at 0 °C. 2. The reaction mixture was stirred at 0 °C for 30 min. 3. Upon completion of the reaction, the reaction was quenched sequentially with water (50 mL) and 1 N HCl (10 mL). The reaction was quenched with water (50 mL) and 1N HCl (10 mL). 4. The organic phase was separated and dried over anhydrous magnesium sulfate. 5. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure to afford 1-(5-bromo-2-fluorophenyl)ethanol (10.8 g, 100% yield). 6. The product was confirmed by mass spectrometry (ESI) at m/z 218 [M + 1]+, 220 [M + 2]+ .

[References]

[1] Patent: US2008/242694, 2008, A1. Location in patent: Page/Page column 41
[2] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 20, p. 6832 - 6846
[3] Patent: WO2009/11880, 2009, A2. Location in patent: Page/Page column 95
[4] Patent: WO2006/44860, 2006, A2. Location in patent: Page/Page column 23
[5] Patent: US2006/142307, 2006, A1. Location in patent: Page/Page column 24
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