| Identification | Back Directory | [Name]
3-Fluorophenethyl alcohol | [CAS]
52059-53-7 | [Synonyms]
3-Fluorophenylethanol
3-Fluorobenzeneethanol
2-(3-FLUOROPHENYL)ETHANOL
2-(M-FLUOROPHENYL)ETHANOL
3-FLUOROPHENETHYL ALCOHOL
3-Fluorophenethylealcohol
2-(3-Fluorophenyl)ethan-1-ol
3-FLUOROPHENETHYL ALCOHOL 99%
3-Fluorophenethyl alcohol,99%
3-Fluorophenethyl alcohol ,98%
2-(3-Fluorophenyl)ethylalcohol
2-(3-Fluorophenyl)ethyl Alcohol
3-Fluorophenethyl Alcohol | [Molecular Formula]
C8H9FO | [MDL Number]
MFCD00045998 | [MOL File]
52059-53-7.mol | [Molecular Weight]
140.15 |
| Chemical Properties | Back Directory | [Appearance]
clear colorless liquid | [Boiling point ]
90 °C3 mm Hg(lit.)
| [density ]
1.125 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.509(lit.)
| [Fp ]
225 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Liquid | [pka]
14.76±0.10(Predicted) | [color ]
Clear colorless | [InChI]
1S/C8H9FO/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6,10H,4-5H2 | [InChIKey]
MZNBGEKFZCWVES-UHFFFAOYSA-N | [SMILES]
OCCc1cccc(F)c1 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless liquid | [Uses]
3-Fluorophenethyl alcohol is a fluorinated β-phenethyl alcohol. Regioselective synthesis of 3-fluorophenethyl alcohol via regioselective hydroboration has been reported. | [General Description]
3-Fluorophenethyl alcohol is a fluorinated β-phenethyl alcohol. Regioselective synthesis of 3-fluorophenethyl alcohol via regioselective hydroboration has been reported. | [Synthesis]
The general procedure for the synthesis of 3-fluorophenylethanol from 3-fluorophenylacetic acid was as follows: to a stirred solution of 3-fluorophenylacetic acid (5.0 g, 32.0 mmol) in ether (100 ml) was slowly added dropwise an ether solution of lithium aluminum hydroxide (32.4 ml, 1 M, 32.4 mmol) at -10 °C. The reaction mixture was gradually warmed to 25°C and stirred continuously for 1 hour. Subsequently, the reaction mixture was cooled again to -10°C and the reaction was quenched by sequential addition of methanol (20 ml) and 4M sodium hydroxide solution (20 ml). The resulting slurry was filtered and the filtrate was concentrated by evaporation under vacuum. The crude product was purified by silica gel column chromatography using CH2Cl2/MeOH/NH3 (80:8:1) as eluent to give 3-fluorophenylethanol (3.80 g, 84% yield) finally. The product was confirmed by NMR hydrogen spectrum (250 MHz, CDCl3): δ 2.87 (3H, t, J = 6.5 Hz, CH2), 3.87 (3H, t, J = 6.5 Hz, CH2), 6.89-7.02 (3H, m, Ar-H), 7.23-7.33 (1H, m, Ar-H). | [References]
[1] Journal of Organic Chemistry, 2005, vol. 70, # 14, p. 5528 - 5535
[2] Tetrahedron Asymmetry, 2001, vol. 12, # 4, p. 585 - 596
[3] Patent: US5889008, 1999, A
[4] Helvetica Chimica Acta, 1973, vol. 56, p. 2460 - 2479
[5] Journal of the American Chemical Society, 1978, vol. 100, p. 228 - 246 |
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