| Identification | More | [Name]
3-FURANMETHANOL | [CAS]
4412-91-3 | [Synonyms]
3-FURANMETHANOL
3-FURYL ALCOHOL
3-FURYLMETHANOL
3-HYDROXYMETHYLFURAN
FURAN-3-METHANOL
RARECHEM AL BD 0196
TIMTEC-BB SBB004374
3-FURANMETHANOL 98+%
3-Furanemethanol
(Fur-3-yl)methanol
3-Furanmethanol, GC 99%
3-Furanylmethanol | [EINECS(EC#)]
224-570-7 | [Molecular Formula]
C5H6O2 | [MDL Number]
MFCD00005352 | [Molecular Weight]
98.1 | [MOL File]
4412-91-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [Boiling point ]
79-80 °C17 mm Hg(lit.) | [density ]
1.139 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.484(lit.)
| [Fp ]
101 °F
| [storage temp. ]
Flammables area | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
14.49±0.10(Predicted) | [color ]
Clear colorless to slightly yellow | [BRN ]
106456 | [InChI]
InChI=1S/C5H6O2/c6-3-5-1-2-7-4-5/h1-2,4,6H,3H2 | [InChIKey]
STJIISDMSMJQQK-UHFFFAOYSA-N | [SMILES]
O1C=CC(CO)=C1 | [LogP]
0.300 | [CAS DataBase Reference]
4412-91-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,F | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
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 .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 1987 3/PG 3
| [WGK Germany ]
3
| [HazardClass ]
3.2 | [PackingGroup ]
III | [HS Code ]
29321900 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to light yellow liqui | [Uses]
3-Furanmethanol can be used in methods to support gastrointestinal homeostasis. | [General Description]
Furan-3-methanol on oxidation with pyridinium chlorochromate yields furan-3-carboxaldehyde. | [Synthesis]
General procedure for the synthesis of 3-furanmethanol from ethyl 3-furancarboxylate: To a solution of ethyl 3-furancarboxylate (7) (4.00 g, 28.5 mmol) in anhydrous ethyl ether (Et2O, 140 mL) was added lithium aluminum hydroxide (LiAlH4, 1.62 g, 42.8 mmol) batchwise at 0 °C. The reaction mixture was stirred at room temperature for 45 min. Subsequently, the reaction was quenched by sequential addition of water (H2O, 2 mL), 1 M sodium hydroxide (NaOH, 2 mL) and water (H2O, 6 mL) at 0 °C. The resulting white precipitate was removed by filtration and the solvent was removed by distillation under reduced pressure to give 3-furan methanol (8) (2.60 g, 93%) as a pale yellow oil. Thin layer chromatography (TLC) Rf value was 0.2 (unfolding agent: hexane/ethyl acetate, 4:1).1H NMR (CDCl3) δ: 7.42-7.41 (m, 1H, H2), 7.40-7.39 (m, 1H, H5), 6.44-6.42 (m, 1H, H4), 4.55 (s, 2H, CH2), 1.81 (br s. 1H, OH).13C NMR (CDCl3) δ: 143.3 (C5), 139.9 (C2), 125.1 (C3), 109.9 (C4), 56.1 (CH2). High Resolution Mass Spectrometry (HRMS-EI): m/z [M]+ calculated value for C5H6O2: 98.0368, measured value: 98.0371. | [References]
[1] Bulletin of the Chemical Society of Japan, 1983, vol. 56, # 9, p. 2661 - 2679
[2] European Journal of Medicinal Chemistry, 2015, vol. 94, p. 113 - 122
[3] Tetrahedron Letters, 1982, vol. 23, # 31, p. 3115 - 3118
[4] Tetrahedron Asymmetry, 2014, vol. 25, # 8, p. 677 - 689
[5] Journal of Medicinal Chemistry, 1998, vol. 41, # 4, p. 602 - 617 |
|
|