| Identification | More | [Name]
3-FLUORO-4-HYDROXY-5-METHOXYBENZALDEHYDE | [CAS]
79418-78-3 | [Synonyms]
3-FLUORO-4-HYDROXY-5-METHOXYBENZALDEHYDE
5-FLUOROVANILLIN
3-FLUORO-4-HYDROXY-5-METHOXYBENZALDEHYD&
Benzaldehyde, 3-fluoro-4-hydroxy-5-methoxy- | [Molecular Formula]
C8H7FO3 | [MDL Number]
MFCD02683560 | [Molecular Weight]
170.14 | [MOL File]
79418-78-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
114-118 °C (lit.) | [Boiling point ]
114-118℃ | [density ]
1.331±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
6.54±0.23(Predicted) | [color ]
Yelloe to pale brown | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C8H7FO3/c1-12-7-3-5(4-10)2-6(9)8(7)11/h2-4,11H,1H3 | [InChIKey]
OOGOFUKAJDPHDJ-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC(OC)=C(O)C(F)=C1 | [CAS DataBase Reference]
79418-78-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
2913000090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
3-Fluoro-4-hydroxy-5-methoxybenzaldehyde may be used to synthesize 3-(3-fluoro-4-hydroxy-5-methoxyphenyl)-N-phenethylacrylamide and 4-[(4-hydroxy-3-fluoro-5-methoxy-benzylidene)amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one. | [Uses]
3-Fluoro-4-hydroxy-5-methoxybenzaldehyde is a reagent in the synthesis of series of caffeic acid phenethyl amide (CAPA) fluorinated derivatives. | [General Description]
3-Fluoro-4-hydroxy-5-methoxybenzaldehyde is an aryl fluorinated building block. | [Synthesis]
General procedure for the synthesis of 3-fluoro-4-hydroxy-5-methoxybenzaldehyde using 2-fluoro-6-methoxy-4-methylphenol as starting material: substrate 1a (1 mmol), cobalt salt (n1 mol%), and NaOH (n2 equivalents) were dissolved in ethylene glycol (5 mL) and the reaction was stirred for 8 hr at 80°C under oxygen (1 atm) atmosphere. Upon completion of the reaction, hydrochloric acid (10 mL, 2%) and methyl tert-butyl ether (MTBE, 10 mL) were sequentially added to the reaction mixture. The organic layer was separated and the aqueous phase was further extracted with MTBE (10 mL × 2). The organic phases were combined, dried with anhydrous sodium sulfate and concentrated to give the residue. The residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate, 10/1) to give the target product 2a. | [References]
[1] Tetrahedron Letters, 2014, vol. 55, # 8, p. 1406 - 1411
[2] Green Chemistry, 2014, vol. 16, # 5, p. 2807 - 2814
[3] Green Chemistry, 2014, vol. 16, # 3, p. 1248 - 1254 |
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