| Identification | More | [Name]
2-Fluoro-4-methoxybenzaldehyde | [CAS]
331-64-6 | [Synonyms]
2-FLUORO-4-METHOXYBENZALDEHYDE
2-FLUORO-P-ANISALDEHYDE
2-fluor0-4-methoxybenzaldehyde
2-Fluoro-4-methoxybenzaldehyde 97%
2-FLUORO-4-METHYLOXYBENZALDEHYDE
2-Fluoro-4-methoxybenzaldehyde97%
2-FLUORO-4-METHYOXYBENZALDEHYDE
2-Fluor-4-methoxybenzaldehyde | [EINECS(EC#)]
642-882-5 | [Molecular Formula]
C8H7FO2 | [MDL Number]
MFCD00236679 | [Molecular Weight]
154.14 | [MOL File]
331-64-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white crystalline solid | [Melting point ]
43-48 °C (lit.) | [Boiling point ]
226.5±20.0 °C(Predicted) | [density ]
1.192±0.06 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
2-8°C | [form ]
powder to crystal | [color ]
White to Brown | [Sensitive ]
Air Sensitive | [BRN ]
3237954 | [InChI]
InChI=1S/C8H7FO2/c1-11-7-3-2-6(5-10)8(9)4-7/h2-5H,1H3 | [InChIKey]
UNWQNFJBBWXFBG-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(OC)C=C1F | [CAS DataBase Reference]
331-64-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
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 | [HazardClass ]
IRRITANT | [HS Code ]
29130000 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white crystalline solid | [Uses]
2-Fluoro-4-methoxybenzaldehyde was used in the synthesis of new analogues as inhibitors for phosphodiesterase 10A. | [General Description]
2-Fluoro-4-methoxybenzaldehyde is a fluorinated aromatic aldehyde. It can be prepared from 4-bromo-3-fluoroanisole. | [Synthesis]
The general procedure for the synthesis of 2-fluoro-4-methoxybenzaldehyde from pyridine trioxide and 2-fluoro-4-methoxybenzyl alcohol was as follows: triethylamine (0.92 mL, 6.60 mmol) was added to a solution of 2-fluoro-4-methoxybenzyl alcohol (346.9 mg, 2.22 mmol) in DMSO (8 mL). Subsequently, pyridine sulfur trioxide (1.0501 g, 6.60 mmol) was added to the mixture in batches and the change in reaction temperature was monitored. The reaction mixture was stirred for 0.5 hours. After completion of the reaction, the mixture was poured into 5% aqueous KHSO4 solution and extracted three times with ethyl acetate, the organic layers were combined and dried over anhydrous MgSO4. The organic layer was concentrated under reduced pressure and the resulting crude product was purified by silica gel column chromatography (eluent: hexane/ether=5/1) to afford the target compound 2-fluoro-4-methoxybenzaldehyde (301 mg, 88% yield). The product was characterized by 1H-NMR (CDCl3): δ 10.21 (s, 1H), 7.83 (t, 1H, J=8.3 Hz), 6.79 (ddd, 1H, J=8.3, 2.3, 0.7 Hz), 6.65 (dd, 1H, J=12.2, 2.3 Hz), 3.88 (s, 3H). | [References]
[1] Patent: US6194461, 2001, B1 |
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