| Identification | More | [Name]
3-Fluoro-4-methoxybenzaldehyde | [CAS]
351-54-2 | [Synonyms]
3-FLUORO-4-ANISALDEHYDE
3-FLUORO-4-METHOXYBENZALDEHYDE
3-FLUORO-P-ANISALDEHYDE
3-fluoro-para-anisaldehyde
3-Fluoro-4-Methoxybenzaldehyde/3-Fluoro-P-Anisaldehyde/M-Fluoro-P-Anisaldehyde/
3-Fluoroanisaldehyde | [EINECS(EC#)]
206-514-3 | [Molecular Formula]
C8H7FO2 | [MDL Number]
MFCD00003349 | [Molecular Weight]
154.14 | [MOL File]
351-54-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow low melting crystalline mass | [Melting point ]
34-35 °C (lit.) | [Boiling point ]
129-132°C 11mm | [density ]
1.192±0.06 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Oil | [color ]
Clear Colourless | [Sensitive ]
Air Sensitive | [BRN ]
1942621 | [InChI]
InChI=1S/C8H7FO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-5H,1H3 | [InChIKey]
SOQCZBSZZLWDGU-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(OC)C(F)=C1 | [CAS DataBase Reference]
351-54-2(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, AIR SENSITIVE | [HS Code ]
29130000 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow low melting crystalline mass | [Uses]
3-Fluoro-4-methoxybenzaldehyde is a useful reagent in the synthesis of resveratrol derivatives as potent inhibitors of lysine specific demethylase 1 (LSD1), a therapeutic target for cancer treatment and other related diseases. Also a reagent for the synthesis of substituted pyrazolyl piperidine derivatives as antiplatelet agents with antiplatelet aggregation activity in the human body. | [General Description]
The nuclear magnetic resonance spectral parameters for 3-Fluoro-4-methoxybenzaldehyde has been studied. | [Synthesis]
GENERAL METHODS: A mixed solution of (3-fluoro-4-methoxyphenyl)methanol (1 mmol), N-bromosuccinimide (NBS, 1.3 eq.), potassium acetate (KOAc, 1.5 eq.), water (H2O, 1.5 mL), and dichloromethane (CH2Cl2, 0.5 mL) was placed in a 25 mL flask and magnetically stirred for 10 hours at room temperature. Upon completion of the reaction, the reaction mixture was poured into water (10 mL) and extracted with ethyl acetate (EtOAc, 3 x 10 mL). The organic phases were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to remove the solvent. The residue was purified by rapid column chromatography on silica gel, using petroleum ether (PE) or mixed solvent of petroleum ether/ethyl acetate (PE/EtOAc) as eluent to obtain the target product 3-fluoro-4-methoxybenzaldehyde. The structure of the product was confirmed by gas chromatography-mass spectrometry (GC-MS) and nuclear magnetic resonance hydrogen spectroscopy (1H NMR). | [References]
[1] Applied Organometallic Chemistry, 2016, vol. 30, # 7, p. 577 - 580
[2] Letters in Organic Chemistry, 2017, vol. 14, # 4, p. 254 - 260
[3] Molecules, 2018, vol. 23, # 8,
[4] ChemSusChem, 2017, vol. 10, # 17, p. 3497 - 3505 |
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