3-Fluoro-4-methoxybenzaldehyde Chemical Properties

Melting point:

34-35 °C (lit.)

Boiling point:

129-132°C 11mm

Density 

1.192±0.06 g/cm3(Predicted)

Flash point:

>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 Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-22

Safety Statements 

37/39-26-36

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

IRRITANT, AIR SENSITIVE

HS Code 

29130000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Fluoro-4-methoxybenzaldehyde Usage And Synthesis

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

3-Fluoro-4-methoxybenzaldehyde(351-54-2)Related Product Information

• 3-Fluoro-4-methoxybenzoic acid
• Benzoic acid, 4-ethoxy-2,3-difluoro- (9CI)
• 3,5-DIFLUORO-4-METHOXYACETOPHENONE
• 3-(3-FLUORO-4-METHOXYBENZOYL)PROPIONIC ACID
• 3,5-DIFLUORO-4-METHOXYBENZOIC ACID
• 3-Fluoro-4-methoxybenzoyl chloride
• 2,3-Difluoro-4-methoxybenzoic acid
• 3-Fluoro-4-methoxybenzaldehyde
• 2-Fluoro-5-methoxybenzaldehyde98%,2-Fluoro-5-methoxybenzaldehyde 98%,2-FLUORO-5-METHOXYBENZALDEHYDE
• 4-FLUORO-2-METHOXYBENZALDEHYDE
• 3-FLUORO-2-METHOXYBENZALDEHYDE
• 3,5-Difluoro-4-methoxybenzaldehyde
• 4,5-DIFLUORO-2-METHOXYBENZALDEHYDE
• 2,3-DIFLUORO-6-METHOXYBENZALDEHYDE
• 2-Fluoro-6-methoxybenzaldehyde99%,2-Fluoro-6-methoxybenzaldehyde 99%,2-FLUORO-6-METHOXYBENZALDEHYDE
• 2-CHLORO-6-FLUORO-3-METHOXYBENZALDEHYDE
• 6-bromo-2-fluoro-3-methoxybenzaldehyde
• 2,3-Difluoro-4-methoxybenzaldehyde