Fluorobenzaldehyde is a group of three constitutional isomers of fluorinated benzaldehyde.
Properties The isomers differ in the location of the fluorine, but they have the same chemical formulas. +Fluorobenzaldehyde isomersNameo-Fluorobenzaldehydem-Fluorobenzaldehydep-FluorobenzaldehydeStructureSystematic name2-Fluorobenzaldehyde3-Fluorobenzaldehyde4-FluorobenzaldehydeMolecular formulaC7H5FOC7H5FOC7H5FOMolar mass124.11 g/mol124.11 g/mol124.11 g/molCAS number446-52-6456-48-4459-57-4EC number207-171-2207-266-9459-57-4PropertiesMelting point −44.5 °C −10 °CBoiling point175 °C173 °C181 °CFlash point55 °C56 °C56 °CDensity1.18 g/cm31.174 g/cm31.175 g/cm3
Preparation The 4-fluorobenzaldehyde isomer can be produced by a halogen-exchange reaction with 4-chlorobenzaldehyde.
Uses Fluorobenzaldehyde can be used as a synthetic intermediate because the fluorine can be replaced via oxidation reaction. Due to the aldehyde group, the fluorobenzaldehydes can be used to make a variety of schiff base compounds through a condensation reaction, some of which have antimicrobial properties.
4'-Fluorobenzaldehyde is used to make: sulindac, Synthetic raspberry (Polish),Barbara GAWDZIK, PL224133B1 (2018).Barbara Gawdzik, et al. PL408591 (2015). FGIN-127, rosuvastatin, GF 73 (Paroxetine PLE method),Yu, Marvin S; Lantos, Ivan; Peng, Zhi-Qiang; Yu, J; Cacchio, Thomas (2000). "Asymmetric synthesis of (−)-paroxetine using PLE hydrolysis". Tetrahedron Letters. 41 (30): 5647–5651. doi:10.1016/S0040-4039(00)00942-4. & rivoglitazone & mosapride.
3'-Fluorobenzaldehyde is used to make: cinflumide, DFB [15332-10-2]Williams Jr., David; Lindsley, Craig (2005). "Discovery of Positive Allosteric Modulators of Metabotropic Glutamate Receptor Subtype 5 (mGluR5)". Current Topics in Medicinal Chemistry. 5 (9): 825–846. doi:10.2174/1568026054750290.
2'-Fluorobenzaldehyde is used to make: efaroxan
References