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4-Methoxybenzaldehyde is widely utilized in the fragrance and flavor industry. It finds application as an important intermediate in the synthesis of other organic compounds, perfumes and pharmaceuticals like antihistamines. It is also used in the preparation of agrochemicals, dyes and plastic additives. A solution of para-anisaldehyde with acid and ethanol is used as stain in thin layer chromatography (TLC), which provides easy identification of different compounds.
Diols, under acid catalysis, can be protected as 4-methoxybenzylidene cyclic acetals, hydolyzed ca 10x faster by acid than the benzylidene acetal: J. Am. Chem. Soc., 84, 430 (1962). Cleavage with Ce(IV): J. Chem. Soc., Chem. Commun., 2010 (1984), hydrogenolysis: Tetrahedron Lett., 32, 6155 (1991), or DibalH: Tetrahedron Lett., 28, 3835 (1987); Tetrahedron: Asymmetry, 6, 2319 (1995) have also been reported. See also 4-Methoxybenzaldehyde dimethyl acetal, A15793./n
Brullo, C.; Massa, M.; Rocca, M.; Rotolo, C.; Guariento, S.; Rivera, D.; Ricciarelli, R.; Fedele, E.; Fossa, P.; Bruno, O. Synthesis, Biological Evaluation, and Molecular Modeling of New 3-(Cyclopentyloxy)-4-methoxybenzaldehyde O-(2-(2,6-Dimethylmorpholino)-2-oxoethyl) Oxime (GEBR-7b) Related Phosphodiesterase 4D (PDE4D) Inhibitors. J. Med. Chem. 2014, 57 (16), 7061-7072.
Denizalti, S.; Turkmen, H.; Cetinkaya, B. Chelating alkoxy NHC-Rh(I) complexes and their applications in the arylation of aldehydes. Tet. Lett. 2014, 55 (30), 4129-4132.