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3-Methoxybenzaldehyde is used to prepare 3-(3-methoxy-phenyl)-1-phenyl-propenone by reaction with benzldehyde. It is used as an eluent for mono-13C isotopomers of vanillin in normal phase silica gel chromatography. It acts as an inhibitor of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) metabolism.
Lithiation and methylation normally gives a mixture of 2-, 4- and 6-methyl derivatives. Systematic study has found that using PhLi and trimethylethylenediamine increases the degree of 2-lithiation to 96%: J. Org. Chem., 54, 3730 (1989).
Bhowmick, D.; Srivastava, S.; DSilva, P.; Mugesh, G. Highly Efficient Glutathione Peroxidase and Peroxiredoxin Mimetics Protect Mammalian Cells against Oxidative Damage. Angew. Chem. 2015, 127 (29), 8569-8573.
Marri, G.; Reddy, J. S.; Ruiz, J.; Das, S.; Gree, R. Stereoselective TiCl4-Mediated Aldol Reactions Starting from Acylsilanes. Eur. J. Org. Chem. 2015, 2015 (4), 840-846.
Hazard Statements: H315-H319
Causes skin irritation. Causes serious eye irritation.
Precautionary Statements: P280g-P305+P351+P338
Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.