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Methoxyacetyl chloride is used as an intermediate for active pharmaceutical ingredients and dyes. Further, it acts as a precursor for the synthesis of agrochemicals.
Reagent for the chloromethylation of aromatics under Friedel-Crafts conditions, avoiding the use of chloromethyl methyl ether: Tetrahedron Lett., 24, 1933 (1983). For a study of the kinetics of chloromethylation of benzene and toluene in the presence of SnCl4, see: J. Org. Chem., 62, 2694 (1997). Compare Methoxyacetic acid, B22917.
Has also been used for the protection of alcohols as methoxyacetate esters, formed in the presence of pyridine, and cleaved using methanolic or aqueous ammonia ca. 20x faster than acetate: Tetrahedron Lett., 4273 (1968). Selective cleavage with Yb(OTf)3: J. Org. Chem., 61, 4491 (1996), or ethanolamine in IPA: J. Org. Chem., 60, 331 (1995), have also been reported.
Tiwari, D. K.; Pogula, J.; Tiwari, D. K. A general and practical route to 4,5-disubstituted oxazoles using acid chlorides and isocyanides. RSC Adv. 2015, 5 (65), 53111-53116.
Zadehahmadi, F.; Ahmadi, F.; Tangestaninejad, S.; Moghadam, M.; Mirkhani, V.; Mohammadpoor-Baltork, I.; Kardanpour, R. Catalytic CO2 fixation using tin porphyrin supported on organic and inorganic materials under mild conditions. J. Mol. Catal. A: Chem. 2015, 398, 1-10.
Gefahrenhinweise (EU): H226-H331-H314-H318
Flammable liquid and vapour. Toxic if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage.
Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: