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.
Hazard Statements: H226-H314-H335
Flammable liquid and vapour. Causes severe skin burns and eye damage. May cause respiratory irritation.
Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant