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Ethyl L-lactate is used in the preparation of food additives, aryl aldimines, fragrances and in pharmaceutical preparations. It can be considered as a green solvent in chemical industries due to its biodegradable nature. As a solvent, it used in the production of nitrocellulose, cellulose acetate and cellulose ethers.
Ethyl (or isobutyl) L-lactate adds to aryl methyl ketenes to give esters of 2-arylpropionic acids in which the chirality is transferred to the new chiral center to a surprising degree: J. Am. Chem. Soc., 111, 7650 (1989):
Silylation followed by reaction with MeLi gives a useful chiral synthon. For preparation and discussion of reactivity, see: Org. Synth. Coll., 9, 139 (1998):
For reaction with Diphenylphosphonic azide, A12124, in the prepartaion, with inversion, of ethyl (R)-2-azidopropionate, see: Org. Synth., 75, 31 (1997).
Upare, P. P.; Lee, M.; Hwang, D. W.; Hwang, Y. K.; Chang, J. S. New heterogeneous Pb oxide catalysts for lactide production from an azeotropic mixture of ethyl lactate and water. Catal. Commun. 2014, 56, 179-183.
Williams, J. D.; Torhan, M. C.; Neelagiri, V. R.; Brown, C.; Bowlin, N. O.; Di, M.; Moir, D. T. Synthesis and structure-activity relationships of novel phenoxyacetamide inhibitors of the Pseudomonas aeruginosa type III secretion system (T3SS). Bioorg. Med. Chem. 2015, 23 (5), 1027-1043.
Dichiarazioni di rischio (UE): H226-H318-H335
Flammable liquid and vapour. Causes serious eye damage. May cause respiratory irritation.
Dichiarazioni precauzionali: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.