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Diethyl allylmalonate is an important intermediates in syntheses of vitamins B1 and B6, barbiturates, non-steroidal anti-inflammatory agents, other numerous pharmaceuticals, agrochemicals and flavors and fragrances compounds.
Barry M. Trost.; Andrew H. Weiss.; Axel Jacobi von Wangelin. Dinuclear Zn-Catalyzed Asymmetric Alkynylation of Unsaturated Aldehydes. J. Am. Chem. Soc. 2006, 128 (1), 8-9.
Miwako Mori. Synthesis of Natural Products and Related Compounds using Enyne Metathesis. Advanced Synthesis & Catalysis. 2007, 349(1-2), 121-135.
Alkylation at the one available acidic hydrogen, followed by removal of the allyl group with the reagent (2-propene)Ti(O-i-Pr)2, readily prepared from Ti(O-i-Pr)4 and i-PrMgCl, gives the mono-alkyl malonate. Diethyl allylmalonate can thus be regarded as a mono-protected form of diethyl malonate: J. Org. Chem., 61, 2266 (1996):
Hazard Statements: H227-H315-H319-H335
Combustible liquid. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P210u-P261-P280a-P305+P351+P338-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. 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.