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1-Formylpiperidine reacts with Grignard or alkyllithium reagents gives aldehydes in high yield. It can be used as a polar aprotic solvent, with better hydrocarbon solubility than other amide solvents such as dimethylformamide. In some formylation reaction of alkyllithium compounds it gives higher yields than the DMF.
Mary Jo Garber; Martha Gill; Yousheng Hua; Dennis Jenke. Development and Characterization of an LC-MS Method for Quantitating Aqueous Extractables, including Bisphenol A, 1 -Formylpiperidine, and Bis-(pentamethylene)-urea, from Plastic Materials. Journal of Chromatographic Science.2011, 49, (3), 214-220.
Reaction with Grignard or alkyllithium reagents gives aldehydes in high yield: Angew. Chem. Int. Ed., 20, 878 (1981); Org. Synth. Coll., 7, 451 (1990).
Hazard Statements: H302-H311-H315-H319-H335
Harmful if swallowed. Toxic in contact with skin. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. 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 INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.