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Extensively finds applications as a base, a nucleophile and a solvent. Used for the production of dipiperidinyl dithiuram tetrasulfide, which is used as a rubber vulcanization accelerator. It is commonly used in solid phase peptide synthesis (F-MOC Chemistry) and in chemical degradation reactions (sequencing of DNA). Used in making rubber, curing epoxy resins and in fine chemicals, and pharmaceuticals.
Rubiralta, M.; Giralt, E.; Diez, A. Piperidine: structure, preparation, reactivity, and synthetic applications of piperidine and its derivatives; Elsevier Science: Burlington, 2013; 460 p.
Srivastava, K.; Davis, M. A comparative examination of two Fmoc removal reagents for process improvement to produce peptide drugs. Adv. Exp. Med. Biol. 2009, 611, 585-91.
Base catalyst in the Doebner modification of the Knoevenagel condensation; see Malonic acid, A11526.
Widely used for cleavage of Fmoc protecting groups: J. Org. Chem., 52, 1197 (1987); Tetrahedron Lett., 34, 6135 (1993). See Appendix 6.
For preparation of the piperidine enamine of cyclooctanecarboxaldehyde, and its subsequent use in the synthesis of spirohexadienones, see: Org. Synth. Coll., 7, 473 (1990).
Gefahrenhinweise (EU): H225-H311-H331-H314
Highly flammable liquid and vapour. Toxic in contact with skin. Toxic if inhaled. Causes severe skin burns and eye damage.
Obtain special instructions before use. Wear protective gloves and eye/face protection. 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.