4-Fluoro-2,6-dicyanopyridine

Abstract

InChI = 1S/C7H2FN3/c8-5-1-6(3-9)11-7(2-5)4-10/h1-2H

InChIKey = OYXYUVMEIMAJAW-UHFFFAOYSA-N

(electrophilic reagent for the facile preparation of 2,6-dicyanopyridine-substituted side chains in amino acids, peptides, and proteins)

Alternative Names: 4-fluoropyridine-2,6-dicarbonitrile (IUPAC), 4F-DCP, FDCP. Physical Data: mp 101 °C. Solubility: soluble in acetone, CH2Cl2, CHCl3, DMF, DMSO, Et2O, EtOAc, MeCN, MeOH, PhCH3, THF; insoluble in n-hexane, n-heptane. Form Supplied in: white crystalline solid. Analysis of Reagent Purity: NMR, GC-MS, and IR. Preparative Methods: nucleophilic aromatic substitution of 4-chloropyridine-2,6-dicarbonitrile and CsF in DMSO at high temperature. Purification: liquid–liquid extraction followed by silica flash column chromatography. Handling, Storage, and Precautions: refrigerate solid; toxicity unknown. Show more