Related Experiment Video
Updated: Jun 1, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Ethyl 1-(2-bromo-propano-yl)-4-hydr-oxy-2,6-diphenyl-1,2,5,6-tetra-hydro-pyridine-3-carboxylate
Abstract:
The title compound, C(23)H(24)BrNO(4), crystallizes with two independent mol-ecules per asymmetric unit. The methyl group of the ethoxy-carbonyl unit is disordered over two positions, with occupancies of 0.715 (12) and 0.285 (12) in one of the independent mol-ecules, and 0.529 (11) and 0.471 (11) in the other mol-ecule. In one of the independent mol-ecules, the tetra-hydro-pyridine ring adopts a half-chair conformation, while in the other it is in a distorted envelope conformation. In each independent mol-ecule, an intra-molecular O-H⋯O hydrogen bond generates an S(6) ring motif. The two independent mol-ecules are linked via C-H⋯O hydrogen bonds, forming a chain along the c axis.
Related Concept Videos
Formation of Halohydrin from Alkenes
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
Hydrolysis of Chlorobenzene to Phenol: Dow Process
Alkyl Halides
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Acidity and Basicity of Alcohols and Phenols
