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Primary amines can be protected as benzophenone imines, and the protected amines are stable in flash chromatography. [7] Buchwald-Hartwig amination involves coupling aromatic halide and amine to form carbon-nitrogen bonds with the help of palladium-based catalysts. Benzophenone imine can be used as an ammonia-equivalent in such reactions. [1]
Benzophenone imine, an organic compound with the formula of (C 6 H 5) 2 C=NH; 2-Aminofluorene, a synthetic arylamine This page was last edited on 28 February 2023, at ...
Rarer than primary amines is the use of ammonia to give a primary imine. [17] ... as illustrated with benzophenone imine: [28] (C 6 H 5) 2 C=NH + CH 3 Li → ...
Several strategies have been developed to overcome this based on reagents that serve as ammonia equivalents. The use of a benzophenone imine or silylamide can overcome this limitation, with subsequent hydrolysis furnishing the primary aniline. [37] [38] [39]
Benzophenone is a naturally occurring organic compound with the formula (C 6 H 5) 2 CO, generally abbreviated Ph 2 CO. Benzophenone has been found in some fungi, fruits and plants, including grapes. [4] It is a white solid with a low melting point and rose-like odor [5] that is soluble in organic solvents. Benzophenone is the simplest ...
Many ketones contain the benzoyl group. They have the formula C 6 H 5 CO–R, an important example being benzophenone. Benzoyl esters and amides are common in organic chemistry. The esters are used as a protecting groups in organic synthesis, [4] which can be easily removed by hydrolysis in dilute basic solution.
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Imidines may be prepared in a modified Pinner reaction, by passing hydrogen chloride into an alcoholic solution of their corresponding di-nitriles (i.e. succinonitrile, glutaronitrile, adiponitrile) to give imino ethers which then condense when treated with ammonia.