The CONVERSION OF Α-Keto ACIDS AND OF Α-Keto ACID OXIMES TO NITRILES IN AQUEOUS SOLUTION

Abstract

The conversion of a-oximino acids (anti 1-10--COOI-I) to nitriles in aqueous solutio~l ib shown to be a general reaction. a-Iceto acids are converted to nitriles in excellent yicld i l l aqueous solution in the presence of hydrosylamine. Oxidation of a-osirnino acicls yicltls hydrosamic acids.

Spectroscopic and X-Ray Investigation of Cobalt(III) Complexes with 2-Oximinocarboxylic Acids

“…H 2A (2-oximinopropionic acid) was prepared by condensation of sodium pyruvate with hydroxylamine [6], H 2B (2-oximino-3-phenylpropionic acid) was obtained by hydroxyim ination of benzylmalonic acid with ethyl nitrite [7], Cobalt(II)-2-oxim inocarboxylates were prepared by a method analogous to that described in the literature [5]. All other chemicals were of analytical grade and were used without further purification.…”

Fragmentations and Rearrangements of α-Hydroxyiminoalkylphosphonates

“…An attempt to prepare -hydroxyiminobenzylphosphonic acid methyl ester [(E)-38] by acidification of a methanolic solution of the corresponding sodium salt [(E)-37], resulted in the formation of benzonitrile (25) and dimethyl phosphate (scheme 16), and the discovery of a novel route to metaphosphate (39) generation [19,20].…”

The Behaviors of Metal Acetylides with Dinitrogen Tetroxide

“…of hexamethyldisilazane (0.128 g, 0.79 mmol) in THF (3 ml) at À 788. After 5 min, 1,1-dibromoacetophenone [17] (0.20 g) in THF (2 ml) was added dropwise. The mixture was brought to 08, cooled to À 788, and tBuLi (2.0 ml of a 1.1m soln.…”

“…In present experiments, all attempts (Scheme 5) to prepare or detect acetylenyl nitrite 26 or nitrosoketene 27 by varied preparative-separation methods and/or rapid direct gas-chromatographic analyses of the products from 1a and 2 at À 788 were unsuccessful. Phenylglyoxylic acid oximes 28 (Scheme 5), however, do convert rapidly in acidic environments to 9, CO 2 , and H 2 O [17].…”