Abstract:
The cleavage forms an ester group and a cyano group. It is effected by use of an ortho ester of a carboxylic acid, or reaction product thereof with the oximino compound or with a Lewis acid such as boron trifluoride in an electrophilic reaction medium. In particular alpha-oximinocyclohexanone dimethyl acetal is cleaved to form omega-cyano methyl valerate by catalytic action of dimethoxy ethylcarbonium tetrafluoroborate in dichloromethane solvent. The cyclic C5, C8, and C12 homologues react similarly; likewise the alkyl-substituted homologues and the nitroso isomers.
Abstract:
4-CARBOXY-2-PIPERIDONE POLYMERIZES READILY ON HEATING ABOVE ITS MELTING POINT TO AFFORD A POLYMER CONSISTING ESSENTIALLY OF RECURRING UNITS OF THE STRUCTURE:
-((CH2)2-(2,5-DI(O=)PYRROLIDIN-3,1-YLENE))-
THIS POLYMER FORMS TRANSPARENT FILMS, FILAMENTS, AND COATINGS OF HIGH STRENGTH AND GLASS TRANSTITION TEMPERATURE.
Abstract:
DIALKYL ESTERS OF ITACONIC ACID REACT READILY WITH HYDROGEN CYANIDE TO FORM DIALKY CYANOMETHYL SUCCINATES WHICH, UPON CATALYTIC HYDROGENATION, FORM MONOALKYL ESTERS OF 4-CARBOXY-2-PIPERIDONE. SAPONIFICATION OF THE ESTER AFFORDS THE FREE ACID, 4-CARBOXY-2-PIPERDONE, WHICH READILY UNDERGOES POLYMERIZATION TO A NOVEL AND HIGHLY USEFUL POLYMER.