Accession Number : AD0370491

Title :   NUCLEOPHILIC ADDITIONS TO DOUBLE BONDS. I. ADDITIONS TO 1-SUBSTITUTED-3,3- DINITRO-1- PROPENES,

Corporate Author : NAVAL ORDNANCE LAB WHITE OAK MD

Personal Author(s) : Kaplan ,Lloyd A. ; Moniz ,William B. ; Poranski,Chester F. ,Jr.

Report Date : 18 JAN 1966

Pagination or Media Count : 50

Abstract : Protonation of the carbanions -C(NO2)2CH CHY,Y = CO2CH3, CN, etc., in methanol or water yields the corresponding 4,4-dinitro-3-methoxy (or hydroxy) butyric acid derivative. NMR measurements showed the conjugate acids of the carbanions -C(NO2)2CH=CHY to have the structure HC(NO2)2CH=CHY. The synthetic potential of this reaction is discussed. (Author)

Descriptors :   (*PROPENES, IONS), (*REACTION KINETICS, PROPENES), ESTERS, ALKENES, ORGANIC NITROGEN COMPOUNDS, SYNTHESIS(CHEMISTRY), NUCLEAR MAGNETIC RESONANCE, SOLVENTS, TRACER STUDIES (U) CARBOXYLIC ACIDS, ETHERS, WATER, CARBINOLS

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE