Accession Number : AD0481760

Title :   REACTION OF DIISONITROSOACETONE WITH SULFONYL CHLORIDES. REACTION OF ACYL HALIDES, ACID ANHYDRIDES AND ALPHA-HALOETHYL ACETATE WITH BRAUN-MOSHER REAGENT.

Descriptive Note : Quarterly rept. no. 2, Oct-Dec 65 (Pt. nos. 1 and 2),

Corporate Author : DELAWARE UNIV NEWARK

Personal Author(s) : Mosher, William A.

Report Date : 14 APR 1966

Pagination or Media Count : 32

Abstract : This report contains results obtained from a study of the color forming reaction of amine salts of 1,3-diisonitroso- acetone and p-toluenesulfonyl chloride. Information on the configuration of DIA is presented. The usual preparation of 1,3- diisonitrosoacetone yields primarily the symmetrical syn-syn isomer. Evidence based on high-resolution NMR spectra is presented for the formation of a second isomer in amounts of 5%. A study of the color forming reaction resulted in isolation of a crystalline, stable, dark red violet colored compound. Analytical data for this compound are presented. Some reactions of the colored compound are reported. Evidence for a radical mechanism in the formation of this compound is presented. The results of the reactions of acyl halides, acid anhydrides, and alpha-haloethyl acetate with Braun-Mosher Reagent are presented. Alpha-Halo ethyl acetate undergoes an alkylation reaction with the hydrazone to yield the dialkylated reagent. (Author)

Descriptors :   *ACETONES), (*NUCLEAR MAGNETIC RESONANCE, (*ACETONES, REACTION KINETICS), OXIMES, NITROGEN HETEROCYCLIC COMPOUNDS, CARBOXYLIC ACIDS, COLORS, HALIDES, ANHYDRIDES, AROMATIC COMPOUNDS, THIN LAYER CHROMATOGRAPHY, MOLECULAR ISOMERISM, HYDROGENATION, ALKYLATION, INFRARED SPECTRA, SYNTHESIS(CHEMISTRY), TOLUENES, FREE RADICALS, ORGANIC SULFUR COMPOUNDS, OXYGEN COMPOUNDS, CHLORINE COMPOUNDS, BROMINE COMPOUNDS, ORGANIC NITROGEN COMPOUNDS, ACETIC ACID, OXALIC ACID, HYDRAZONES.

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE