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:

1966-04-14

Pagination or Media Count:

32.0

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