Accession Number : AD0751762

Title :   The Preparation of Some New Polyfunctional Organic Azides,

Corporate Author : BALLISTIC RESEARCH LABS ABERDEEN PROVING GROUND MD

Personal Author(s) : Kuhn,Lester P. ; Duckworth,Alan C.

Report Date : SEP 1972

Pagination or Media Count : 45

Abstract : 3,3-Diazido-2,4-dinitratopentane was prepared from 2.4-pentanedione by (1) Cu-(OAc)2-catalyzed dibromination (2) displacement of bromines by azide with sodium azide in acetonitrile (3) carbonyl reduction with LAH or sodium borohydride and (4) nitration with acetyl nitrate. Also, 2,3-diazido-1,4-dinitratobutane was prepared from 2-butene-1,4-diol by (1) addition of iodine azide (2) iodine displacement with aqueous sodium azide and (3) nitration with acetyl nitrate. The diazidodinitrates were obtained as mixtures of solid and liquid isomers. The solids are similar to fulminate of mercury in impact sensitivity and begin rapid thermal decomposition at approximately 145C. Films made from the diazidodinitrates and nitrocellulose are clear, tough and flexible. Their impact sensitivities and thermal analyses are comparable to those of standard NG-NC propellants. (Author)

Descriptors :   (*AZIDES, SYNTHESIS(CHEMISTRY)), (*ALCOHOLS, *NITRATION), (*PRIMERS, AZIDES), EXPLOSIVES, KETONES, REDUCTION(CHEMISTRY), THERMAL STABILITY, FILMS, PROPELLANTS, THERMOCHEMISTRY, INFRARED SPECTRA, DIFFERENTIAL THERMAL ANALYSIS, THERMOGRAVIMETRIC ANALYSIS

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE