The Preparation of Some New Polyfunctional Organic Azides,

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Abstract:

3,3-Diazido-2,4-dinitratopentane was prepared from 2.4-pentanedione by 1 Cu-OAc2-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

Author(s):
Kuhn, Lester P. ; Duckworth, Alan C.
Author Organization(s):
BALLISTIC RESEARCH LABS ABERDEEN PROVING GROUND MD
Pagination:
0045

Security Markings

DOCUMENT & CONTEXTUAL SUMMARY

Distribution:
Approved For Public Release

RECORD

Collection: TR
Identifying Numbers
Report Number(s):
BRL-1607
Project Number(s):
DA-1-T-061101-A-91-A
 Subject Terms
Communities of Interest:
No COI(s) Identified
Descriptor(s):
(*AZIDES, SYNTHESIS(CHEMISTRY)), (*ALCOHOLS, *NITRATION), (*PRIMERS, AZIDES), EXPLOSIVES, KETONES, REDUCTION(CHEMISTRY), THERMAL STABILITY, FILMS, PROPELLANTS, THERMOCHEMISTRY, INFRARED SPECTRA, DIFFERENTIAL THERMAL ANALYSIS, THERMOGRAVIMETRIC ANALYSIS
Field(s)/Group(s):
Organic Chemistry
Keyword(s):
*NITRO COMPOUNDS, ACETONITRILE, ACETONE ACETYL, SODIUM AZIDES
Report Date:
1972 Sep 01