Accession Number:

ADA151250

Title:

Research in Energetic Compounds.

Descriptive Note:

Interim rept. for 1 Jan-31 Dec 84,

Corporate Author:

FLUOROCHEM INC AZUSA CA

Personal Author(s):

• Archibald,T. G.
• Baum,K.

Report Date:

1985-01-01

Pagination or Media Count:

56.0

Abstract:

4,4,8,8-Tetranitrobicylo3.3.0-2.6-dioxaoctane was synthesized from 4,8-di-p-tosylatobicyclo3.3.0-2,6-dioxoctane. The diazide, obtained by displacement, was reduced to the dramine. Oxidation with MCPBA gave the dinitro compound, and oxidative nitration gave the tetranitro derivative. Work was initiated on the synthesis of nitro-substituted biazetidines and fused tetrahydropyran derivatives. Reactions of mannitol hexatosylate and of 1,6-dibromo-2,5-dichloro-3,4-dimethanesulfonatohexane with t-butylamine resulted in elimination rather than substitution. 3,4-Di-methanesulfonatohexa-1,5-diene diepoxide was synthesized, but its reaction with amines did not give the desired bicyclic amines. reported reactions of amines with formaldehyde to give 1,3-dialkyl-1,3-diazetidines could not be duplicated. Reactions of 1,3-dichloro-2-nitro-2-azapropane with amines did not give diazetidines. Work on the synthesis of 1,3,3-trinitroazetidine is summarized as a manuscript.

Descriptors:

• *SYNTHESIS(CHEMISTRY)
• *AMINES
• *CYCLIC COMPOUNDS
• *NITRO RADICALS
• OXIDATION
• ENERGETIC PROPERTIES
• ELIMINATION REACTIONS
• OXIDATION REDUCTION REACTIONS
• FORMALDEHYDE
• NITRATION
• DISPLACEMENT REACTIONS
• MANNITOL

Subject Categories:

• Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE