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Preparation and Purification of HMX and RDX Intermediates (TAX and SEX).

ADA089613

Publication Date	1980
Personal Author	Bedford, C. D.; Staats, S. J.; Geigel, M. A.; Ross, D. L.
Page Count	36
Abstract	This report describes the feasibility of preparing 4 kg each of 1-acetylhexahydro-3.5-dinitro-1,3,5-triazine (TAX) and 1-acetyloctahydro-3,5,7-trinitro-1,3,5,7-tetrazocine (SEX). TAX was prepared by nitrolysis of 1,3,5-triacetylhexahydro-1,3,5-triazine (TRAT) using a mixture of trifluoroacetic anhydride (TFAA) and 100% nitric acid. The crude TAX, contaminated with 5% to 30% RDX, was obtained analytically pure (99.9+%) by open column chromatography on silica gel using a 1:1 mixture of nitromethane/dichloromethane as eluent. SEX was prepared by nitrolysis of 1,5-diacetyloctahydro-3,7-dinitro-1,3,5,7-tetrazocine (DADN) using a mixture of trifluoroacetic anhydride and 100% nitric acid. The crude SEX was contaminated with 50% DADN, HMX, or both, depending on the reaction conditions. Soxhlet extraction of the crude SEX with ethyl acetate affords 80% SEX with 20% DADN contaminated. Because the major problem is not the synthesis of SEX but its purification, additional methods for purification and further examination of solvent systems used for extractive and chromatographic separations should be explored to obtain analytically pure SEX.
Keywords	Synthesis(Chemistry) HMX RDX Purification Solvents Reaction kinetics Silica gel Chloromethanes Nitromethane Anhydrides Nitric acid Separation Chromatographic analysis Acetylhexahydro dinitro triazine Acetyloctahydro trinitro tetrazocine RDX derivatives HMX derivatives Nitrolysis Soxhlet extraction Ethyl acetate Column chromatography Trifluoracetic Diacetyloctahydro dinitro
Source Agency	Non Paid ADAS
NTIS Subject Category	79A - Ammunition, Explosives, & Pyrotechnics 99D - Basic & Synthetic Chemistry 99F - Physical & Theoretical Chemistry
Corporate Authors	SRI International, Menlo Park, CA. Organic Chemistry Dept.
Document Type	Technical Report
Title Note	Final rept. 1 Dec 79-30 Apr 80.
NTIS Issue Number	198102
Contract Number	DAMD17-80-C-0013

Preparation and Purification of HMX and RDX Intermediates (TAX and SEX).

Preparation and Purification of HMX and RDX Intermediates (TAX and SEX).
ADA089613

Publication Date	1980
Personal Author	Bedford, C. D.; Staats, S. J.; Geigel, M. A.; Ross, D. L.
Page Count	36
Abstract	This report describes the feasibility of preparing 4 kg each of 1-acetylhexahydro-3.5-dinitro-1,3,5-triazine (TAX) and 1-acetyloctahydro-3,5,7-trinitro-1,3,5,7-tetrazocine (SEX). TAX was prepared by nitrolysis of 1,3,5-triacetylhexahydro-1,3,5-triazine (TRAT) using a mixture of trifluoroacetic anhydride (TFAA) and 100% nitric acid. The crude TAX, contaminated with 5% to 30% RDX, was obtained analytically pure (99.9+%) by open column chromatography on silica gel using a 1:1 mixture of nitromethane/dichloromethane as eluent. SEX was prepared by nitrolysis of 1,5-diacetyloctahydro-3,7-dinitro-1,3,5,7-tetrazocine (DADN) using a mixture of trifluoroacetic anhydride and 100% nitric acid. The crude SEX was contaminated with 50% DADN, HMX, or both, depending on the reaction conditions. Soxhlet extraction of the crude SEX with ethyl acetate affords 80% SEX with 20% DADN contaminated. Because the major problem is not the synthesis of SEX but its purification, additional methods for purification and further examination of solvent systems used for extractive and chromatographic separations should be explored to obtain analytically pure SEX.
Keywords	Synthesis(Chemistry) HMX RDX Purification Solvents Reaction kinetics Silica gel Chloromethanes Nitromethane Anhydrides Nitric acid Separation Chromatographic analysis Acetylhexahydro dinitro triazine Acetyloctahydro trinitro tetrazocine RDX derivatives HMX derivatives Nitrolysis Soxhlet extraction Ethyl acetate Column chromatography Trifluoracetic Diacetyloctahydro dinitro
Source Agency	Non Paid ADAS
NTIS Subject Category	79A - Ammunition, Explosives, & Pyrotechnics 99D - Basic & Synthetic Chemistry 99F - Physical & Theoretical Chemistry
Corporate Authors	SRI International, Menlo Park, CA. Organic Chemistry Dept.
Document Type	Technical Report
Title Note	Final rept. 1 Dec 79-30 Apr 80.
NTIS Issue Number	198102
Contract Number	DAMD17-80-C-0013