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Title: Synthesis of 1,3,3-trinitroazetidine

Abstract

A process of preparing 1,3,3-trinitroazetidine includes forming a 5-hydroxymethyl-5-nitro-1-alkyltetrahydro-1,3-oxazine, e.g., reacting a 1,3,5-trialkyl hexahydrotriazine and tris(hydroxymethyl)nitromethane, ring opening said 5-hydroxymethyl-5-nitro-1-alkyltetrahydro-1,3-oxazine to form a 3-alkylamino-2-hydroxymethyl-2-nitro-1-propanol salt, ring closing said 3-alkylamino-2-hydroxymethyl-2-nitro-1-propanol salt to form a 3-hydroxymethyl-3-nitro-1-alkylazetidine salt, nitrating said 3-hydroxymethyl-3-nitro-1-alkylazetidine salt to form a 1-alkyl-3,3-dinitroazetidine, and converting said 1-alkyl-3,3-dinitroazetidine into 1,3,3-trinitroazetidine is disclosed. 1 fig.

Inventors:
;
Issue Date:
OSTI Identifier:
6981028
Patent Number(s):
5336784
Application Number:
PPN: US 8-074098
Assignee:
Univ. of California, Oakland, CA (United States)
DOE Contract Number:  
W-7405-ENG-36
Resource Type:
Patent
Resource Relation:
Patent File Date: 7 Jun 1993
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; NITRO COMPOUNDS; SYNTHESIS; AZINES; CHEMICAL REACTIONS; NITROMETHANE; SALTS; CHEMICAL EXPLOSIVES; EXPLOSIVES; HETEROCYCLIC COMPOUNDS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; 400201* - Chemical & Physicochemical Properties

Citation Formats

Hiskey, M A, and Coburn, M D. Synthesis of 1,3,3-trinitroazetidine. United States: N. p., 1994. Web.
Hiskey, M A, & Coburn, M D. Synthesis of 1,3,3-trinitroazetidine. United States.
Hiskey, M A, and Coburn, M D. Tue . "Synthesis of 1,3,3-trinitroazetidine". United States.
@article{osti_6981028,
title = {Synthesis of 1,3,3-trinitroazetidine},
author = {Hiskey, M A and Coburn, M D},
abstractNote = {A process of preparing 1,3,3-trinitroazetidine includes forming a 5-hydroxymethyl-5-nitro-1-alkyltetrahydro-1,3-oxazine, e.g., reacting a 1,3,5-trialkyl hexahydrotriazine and tris(hydroxymethyl)nitromethane, ring opening said 5-hydroxymethyl-5-nitro-1-alkyltetrahydro-1,3-oxazine to form a 3-alkylamino-2-hydroxymethyl-2-nitro-1-propanol salt, ring closing said 3-alkylamino-2-hydroxymethyl-2-nitro-1-propanol salt to form a 3-hydroxymethyl-3-nitro-1-alkylazetidine salt, nitrating said 3-hydroxymethyl-3-nitro-1-alkylazetidine salt to form a 1-alkyl-3,3-dinitroazetidine, and converting said 1-alkyl-3,3-dinitroazetidine into 1,3,3-trinitroazetidine is disclosed. 1 fig.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Aug 09 00:00:00 EDT 1994},
month = {Tue Aug 09 00:00:00 EDT 1994}
}

Patent:
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