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Title: Improved synthesis of an energetic material, 1,3,3-trinitroazetidine (TNAZ) exploiting 2-iodoxy benzoic acid (IBX) as an oxidising agent
Authors: Singh, Alok
Sikder, Nirmala
Sikder, Arun K
Keywords: Trinitroazetidine;strained ring;2-iodoxy benzoic acid;oximination;synthesis;oxidative nitrolysis;insensiive munitions
Issue Date: Dec-2005
Publisher: CSIR
IPC Code: Int.Cl.7 C 07 D
Abstract: Tetrahydropyranyl protected 1,3-dihalo-2-propanol reacts with p-toluene sulfonamide in the presence of K2CO3 to give corresponding N-p-tosyl-3-azetidinol. Deprotection and oxidation with iodoxy benzoic acid followed by oximation of N-p-tosyl-3-azetidinone readily affords the corresponding azetidine oxime in almost quantitative yield. The subsequent oxidative nitrolysis of oxime gives 1,3,3-trinitroazetidine (TNAZ) through a new sequence of reactions with excellent purity ( > 99% ) and moderate yield (40% ).
Page(s): 2560-2563
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(12) December 2005]

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