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Research Journals >
Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.44B [2005] >
IJC-B Vol.44B(12) December 2005] >
| 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) |
| Source: | IJC-B Vol.44B(12) December 2005]
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