Improved synthesis of an energetic material, 1,3,3-trinitroazetidine (TNAZ) exploiting 2-iodoxy benzoic acid (IBX) as an oxidising agent
| Title | Improved synthesis of an energetic material, 1,3,3-trinitroazetidine (TNAZ) exploiting 2-iodoxy benzoic acid (IBX) as an oxidising agent |
| Publication Type | Journal Article |
| Year of Publication | 2005 |
| Authors | Singh, A, Sikder, N, Sikder, AK |
| Journal | Indian Journal of Chemistry Section B - Organic Chemistry including Medicinal Chemistry |
| Volume | 44 |
| Issue | 12 |
| Pagination | 2560-2563 |
| Date Published | DEC |
| Type of Article | Article |
| ISSN | 0376-4699 |
| Keywords | 2-iodoxy benzoic acid, insensiive munitions, oxidative nitrolysis, oximination, strained ring, synthesis, trinitroazetidine |
| 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%). |
| Type of Journal (Indian or Foreign) | Indian |
| Impact Factor (IF) | 0.471 |
Divison category:
Biochemical Sciences