Organic Chemistry of Explosives

308 N-Heterocycles NO 2 NO 2 100 (SDATO / BTATNB) O 2 N N H N NH N N H N HN N Cl NO 2 Cl NO 2 85 O 2 N N N H 98 N H 2 N + 2 DMF, ...

5-Membered rings – 3N 309 This is seen during the nitration of PATO (99), which on treatment with a mixture of nitric acid in ac ...

310 N-Heterocycles ANTA (114) readily forms a stable anion on reaction with bases like sodium ethoxide and this anion has been u ...

5-Membered rings – 3N 311 Laval and Vignane^73 reported the synthesis of the nitrotriazole (124) from the reaction of 3- nitro-1 ...

312 N-Heterocycles 4-Amino-5-nitro-1,2,3-triazole (ANTZ) (130), an explosive showing high thermal stability, has been synthesize ...

5-Membered rings – 3N 313 N HN NH O N HN NH O O 2 N H 2 N NHNH2.HCl O + HCOOH 139 100 °C 70 % HNO 3 or H 2 SO 4 , HNO 3 140 (NTO ...

314 N-Heterocycles O 2 N NH 2 NO 2 143 NHPh N N N NO Ph 2 144 O 2 N N N N NO 2 O 2 N NO 2 O 2 N 145 NO 2 (BTX) NaNO 2 , AcOH HNO ...

5-MEMBERED RINGS – 4N 315 Agrawal and co-workers reported the synthesis of two tetrazole-based explosives, namely, 5- picrylamin ...

316 N-Heterocycles prepared alkali, alkaline earth and heavy metal salts of azotetrazole, the lead salt exhibiting initiating pr ...

6-Membered rings – 1N 317 7.6 6-Membered rings – 1N – pyridines N H N H O 2 N O 2 N NO 2 NO 2 NO 2 O 2 N N H N H O 2 N O 2 N O 2 ...

318 N-Heterocycles H 2 NNH 2 H 2 N NH 2 NO 2 NH 2 NH 2 NO 2 O 2 N H 2 N O 2 N O 2 N NO 2 O O 168 N N N H 2 N N NH 2 173 (ANPy) 1 ...

6-Membered rings – 2N 319 methoxy group which then allows nitration in the 3- and 5-positions under moderate conditions to yield ...

320 N-Heterocycles 7.8 6-Membered rings – 3N N N N N NN NO 2 O 2 NOH 2 CH 2 C CH 2 CH 2 ONO 2 O 2 N O 2 N 189 (Tris-X) 188 N 2 O ...

6-Membered rings – 4N 321 Agrawal and co-workers^122 synthesized the insensitive triazine-based explosive PL-1 (193) from the re ...

322 N-Heterocycles with 2,4-pentanedione, followed by oxidation of the resulting dihydrotetrazine (196) to the tetrazine (197) a ...

6-Membered rings – 4N 323 3,3’-azo-bis(6-amino-1,2,4,5-tetrazine) (207) (DAAT). DAAT has a very large positive heat of formation ...

324 N-Heterocycles NH 2 ClCl NN O tN NtBuBu ClCl N O N N N N O O ButN H 2 N + Cl N N N N O O N N N N O O 215 219 (TBTDO) 218, 37 ...

Dibenzotetraazapentalenes 325 NH 2 NH 2 N H 2 N NH 2 222 N N 3 N 3 223 N N N N 3 N N N O 2 N N N N N NO 2 NO 2 O 2 N O 2 N N N N ...

326 N-Heterocycles z-TACOT (225) and y-TACOT (231) are single isomers but their syntheses are rather long for cost effective com ...

References 327 and R. J. Spear, ‘Synthesis of Organic Energetic Compounds’, inOrganic Energetic Compounds, Ed. P. L. Marinkas, N ...