Synthesis of substituted dibenz[b,f]oxepines from 2,4,6-trinitrotoluene

Abstract

1,3 Dinitro[b,f]dibenzoxepine undergoes nucleophilic substitution with O and S nucleo philes, the nitro group at position 1 (peri nitro group) being selectively replaced. The factors responsible for the selectivity of the reaction are discussed.

Synthesis, Characterization, Thermokinetic Analysis and Energetic Performance Properties of New Generation Energetic 1 (3-chlorophenyl) -1H- tetrazole

“…Bu sebeple mevcut ürünlerin performansını iyileştirmek ve zorlu gereksinimlerini karşılamak için son zamanlarda pek çok çalışma yapılmış birçok yeni enerjik malzemeler ortaya çıkmıştır [14][15][16][17]. Hidrojen, oksijen, azot ve karbon yoğunluklu en çok kullanılan enerjik malzemeler arasında, TNT [18][19][20][21], 1,3,5,7-tetranitro-1,3,5,7-tetrazosin (HMX) [22][23][24][25], 1,3,5-trinitro-1,3,5-triazin (RDX), [26,27], triaminotrinitrobenzen (TATB) [28][29][30][31][32], 2,4, 6,8,10,12 hekzanitro-2,4,6,8,10,12-hekzaazaisowurtzitan (CL-20) [33,34], oktanitroküban, [35] ve 4,10dinitro-4,10-diaza-2,6,8,12-tetraoksaizowurtzitan (TEX) [36,37] gibi maddeler bulunmaktadır. Ancak, bu nitro içeriği yüksek patlayıcıların çoğu son derece çevre kirletici özelliktedir.…”

A Low Sensitivity Energetic Salt Based on Furazan Derivative and Melamine: Synthesis, Structure, Density Functional Theory Calculation, and Physicochemical Property

“…Traditional energetic materials, such as cyclo-1,3,5-trimethylene-2,4,6-trinitamine (RDX), , 2,4,6-trinitrotoluene (TNT), − and 1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX), − have been used for a variety of military purposes and civilian applications. − Many catastrophic explosions of these compounds urge researchers to synthesize new energetic materials with higher safety as well as good performance. As the desirable requirements, the modern explosives and propellants should possess good thermal stability, impact and shock insensitivity, and other better performance …”

An Efficient Synthesis of Dibenzo[b,f]oxepins by Ring‐Closing Metathesis

“…[6d, 7, 10, 13] Furthermore, the nucleophilic aromatic substitution reaction (S N Ar) has been widely used for the formation of biaryl ethers. [8,14,15] Ring expansion by Wagner-Meerwein rearrangement, [16] Mn 2 + -based oxidative radical rearrangement, [17] sequential Heck reaction and Pd-catalyzed etheration, [18] as well as metal-free synthesis [19] are some more strategies reported for the synthesis of dibenzoA C H T U N G T R E N N U N G [b,f]oxepins. As part of our research program towards the synthesis of natural products utilizing ring-closing metathesis (RCM) [19] and to develop a general synthetic protocol for the synthesis of bauhiniastatins, we found that RCMs [20] for the synthesis of fully unsaturated or aromatic compounds are relatively limited.…”