Benzotriazole 6 -dinitro

Nitration of a series of mesomeric betaines was extensively studied in connection with their potential use as explosives (Scheme 3). Nitration of l,2,3-triazolo[2,l- ]benzotriazole 74 can be achieved selectively, occurring first at the 7-position which is followed by nitration at the 3- and 5-positions. Thus, nitration with 45% nitric acid gives a mixture of 7-nitro derivative 75 (39%) and dinitro derivative 76 (58%), while 70% nitric acid yields a mixture of 3,7- (52%), 5,7- (23%), and 3,5-dinitro (5%) isomers 76-78. Clean trinitration to 3,5,7-trinitro-l,2,3-triazolo[2,l- ]benzotriazole 79... 

Die Verbindungen sind auch direkt aus 4,6-Dinitro-benzofurazan-l-oxid mit N-Formyl-anili-nen in alkalischer Losung zuganglich. Benzofurazan-l-oxid selbst liefert keine 4-Anilino-benzo-furazane, sondern man erhalt Benzotriazol-1-oxide78. 

Dinitro di bydroxybenzophenyl triazole, C (2H7Ng06 mw 317.22, N 22.08%. One isomer, 2-(3, 5-Dihitrc-2,-4-dihyroxy-phenyl)-benzotriazole, is described... 

Trinitro-, C12H6N6Og and Tetretnitro-, C12HgN7-Qf Derivatives of Dihydroxybenzophenyltriazole, were not found in Beil or in CA thru 1956 Pentanitrodihydroxybenzophenyltriazole [called Pentanitrodibydroxyphentriazole or 5,l-Dinitro-2, l,3-benzotriazol-4 ol,2-(3-bydroxypicryl) in CA and called 5,7-Dinitro-4-oxy-2-[2.4.6-trinitro-3 -oxyphenyl]-benztriazol in Ger, ... 

Dinitrohydroxykenzophenyltriazole, C, 2H7NgOg mw 301.22, N 23.25% not found in Beil, but its isomer 2-Phenyl-4,6-dinitro-benzotriazole- 1-oxide, It yel crysts, mp 195 6°, is listed in Beil 26,50... 

High-energy materials such as 4,6-dinitro-l-(2, 4, 6 -trinitrophenyl)- and 5,6-dinitro-l-(2, 4, 6 -trinitrophenyl)benzotriazole have been obtained by treating the corresponding orf/io-phenylenediamines with sodium nitrite in sulfuric and acetic acids, respectively (Scheme 2.118) [623],... 

Beim Bestrahlen von l-(2-Nitro-pheny])- bzw. l-(2,4-Dinitro-phenyl)-lH-pyrazolen(253,7 nm, 300nm und 355 nm) werden 2-(2-Acyl-ethenyl)-benzotriazol-l-oxide als (.E/Z)-Isome-ren-Gemische gebildet z. B2363 ... 

This study reports on the reactions of ambident nucleophiles with electron-deficient nitroaromatic and heteroaromatic substrates anionic complex formation or nucleophilic substitution result. Ambident behavior is observed in the case of phenoxide ion (O versus C attack) and aniline (N versus C attack). O or N attack is generally kinetically preferred, but C attack gives rise to stable thermodynamic control. Normal electrophiles such as 1,3,5-trinitrobenzene or picryl chloride are contrasted with superelectrophiles such as 4,6-dinitrobenzofuroxan or 4,6-dinitro-2-(2,4,6-trinitrophenyl)benzotriazole 1-oxide (PiDNBT), which give rise to exceptionally stable a complexes. Further interesting information was derived from the presence in PiDNBT of two electrophilic centers (C-7 and C-l ) susceptible to attack by the ambident nucleophilic reagent. The superelectrophiles are found to exhibit lesser selectivity toward different nucleophilic centers of ambident nucleophiles compared with normal electrophiles. 

Dinitro-2-(2,4,6-trinitrophenyl)benzotriazole 1-Oxide (PiDNBT) as an Ambident Superelectrophile... 

PDNBTO 4,6-dinitro-2-(2,4,6-trinitrophenyl)-2H-l,2,3-benzotriazol-l-ium-l-olate PETN penterythritol tetranitrate... 

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