Regioisomeric 3,5-di(nitropyrazolyl)-1,2,4-oxadiazoles and their energetic properties

被引：16

作者：

Khoranyan, Tigran E. ^{[1
]}

Shkineva, Tatyana K. ^{[1
]}

Vatsadze, Irina A. ^{[1
]}

Shakhnes, Alexander Kh. ^{[1
]}

Muravyev, Nikita V. ^{[2
]}

Sheremetev, Alexei B. ^{[1
]}

Dalinger, Igor L. ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Ave, Moscow 119991, Russia

[2] Russian Acad Sci, NN Semenov Fed Res Ctr Chem Phys, 4 Kosygina St, Moscow 119991, Russia

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2022年 / 58卷 / 01期

基金：

俄罗斯科学基金会;

关键词：

nitropyrazole; 1,2,4-oxadiazole; cyclization; density; regiochemical modulation; sensitivity; thermal stability; DERIVATIVES; TENDENCIES; PYRAZOLE;

D O I：

10.1007/s10593-022-03054-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

All possible isomers of N-unsubstituted 3,5-di(nitropyrazolyl)-1,2,4-oxadiazoles were synthesized. The influence of regioisomerism was studied with respect to density, thermal stability, impact and friction sensitivity, and energetic performance.

引用

页码：37 / 44

页数：8

共 37 条

[1] A convenient and mild method for 1,2,4-oxadiazole preparation: cyclodehydration of O-acylamidoximes in the superbase system MOH/DMSO [J].

Baykov, Sergey ;

Sharonova, Tatyana ;

Osipyan, Angelina ;

Rozhkoy, Sergey ;

Shetnev, Anton ;

Smirnov, Alexey .

TETRAHEDRON LETTERS, 2016, 57 (26) :2898-2900

[2] ADDITIVITY RULES FOR ESTIMATION OF THERMOCHEMICAL PROPERTIES [J].

BENSON, SW ;

CRUICKSHANK, FR ;

GOLDEN, DM ;

HAUGEN, GR ;

ONEAL, HE ;

RODGERS, AS ;

SHAW, R ;

WALSH, R .

CHEMICAL REVIEWS, 1969, 69 (03) :279-+

[3] Hydrogen Bonding in CHON-Containing Energetic Crystals: A Review [J].

Bu, Rupeng ;

Xiong, Yin ;

Wei, Xianfeng ;

Li, Hongzhen ;

Zhang, Chaoyang .

CRYSTAL GROWTH & DESIGN, 2019, 19 (10) :5981-5997

[4] PEG-supported synthesis of pyrazole oligoamides with peptide β-sheet affinity [J].

Cernovská, K ;

Kemter, M ;

Gallmeier, HC ;

Rzepecki, P ;

Schrader, T ;

König, B .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (11) :1603-1611

[5]

Chen DX, 2021, FIREPHYSCHEM, V1, P71, DOI 10.1016/j.fpc.2021.03.001

[6]

Dalinger IL, 2021, FIREPHYSCHEM, V1, P83, DOI 10.1016/j.fpc.2021.04.005

[7] Novel Melt-Castable Energetic Pyrazole: A Pyrazolyl-Furazan Framework Bearing Five Nitro Groups [J].

Dalinger, Igor L. ;

Suponitsky, Kyrill Yu. ;

Pivkina, Alla N. ;

Sheremetev, Aleksei B. .

PROPELLANTS EXPLOSIVES PYROTECHNICS, 2016, 41 (05) :789-792

[8] Novel Highly Energetic Pyrazoles: N-Trinitromethyl-Substituted Nitropyrazoles [J].

Dalinger, Igor L. ;

Vatsadze, Irina A. ;

Shkineva, Tatyana K. ;

Kormanov, Alexandr V. ;

Struchkova, Marina I. ;

Suponitsky, Kyrill Yu. ;

Bragin, Anatoly A. ;

Monogarov, Konstantin A. ;

Sinditskii, Valery P. ;

Sheremetev, Aleksei B. .

CHEMISTRY-AN ASIAN JOURNAL, 2015, 10 (09) :1987-1996

[9] Synthesis and investigation of isomeric mono- and dinitro derivatives of 3-methyl-4-(pyrazol-3-yl)furazan [J].

Dalinger, Igor L. ;

Vatsadze, Irina A. ;

Shkineva, Tatyana K. ;

Kormanov, Alexandr V. ;

Kozeev, Andrei M. ;

Averkiev, Boris B. ;

Dalinger, Alexandr I. ;

Beklemishev, Mikhail K. ;

Sheremetev, Aleksei B. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2015, 51 (06) :545-552

[10] Biaryl Sulfonamides from O-Acetyl Amidoximes: 1,2,4-Oxadiazole Cyclization under Acidic Conditions [J].

Dosa, Stefan ;

Daniels, Joerg ;

Guetschow, Michael .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (02) :407-413

← 1 2 3 4 →