Category: 14544-45-7

Li, Bao-Hui published the artcileA B3LYP and MP2(full) theoretical investigation into the strength of the C-NO₂ bond upon the formation of the intermolecular hydrogen-bonding interaction between HF and the nitro group of nitrotriazole or its methyl derivatives, COA of Formula: C2H2N4O2, the publication is Journal of Molecular Modeling (2013), 19(2), 511-519, database is CAplus and MEDLINE.

The changes of bond dissociation energy (BDE) in the C-NO₂ bond and nitro group charge upon the formation of the intermol. hydrogen-bonding interaction between HF and the nitro group of 14 kinds of nitrotriazoles or Me derivatives were investigated using the B3LYP and MP2(full) methods with the 6-311++G**, 6-311++G(2df,2p) and aug-cc-pVTZ basis sets. The strength of the C-NO₂ bond was enhanced and the charge of nitro group turned more neg. in complex in comparison with those in isolated nitrotriazole mol. The increment of the C-NO₂ bond dissociation energies correlated well with the intermol. H-bonding interaction energies. Electron d. shifts analyses showed that the electron d. shifted toward the C-NO₂ bond upon complex formation, leading to the strengthened C-NO₂ bond and the possibly reduced explosive sensitivity.

Journal of Molecular Modeling published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, COA of Formula: C2H2N4O2.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Licht, H. H. published the artcileTautomerism in nitrotriazoles: structure investigation by combined ¹H, ¹³C and ¹⁵N NMR spectroscopy, Application of 5-Nitro-1H-1,2,3-triazole, the publication is Magnetic Resonance in Chemistry (1998), 36(5), 343-350, database is CAplus.

The tautomerism and isomerism of triazoles make the structure anal. of such compounds a difficult problem, and in the case of several nitrotriazoles a detailed structure assignment had been lacking up to now. Supported by selected compounds, a definite structure determination of ten nitrotriazoles was achieved by combined application of ¹⁵N NMR spectroscopy and increment calculations This method also succeeded in cases where equilibrium of tautomers were present. An evaluation of the shift data and coupling modes gave systematic references to structure and substituent influences.

Magnetic Resonance in Chemistry published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Application of 5-Nitro-1H-1,2,3-triazole.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Dabbagh, Hossein A. published the artcileTheoretical studies on tautomerism of triazole derivatives in the gas phase and solution, Application In Synthesis of 14544-45-7, the publication is Journal of Molecular Structure: THEOCHEM (2010), 947(1-3), 92-100, database is CAplus.

The predominant tautomeric forms of N1-H, N2-H and N3-H triazole derivatives (4-NO₂, 4-NO_, 4-CN, 4-CF₃, 4-F, 4-Cl, 4-H, 4-CH₃ and 4-NH₂) were analyzed at HF, B3LYP and MP2 methods using 6-311++G (d,p) basis set in the gas phase and solution using Polarizable Continuum Model (PCM) model. The N2-H form of all triazoles was found to be more stable in both phases. The preferred microsolvated structure and variation of dipole moment of all triazoles were investigated in the presence of water mol. The hydrogen bonds between each tautomer of triazole and water was evaluated at HF/6-311++G (d,p) level. The geometrical parameters of triazole derivatives and their variation were studied in solution The Gibbs free energies of tautomers were computed in the gas phase and solution

Journal of Molecular Structure: THEOCHEM published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Application In Synthesis of 14544-45-7.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Ivashkevich, O. A. published the artcileQuantum-chemical investigation of certain physicochemical properties of C-nitro-1,2,3-triazole and N-alkyl-4(5)-nitro-1,2,3-triazoles, SDS of cas: 14544-45-7, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2008), 44(12), 1472-1482, database is CAplus.

Quantum-chem. calculations have been carried out on mol. electrostatic potentials, proton affinity in the gas phase, gas phase basicity, and pK _BH+ values in aqueous solution for C-nitro- and N-alkyl-4(5)-nitro-1,2,3-triazoles, and the relative stability of the isomeric N-alkyl-4(5)-nitrotriazoles (alkyl = Me, Et, i-Pr, t-Bu) in the gas phase and in aqueous solution For all the studied substances in the gas phase the 2H-tautomer and the N(2)-isomers were considerably more stable than the corresponding N(1) compounds, and the 3H-tautomer and N(3)-isomer were the least stable. In aqueous solution 1- and 3-isomers had close values of energies, but in the case of C-nitro-1,2,3-triazole the 1H form became even more stable than the 2H-form. It was established which ring nitrogen atoms of 1,2,3-triazoles are protonated in the gas phase and in solution The obtained data correlate well with the results of exptl. investigations on the alkylation of 1,2,3-triazoles in acidic and basic media and of the exptl. investigation on the alkylation of C-nitro-1,2,3-triazoles with di-Et sulfate carried out in the present work.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, SDS of cas: 14544-45-7.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Pocar, Donato published the artcileEnamines. XXXI. 4-Nitropyrazoles and 4-nitro-v-triazoles, Safety of 5-Nitro-1H-1,2,3-triazole, the publication is Gazzetta Chimica Italiana (1968), 98(8-9), 949-57, database is CAplus.

2-Morpholino-1-nitroethylene (I) was refluxed 48 hrs. with an equimolar amount p-RC6H4NHN:-CR2Cl (II) (R = H, R1 = Ph) (IIa) in anhydrous CHCl3 with excess Et3N and worked up to give 5% 1,3-diphenyl-4-nitropyrazole, m. 123° (EtOH). Similarly, I reacted with II (R = H, R1 = CO2Et) to give 20% 3-carbethoxy-1-phenyl-4-nitropyrazole, m. 145°, and with II (R = NO2, R1 = CO2Et) to give 6% 3-carbethoxy-4-nitro-1-(4-nitrophenyl)pyrazole, m. 134°. Heating I with PhN3 in a Carius tube 10 hrs. gave 60% 1-phenyl-4-nitro-v-triazole (III), m. 134°. 1-(4-Nitrophenyl)-4-nitro-v-triazole was prepared either by refluxing I with 4-nitrophenyl azide 100 hrs. in EtOH or by nitration of III, m. 201-2°, yields 75 and 80%, resp. Also prepared were 1-phenyl-5-methyl-4-nitro-v-triazole (IV) m. 144°; 1-(4-nitrophenyl)-5-methyl-4-nitro-v-triazole, m. 152°, and 1,5-diphenyl-4-nitro-v-triazole, m. 174-5°. IV was hydrogenated in EtOAc solution at atm. pressure and room temperature over Pd-C to give 90% 4-amino-1-phenyl-5-methyl-v-triazole, m. 103-4° (ligroin), also prepared in a Hofmann degradation from 1-phenyl-5-methyl-4-carboxyl-v-triazole. The same hydrogenation of III gave 4-amino-1-phenyl-v-triazole, m. 104° (H2O). 4-Nitro-v-triazole and 4-methyl-5-nitro-v-triazole were similarly prepared with p-toluenesulfonyl azide (V) 36 hrs., m.161-2 and 177°, resp. 4-Phenyl-5-nitro-v-triazole was prepared by refluxing an EtOH solution of V and α-morpholino-β-nitrostyrene 40 hrs. and working up, m. 197°, as in preparation of III.

Gazzetta Chimica Italiana published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Safety of 5-Nitro-1H-1,2,3-triazole.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Han, Xun published the artcileElectrostatic balance parameter mediated energy functions-toward stability and performance of explosives, Category: triazoles, the publication is Propellants, Explosives, Pyrotechnics (2021), 46(8), 1313-1323, database is CAplus.

It is a main challenge to achieve a fine balance between high energy d. and good mol. stability in energetic material research. The electrostatic balance parameter (ν), a universal parameter, that describes the coordination relationship between energy and stability of explosives may achieve this purpose. The strain energy, resonance energy, and large π-π separation energy were calculated from the perspective of mol. transformability to evaluate the stability of explosive mols., and ν was used to mediate the three parameters. The linear fitting results show that ν is highly correlated with these parameters, and a higher ν means better stability and lower mol. energy. The electrostatic balance parameter ν was also employed to mediate a high-energy explosive mol. (CL-20) and a high-stability mol. (LLM-105) and a possible structure for a supramol. explosive was screened from 6 kinds of supramols., which provides a feasible idea for the design of new explosives with low sensitivity and high energy. There is a strong linear correlation between electrostatic balance parameter (ν) and explosive energy (detonation velocity and heat of formation) and stability (strain energy, resonance energy, large π-π separation energy, and impact sensitivity). By adjusting the ν, it is possible to mediate the mol. energy and stability of explosives. The supramol. explosive is composed of LLM-105 and CL-20 explosive mols., and the possible structure of a kind of supramol. explosive is screened out by the value of ν.

Propellants, Explosives, Pyrotechnics published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Category: triazoles.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Vereshchagin, L. I. published the artcileReaction of 4-nitro-1,2,3-triazole with alkylating agents and compounds with activated multiple bonds, Product Details of C2H2N4O2, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1986), 932-5, database is CAplus.

Alkylating 4-nitro-1,2,3-triazole with RX (R = Me, Et, Pr, Me₂CH, EtO₂CCH₂, PhCH₂, PhCOCH₂, X = iodo, Br, Cl) in acetone gave 20-94% yields of mixtures containing isomeric I and II. Addnl. obtained were I and II (R = CHMeOBu, CH₂CH₂CN, CH:CHCOPh) by addition of BuOCH:CH₂, CH₂:CHCN, and PhCOCCH to the nitrotriazole.

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C12H25Br, Product Details of C2H2N4O2.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Xin, Zhen-dong published the artcileEffect of hydrogen bond on trigger bond strength of nitrotriazole, Formula: C2H2N4O2, the publication is Zhongbei Daxue Xuebao, Ziran Kexueban (2013), 34(3), 280-287, 292, database is CAplus.

The changes of bond dissociation energy(BDE) in the C-NO₂ bond upon the formation of the intermol. hydrogen-bonding interaction between HF and the nitro group of 14 kinds of nitrotriazoles and Me derivatives were investigated using the B3LYP and MP2(full) methods on the 6-311+ +G^**, 6-311++G(2df, 2p) and aug-cc-pVTZ basis sets. The result shows that the strength of the C-NO₂ bond is enhanced and the neg. charge of nitro group is increased upon complex formation. The increment of the C-NO₂ bond dissociation energies(ΔBDE) correlates well with the intermol. H-bonding interaction energies. Electron d. shifts toward the C-NO₂ bond upon complex, leading to the stronger C-NO₂ bond and weakening explosive sensitivity.

Zhongbei Daxue Xuebao, Ziran Kexueban published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C4H11NO, Formula: C2H2N4O2.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Miroshnichenko, E. A. published the artcileEnthalpy characteristics of nitro- and fluorine-nitro derivatives heterocyclic compounds, Product Details of C2H2N4O2, the publication is International Annual Conference of ICT (2003), 122/1-122/7, database is CAplus.

The energies of combustion and sublimations of fluorine-containing heterocyclic compounds are determined The energies of combustion are determined by the method of the “dry” bomb without addition of water. This has allowed us to simplify calculation of the correction on reduction of the condition of products of combustion to 1 atm. The method of microcalorimetry was used to measure enthalpies of sublimation. From these values, the enthalpies of formation in the standard condition and in the gas phase are determined

International Annual Conference of ICT published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Product Details of C2H2N4O2.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics