In this work, the effects of the scan rate and the concentration of the substituted phenols on the peak currents or current plateaus have been investigated. Voltammetric curves recorded by a platinum microelectrode varied significantly under different experimental conditions in cases of 4-chlorophenol, 4- tert-butylphenol, and 4-nitrophenol. In the case of 4-methoxyphenol and 4- tert-butylphenol, when the experiments were performed in the lower concentration range in acetonitrile, the plateau current and peak current showed linear dependence on phenol concentration. Therefore, these ranges offer opportunity for further characterization. The electrode reaction of 4-methoxyphenol was found to be a diffusion-controlled process in the solvents applied (water, acetonitrile, dimethyl sulfoxide, dimethyl formamide, nitrobenzene, acetone, dichloromethane, methanol, ethanol, 1-propanol, 1-butanol, and 1-pentanol). Diffusion coefficients of 4-methoxyphenol were determined with a microelectrode using the steady-state voltammograms. Diffusion coefficients of other phenols were measured only in acetonitrile with a macroelectrode. In agreement with known theories, the diffusion coefficients showed inversely proportional relationships with the solvent viscosities. Special care was needed in 1-pentanol solvent since the increasing anodic peaks appeared after the first scan and overlaid with the sigmoidal-shaped regular microelectrode voltammograms. This observation is probably due to formation of adhering residual electroactive products.
{"title":"Scan rate and concentration dependence of the voltammograms of substituted phenols on electrodes with different size, diffusion coefficients of phenols in different solvents","authors":"L. Kiss, S. Kunsági-Máté","doi":"10.1139/cjc-2022-0096","DOIUrl":"https://doi.org/10.1139/cjc-2022-0096","url":null,"abstract":"In this work, the effects of the scan rate and the concentration of the substituted phenols on the peak currents or current plateaus have been investigated. Voltammetric curves recorded by a platinum microelectrode varied significantly under different experimental conditions in cases of 4-chlorophenol, 4- tert-butylphenol, and 4-nitrophenol. In the case of 4-methoxyphenol and 4- tert-butylphenol, when the experiments were performed in the lower concentration range in acetonitrile, the plateau current and peak current showed linear dependence on phenol concentration. Therefore, these ranges offer opportunity for further characterization. The electrode reaction of 4-methoxyphenol was found to be a diffusion-controlled process in the solvents applied (water, acetonitrile, dimethyl sulfoxide, dimethyl formamide, nitrobenzene, acetone, dichloromethane, methanol, ethanol, 1-propanol, 1-butanol, and 1-pentanol). Diffusion coefficients of 4-methoxyphenol were determined with a microelectrode using the steady-state voltammograms. Diffusion coefficients of other phenols were measured only in acetonitrile with a macroelectrode. In agreement with known theories, the diffusion coefficients showed inversely proportional relationships with the solvent viscosities. Special care was needed in 1-pentanol solvent since the increasing anodic peaks appeared after the first scan and overlaid with the sigmoidal-shaped regular microelectrode voltammograms. This observation is probably due to formation of adhering residual electroactive products.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"15 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87831001","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A method for the synthesis of substituted 1,2,4,5-oxadiazaboroles is described, in which hydroxylamines, nitriles, and diarylborinic acids engage in a three-component condensation reaction. The protocol provides access to a substitution pattern that is not readily available through other methods—namely, 2,3-disubstitution, with a tetracoordinate boron center. Structures of representative members of this class of heterocycles were determined by single crystal X-ray diffraction analysis.
{"title":"Synthesis of 1,2,4,5-oxadiazaboroles by three-component condensations of hydroxylamines, nitriles, and diarylborinic acids","authors":"Zhenlu Ge, A. Lough, M. Taylor","doi":"10.1139/cjc-2022-0200","DOIUrl":"https://doi.org/10.1139/cjc-2022-0200","url":null,"abstract":"A method for the synthesis of substituted 1,2,4,5-oxadiazaboroles is described, in which hydroxylamines, nitriles, and diarylborinic acids engage in a three-component condensation reaction. The protocol provides access to a substitution pattern that is not readily available through other methods—namely, 2,3-disubstitution, with a tetracoordinate boron center. Structures of representative members of this class of heterocycles were determined by single crystal X-ray diffraction analysis.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"17 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-02-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87133043","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Herein we describe a convenient method for the synthesis of the β-substituted Cys analogs 1a, b and trans-β-mercapto proline 1c, from their corresponding α,β-unsaturated-α-amino esters using p-methoxybenzyl mercaptan as the sulfur source. The intermediate β-thioethers are stable toward chromatographic purification, and after global deprotection the β-mercapto amino acids 1a–c are obtained in good to high yields (64%–99%).
{"title":"Convenient access to β-substituted cysteines and β- and γ-mercapto prolines","authors":"Jacob C. Hansen, Marco Rabuffetti, L. Bunch","doi":"10.1139/cjc-2022-0161","DOIUrl":"https://doi.org/10.1139/cjc-2022-0161","url":null,"abstract":"Herein we describe a convenient method for the synthesis of the β-substituted Cys analogs 1a, b and trans-β-mercapto proline 1c, from their corresponding α,β-unsaturated-α-amino esters using p-methoxybenzyl mercaptan as the sulfur source. The intermediate β-thioethers are stable toward chromatographic purification, and after global deprotection the β-mercapto amino acids 1a–c are obtained in good to high yields (64%–99%).","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"51 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-02-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89579606","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A comprehensive theoretical study of the lowest electronic vertical excitations of the CBCN defect in the monolayer of hexagonal boron nitride has been performed. Both the periodic boundary conditions approach and the finite-cluster simulation of the defect have been utilized at the density-functional theory (DFT) level. Clusters of increasing sizes have been used in order to estimate artefacts resulting from edge effects. The stability of the results with respect to several density functionals and various basis sets has been also examined. High-level ab initio calculations with methods like EOM-CCSD, ADC(2), and TD-CC2, were performed for the smallest clusters. It turns out that TD-DFT with the CAM-B3LYP functional gives similar lowest excitation energies as EOM-CCSD, ADC(2), and TD-CC2. The lowest excitation energies resulting from the periodic-boundary calculation utilizing the Bethe-Salpeter equation are in agreement with the results for finite clusters. The analysis of important configurations and transition densities shows that for all studied methods, the lowest excited state is localized on two carbon atoms and their closest neighbours and has a large dipole transition moment. The optimized geometries for the lowest two excited states indicate that in both cases the carbon-carbon bond becomes a single bond, while for the second excited state additionally one from boron-nitrogen bonds looses its partially double character. The calculation of the excitation energies at the respective optimal geometry reveals that these two energies become about 0.5 eV lower than vertical excitations from the ground-state geometry.
{"title":"Dicarbon defect in hexagonal boron nitride monolayer - a theoretical study","authors":"T. Korona, J. Jankowska, Emran Masoumifeshani","doi":"10.1139/cjc-2022-0291","DOIUrl":"https://doi.org/10.1139/cjc-2022-0291","url":null,"abstract":"A comprehensive theoretical study of the lowest electronic vertical excitations of the CBCN defect in the monolayer of hexagonal boron nitride has been performed. Both the periodic boundary conditions approach and the finite-cluster simulation of the defect have been utilized at the density-functional theory (DFT) level. Clusters of increasing sizes have been used in order to estimate artefacts resulting from edge effects. The stability of the results with respect to several density functionals and various basis sets has been also examined. High-level ab initio calculations with methods like EOM-CCSD, ADC(2), and TD-CC2, were performed for the smallest clusters. It turns out that TD-DFT with the CAM-B3LYP functional gives similar lowest excitation energies as EOM-CCSD, ADC(2), and TD-CC2. The lowest excitation energies resulting from the periodic-boundary calculation utilizing the Bethe-Salpeter equation are in agreement with the results for finite clusters. The analysis of important configurations and transition densities shows that for all studied methods, the lowest excited state is localized on two carbon atoms and their closest neighbours and has a large dipole transition moment. The optimized geometries for the lowest two excited states indicate that in both cases the carbon-carbon bond becomes a single bond, while for the second excited state additionally one from boron-nitrogen bonds looses its partially double character. The calculation of the excitation energies at the respective optimal geometry reveals that these two energies become about 0.5 eV lower than vertical excitations from the ground-state geometry.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"47 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-02-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82201004","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
In this work we set up a model Hamiltonian to study the excited state quantum dynamics of 1,1-difluoroethylene, a molecule that has equivalent atoms exchanged by a torsional symmetry operation leading to equivalent minima on the potential energy surface. In systems with many degrees of freedom where the minimum energy geometry is not unique, the ground state wavefunction will be delocalised among multiple minima. In this small test system, we probe the excited state dynamics considering localised (in a single minimum) and delocalised (spread over among multiple minima) wavefunctions and check whether this choice would influence the final outcome of the quantum dynamics calculations. Our molecular Hamiltonian comprises seven electronic states, including valence and Rydberg states, computed with the MS-CASPT2 method and projected onto the vibrational coordinates of the twelve normal modes of 1,1-difluoroethylene in its vibrational ground state. This Hamiltonian has been symmetrised along the torsional degree of freedom to make both minima completely equivalent and the model is supported by the excellent agreement with the experimental absorption spectrum. Quantum dynamics results show that the different initial conditions studied do not appreciably affect the excited state populations or the absorption spectrum when the dynamics is simulated assuming a delta pulse excitation. Future work will look at whether initial superpositions can be formed that guide the system, e.g. to a single minimum.
{"title":"Do we need delocalised wavefunctions for the excited state dynamics of 1,1-difluoroethylene?","authors":"Sandra G'omez, N. Singer, L. Gonz'alez, G. Worth","doi":"10.1139/cjc-2022-0267","DOIUrl":"https://doi.org/10.1139/cjc-2022-0267","url":null,"abstract":"In this work we set up a model Hamiltonian to study the excited state quantum dynamics of 1,1-difluoroethylene, a molecule that has equivalent atoms exchanged by a torsional symmetry operation leading to equivalent minima on the potential energy surface. In systems with many degrees of freedom where the minimum energy geometry is not unique, the ground state wavefunction will be delocalised among multiple minima. In this small test system, we probe the excited state dynamics considering localised (in a single minimum) and delocalised (spread over among multiple minima) wavefunctions and check whether this choice would influence the final outcome of the quantum dynamics calculations. Our molecular Hamiltonian comprises seven electronic states, including valence and Rydberg states, computed with the MS-CASPT2 method and projected onto the vibrational coordinates of the twelve normal modes of 1,1-difluoroethylene in its vibrational ground state. This Hamiltonian has been symmetrised along the torsional degree of freedom to make both minima completely equivalent and the model is supported by the excellent agreement with the experimental absorption spectrum. Quantum dynamics results show that the different initial conditions studied do not appreciably affect the excited state populations or the absorption spectrum when the dynamics is simulated assuming a delta pulse excitation. Future work will look at whether initial superpositions can be formed that guide the system, e.g. to a single minimum.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"18 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84570707","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Solid state transformations are important in many areas of science and technology. Herein, a model for predicting the relative energies of stationary points along the reaction pathways for stress-induced solid state transformations is assessed and applied. The model is based on a second-order expansion of the energy of the system with respect to changes in the unit cell, and requires a small number of parameters that can be obtained through quantum chemical calculations. Comparison of the model with the results of quantum chemical calculations indicates that the model accurately reproduces changes in energy occurring during stress-induced transformations over a reasonable range of stresses. A procedure for applying the model to identify stress tensors that are most likely to promote a desired reaction is illustrated. The results also indicate that this procedure provides insight into the connection between the form of a stress tensor and the changes in energy occurring during a stress-induced solid state transformation.
{"title":"Predicting Reaction Barriers in Solid-State Systems Under Stress via Second-Order Energy Expansion","authors":"L. Laverdure, N. Mosey","doi":"10.1139/cjc-2022-0278","DOIUrl":"https://doi.org/10.1139/cjc-2022-0278","url":null,"abstract":"Solid state transformations are important in many areas of science and technology. Herein, a model for predicting the relative energies of stationary points along the reaction pathways for stress-induced solid state transformations is assessed and applied. The model is based on a second-order expansion of the energy of the system with respect to changes in the unit cell, and requires a small number of parameters that can be obtained through quantum chemical calculations. Comparison of the model with the results of quantum chemical calculations indicates that the model accurately reproduces changes in energy occurring during stress-induced transformations over a reasonable range of stresses. A procedure for applying the model to identify stress tensors that are most likely to promote a desired reaction is illustrated. The results also indicate that this procedure provides insight into the connection between the form of a stress tensor and the changes in energy occurring during a stress-induced solid state transformation.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"84 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81218263","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Travis Lundrigan, Joseph P. Tassone, M. Stradiotto
An efficient method for the C–N cross-coupling of (hetero)aryl (pseudo)halides with optically pure α-amino acid esters employing a commercially available nickel catalyst and weak inorganic base was developed. This is the first example of Ni-catalyzed N-arylation of amino acid esters without the use of electrochemistry, which was shown to effectively couple a variety of amino acid tert-butyl esters with (hetero)aryl chlorides, bromides, and tosylates in high yields and excellent enantioretention. Base-mediated racemization was revealed during control experiments, but increasing the steric bulk of the amino acid ester group limited the amount of racemization of the product.
{"title":"Award Lecture Paper: Nickel-Catalyzed N-Arylation of Optically Pure Amino Acid Esters with Activated (Hetero)aryl Electrophiles","authors":"Travis Lundrigan, Joseph P. Tassone, M. Stradiotto","doi":"10.1139/cjc-2022-0290","DOIUrl":"https://doi.org/10.1139/cjc-2022-0290","url":null,"abstract":"An efficient method for the C–N cross-coupling of (hetero)aryl (pseudo)halides with optically pure α-amino acid esters employing a commercially available nickel catalyst and weak inorganic base was developed. This is the first example of Ni-catalyzed N-arylation of amino acid esters without the use of electrochemistry, which was shown to effectively couple a variety of amino acid tert-butyl esters with (hetero)aryl chlorides, bromides, and tosylates in high yields and excellent enantioretention. Base-mediated racemization was revealed during control experiments, but increasing the steric bulk of the amino acid ester group limited the amount of racemization of the product.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"33 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84187695","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Note of appreciation","authors":"","doi":"10.1139/cjc-2023-0007","DOIUrl":"https://doi.org/10.1139/cjc-2023-0007","url":null,"abstract":"","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"7 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136172696","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ekwevugbe Omugbe, O. Osafile, O. Nenuwe, E. Enaibe, E. E. Elemike
In this paper, we examined the effects of transition metal replacement and ordering in 2D M3C2O2 MXene on the electronic structure, thermal and electrical conductivities using the density functional theory and also the Boltzmann transport theory within the constant relaxation time approximation. We derived the following oxygen functionalized ordered double metal MXenes Ti2YC2O2, Y2TiC2O2 Sc2YC2O2, and Y2ScC2O2 through the surface and sub-layer tuning. The results revealed that the ordered MXenes give rise to different electronic structure and transport properties. The electronic thermal conductivities obtained in terms of the relaxation time increase with increase in absolute temperature, while the electrical conductivities decrease with increase in temperature. The respective transport properties of Y2TiC2O2 and Sc2YC2O2were found to be enhanced due to the increased squared band velocity, density of state and low Seebeck coefficient compared to Ti2YC2O2 and Y2ScC2O2 MXenes. Generally, the MXene materials investigated in this work were found to possess metallic properties with the existence of energy overlap around the Fermi level. The computed formation energies support chemical stability in all the materials.
{"title":"Thermal and electrical transport conductivities of novel ordered double two-dimensional MXenes via density functional theory","authors":"Ekwevugbe Omugbe, O. Osafile, O. Nenuwe, E. Enaibe, E. E. Elemike","doi":"10.1139/cjc-2022-0070","DOIUrl":"https://doi.org/10.1139/cjc-2022-0070","url":null,"abstract":"In this paper, we examined the effects of transition metal replacement and ordering in 2D M3C2O2 MXene on the electronic structure, thermal and electrical conductivities using the density functional theory and also the Boltzmann transport theory within the constant relaxation time approximation. We derived the following oxygen functionalized ordered double metal MXenes Ti2YC2O2, Y2TiC2O2 Sc2YC2O2, and Y2ScC2O2 through the surface and sub-layer tuning. The results revealed that the ordered MXenes give rise to different electronic structure and transport properties. The electronic thermal conductivities obtained in terms of the relaxation time increase with increase in absolute temperature, while the electrical conductivities decrease with increase in temperature. The respective transport properties of Y2TiC2O2 and Sc2YC2O2were found to be enhanced due to the increased squared band velocity, density of state and low Seebeck coefficient compared to Ti2YC2O2 and Y2ScC2O2 MXenes. Generally, the MXene materials investigated in this work were found to possess metallic properties with the existence of energy overlap around the Fermi level. The computed formation energies support chemical stability in all the materials.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"12 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-01-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77805423","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Xu-Qing Liu, Lina Hao, Renfa Zhang, Congming Ma, P. Ma
A new pyridine derivative 1-(4-amino-3,5-dinitropyridin-2-yl) guanidine (ADG) was synthesized through nitration and substitution reaction using 4-amino-2-cholopyridine as raw material. Its structure was characterized by spectroscopy, nuclear magnetic resonance, and mass spectrometry. The crystal of ADG is monoclinic, space group Pbca with crystal parameters of a = 7.23 Å, b = 14.56 Å, c = 17.93 Å, α = β= γ= 90 Å, V = 1911 Å3, μ = 0.143 mm−1, and Z = 8. This new molecule exhibits moderate density ( ρ= 1.677 g cm−3), good thermal stability with a decomposition temperature of 217 °C, and moderate detonation property with detonation pressure of 20.83 GPa and detonation velocity of 7.00 km s−1. The Hirshfeld surface analysis revealed a significant contribution of weak interactions to the packing forces for molecules. Electron localization function analysis indicates that there is substantial electron localization in regions of C–H, N–H, and N–O covalent bond sites.
以4-氨基-2-胆吡啶为原料，经硝化取代反应合成了一种新的吡啶衍生物1-(4-氨基-3,5-二硝基吡啶-2-基)胍(ADG)。用光谱学、核磁共振和质谱法对其结构进行了表征。ADG晶体为单斜晶，空间群Pbca，晶体参数为a = 7.23 Å， b = 14.56 Å， c = 17.93 Å， α = β= γ= 90 Å， V = 1911 Å3， μ = 0.143 mm−1,Z = 8。该分子具有中等密度(ρ= 1.677 g cm−3)、良好的热稳定性(分解温度为217℃)和中等爆轰性能(爆轰压力为20.83 GPa，爆轰速度为7.00 km s−1)。Hirshfeld表面分析揭示了弱相互作用对分子堆积力的重要贡献。电子定位函数分析表明，在C-H、N-H和N-O共价键位点存在大量的电子定位。
{"title":"Synthesis and thermal stability of a novel polyfunctional pyridine-based derivative featuring amino, nitro, and guanidine groups","authors":"Xu-Qing Liu, Lina Hao, Renfa Zhang, Congming Ma, P. Ma","doi":"10.1139/cjc-2022-0057","DOIUrl":"https://doi.org/10.1139/cjc-2022-0057","url":null,"abstract":"A new pyridine derivative 1-(4-amino-3,5-dinitropyridin-2-yl) guanidine (ADG) was synthesized through nitration and substitution reaction using 4-amino-2-cholopyridine as raw material. Its structure was characterized by spectroscopy, nuclear magnetic resonance, and mass spectrometry. The crystal of ADG is monoclinic, space group Pbca with crystal parameters of a = 7.23 Å, b = 14.56 Å, c = 17.93 Å, α = β= γ= 90 Å, V = 1911 Å3, μ = 0.143 mm−1, and Z = 8. This new molecule exhibits moderate density ( ρ= 1.677 g cm−3), good thermal stability with a decomposition temperature of 217 °C, and moderate detonation property with detonation pressure of 20.83 GPa and detonation velocity of 7.00 km s−1. The Hirshfeld surface analysis revealed a significant contribution of weak interactions to the packing forces for molecules. Electron localization function analysis indicates that there is substantial electron localization in regions of C–H, N–H, and N–O covalent bond sites.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"104 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79224682","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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