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1,2,4,5-四嗪-3-胺 | 79329-74-1

中文名称
1,2,4,5-四嗪-3-胺
中文别名
——
英文名称
1,2,4,5-tetrazine-3-amine
英文别名
3-amino-1,2,4,5-tetrazine;6-Amino-1,2,4,5-tetrazine;1,2,4,5-tetrazin-3-amine;3-amino-s-tetrazine;aminotetrazine
1,2,4,5-四嗪-3-胺化学式
CAS
79329-74-1
化学式
C2H3N5
mdl
MFCD00233926
分子量
97.0793
InChiKey
JEFCNHKLICBQBX-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    -1.7
  • 重原子数:
    7
  • 可旋转键数:
    0
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.0
  • 拓扑面积:
    77.6
  • 氢给体数:
    1
  • 氢受体数:
    5

上下游信息

  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量
    —— 3-hydrazino-1,2,4,5-tetrazine 79329-78-5 C2H4N6 112.094

反应信息

  • 作为反应物:
    描述:
    1,2,4,5-四嗪-3-胺一水合肼 作用下, 生成 Gtersunqcxeonk-uhfffaoysa-
    参考文献:
    名称:
    Occurrence of the SN(ANRORC) mechanism in the hydrazination of 1,2,4,5-tetrazines
    摘要:
    DOI:
    10.1021/jo00338a009
  • 作为产物:
    描述:
    3-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazineammonium hydroxide 作用下, 以 乙腈 为溶剂, 反应 0.5h, 以90%的产率得到1,2,4,5-四嗪-3-胺
    参考文献:
    名称:
    单取代的1,2,4,5-四嗪– 3-氨基-1,2,4,5-四嗪的合成
    摘要:
    用N-亲核试剂取代3-(3,5-二甲基-1 H-吡唑-1-基)-1,2,4,5-四嗪中的吡唑基部分,提供了一系列高氮四嗪衍生物,包括2-硝基-1-(1,2,4,5-四嗪-3-基)胍,N-(1 H-四唑-5-基)-1,2,4,5-四嗪-3-胺,N-( 1,2,4,5-四嗪-3-基)-1,2,4,5-四嗪-3-胺,N,N'-二(1,2,4,5-四嗪-3-基) -1,2,4,5-四嗪-3,6-二胺,N-(1,2,4,5-四嗪-3-基)-[1,2,4]三唑[4,3- b ] [1,2,4,5]四嗪-6-胺和三四嗪胺。通过差示扫描量热法评估了这些新化合物的热稳定性,并计算了它们的能量特性。
    DOI:
    10.1007/s10593-017-2127-4
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文献信息

  • Acylation-Mediated ‘Kinetic Turn-On’ of 3-Amino-1,2,4,5-tetrazines
    作者:Hannes Mikula、Stefan Kronister、Dennis Svatunek、Christoph Denk
    DOI:10.1055/s-0036-1591764
    日期:2018.6
    4,5-tetrazines upon conjugation. On the basis of the significant increase in reactivity following N-acylation predicted by quantum chemical calculations, we prepared 3-aminotetrazines and their corresponding acetylated derivatives. An investigation of the reaction kinetics indeed revealed a remarkable increase in reactivity upon acylation.
    1,2,4,5-四嗪与应变烯烃的快速和生物相容性连接已在生物医学科学中得到广泛应用。1,2,4,5-四嗪的反应性通常可以通过改变其 3 位和/或 6 位取代基来改变其电子性质来调节。这种生物正交探针在与靶分子缀合或附着时增加的反应性以前没有被描述过。这种方法将是有益的,因为它将使残留的四嗪试剂和/或杂质的影响最小化。在这里,我们描述了 1,2,4,5-四嗪在结合时的这种“动力开启”。基于量子化学计算预测 N-酰化后反应性显着增加,我们制备了 3-氨基四嗪及其相应的乙酰化衍生物。
  • Aminotetrazine–argon, the world's smallest ‘large gas-phase cluster’
    作者:Joseph C. Alfano、Selso J. Martinez、Donald H. Levy
    DOI:10.1039/ft9908602503
    日期:——
    dynamics of the complexes aminotetrazine–Ar and aminotetrazine–Ar2 have been studied using supersonic jet spectroscopy. The lowest excited electronic state of aminotetrazine was found to have a much longer fluorescence lifetime (154 ns in the vibrationless level) than tetrazine (0.9 ns), and the photodissociation reaction could be followed for a much longer time than was the case with tetrazine. It
    使用超声波喷射光谱研究了氨基四嗪-Ar和氨基四嗪-Ar 2配合物的光解动力学。发现氨基四嗪的最低激发电子态具有比四嗪(0.9 ns)更长的荧光寿命(无振动水平为154 ns),并且光解离反应的时间可以比四嗪更长。已经发现,光解离速率根据初始激发的振动状态而显着变化。在U o + 446 cm –1处激发氨基四嗪-Ar 16b 2的水平在荧光寿命期间产生了完全的离解,而在6a 1的激发下U o + 606 cm –1处的水平面几乎不产生任何离解。因此,这种简单的复合物可以在不离解的情况下将大量多余的能量存储超过一微秒。复合氨基四嗪-Ar 2的光解离速率也强烈取决于初始激发态。此外,氨基四嗪-Ar和游离氨基四嗪光产物之间的氨基四嗪-Ar 2的解离产物支化率也因州而异。
  • Intermolecular Weak Hydrogen Bonding (Het-H-N/O): an Effective Strategy for the Synthesis of Monosubstituted 1,2,4,5-Tetrazine-Based Energetic Materials with Excellent Sensitivity
    作者:Yingle Liu、Gang Zhao、Qiong Yu、Yongxing Tang、Gregory H. Imler、Damon A. Parrish、Jean’ne M. Shreeve
    DOI:10.1021/acs.joc.9b02484
    日期:2019.12.20
    A series of monosubstituted 1,2,4,5-tetrazine-based energetic materials was effectively synthesized and fully characterized with IR, multinuclear nuclear magnetic resonance (NMR), and elemental analyses. Heats of formation and detonation performances were determined using Gaussian 03 and EXPLO5 v6.01 programs, which show that 5 and 9 as secondary explosives have detonation velocities superior to the
    有效地合成了一系列单取代的1,2,4,5-四嗪基高能材料,并通过IR,多核核磁共振(NMR)和元素分析对其进行了全面表征。使用高斯03和EXPLO5 v6.01程序确定了形成热和爆轰性能,这些程序显示5和9作为二次炸药的爆炸速度要优于当前的二次爆炸基准三氨基三硝基苯(TATB)。重要的是,化合物2、5和9首先通过单晶X射线衍射和Hirshfeld表面计算进行了表征,并且这些化合物之间的一些分子间弱氢键(Het-HN / O)证明了这些弱相互作用与出色分子之间的关系。高能材料的敏感性。
  • Novel integrated carbon particle based three dimensional anodes for the electrochemical degradation of reactive dyes
    作者:Rohit Misra、Nageswara Nao Neti、Dionysios D. Dionysiou、Mahendra Tandekar、Gajanan S. Kanade
    DOI:10.1039/c4ra13550d
    日期:——

    Granular activated carbon (GAC) particles can be shaped into an integrated 3D-anode using PVDF binder and electro oxidation of reactive dyes in a three-dimensional flow-through carbon anode reactor (TDFCR) delivers a clean effluent free from carbon dust.

    颗粒活性炭(GAC)颗粒可以使用PVDF粘合剂塑造成一个整体的3D阳极,通过反应染料的电化学氧化,在三维流通的碳阳极反应器(TDFCR)中提供一个不含碳尘的清洁废水。
  • The electronic spectroscopy and structure of complexes of argon with 3‐amino‐s‐tetrazine in a supersonic jet
    作者:Joseph C. Alfano、Selso J. Martinez、Donald H. Levy
    DOI:10.1063/1.459939
    日期:1991.2.1
    The structure and spectroscopy of van der Waals clusters between argon and 3-amino-s-tetrazine (AT) has been investigated in a supersonic jet. Low resolution vibrationally resolved fluorescence excitation spectra of AT at a variety of argon gas concentrations enable us to assign the origin transitions for the clusters AT–Arn, where n=1 through 6. The frequencies of the van der Waals vibrational modes of these clusters are determined, both in the excited states from the excitation spectra, and in the ground state from single vibronic level emission spectra. High resolution spectroscopy is used to resolve rotational structure in the origin transitions of some of the clusters, and this provides structural information about the clusters. The argon atom in AT-Ar is found to be above the tetrazine ring, and the argon atoms in AT–Ar2 are found to be above and below the tetrazine ring, in all cases having a van der Waals bond length of about 3.3 Å. This work is useful in interpreting the results of our previous study on the photodissociation dynamics of van der Waals clusters between argon and AT.
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同类化合物

酸四嗪 甲四嗪-氨基叔丁酯 四嗪-氨基叔丁酯 嘧啶并[4,5-e]-1,2,3,4-四嗪 二甲基-1,2,4,5-四嗪 二氯均四嗪 METHYLTETRAZINE-ACID,甲基四嗪-羧基 6-苯基-1,2,4,5-四嗪-3-胺 6-乙基-1,2,4,5-四嗪-3-胺 6-丁基氨基-3-(3,5-二甲基吡唑-1-基)四嗪 6-(3,5-二甲基吡唑-1-基)-1,2,4,5-四嗪-3-胺 3,6-二苯基-1,2,4,5-四嗪 3,6-二氨基-1,2-二氢-1,2,4,5-四嗪盐酸盐 3,6-二-4-吡啶基-1,2,4,5-四嗪 3,6-二-2-吡啶基-1,2,4,5-四嗪 3,6-二(噻吩-2-基)-1,2,4,5-四嗪 3,6-二(3-吡啶基)-1,2,4,5-四氮杂苯 3,6-二(3,5-二甲基-1H-吡唑-1-基)-1,2,4,5-四嗪 1-[6-(3,5-二甲基吡唑-1-基)-1,2,4,5-四嗪-3-基]-2-(丙-2-亚基)肼 1,2-二氢-1,2,4,5-四嗪-3,6-二酮 1,2,4,5]四嗪-3,6-二羧酸 1,2,4,5-四嗪-3-胺 1,2,4,5-四嗪-3,6-二羧酸二甲酯 1,2,4,5-四嗪 (9CI)-吡咯并[2,1-d]-1,2,3,5-四嗪 (6-肼基-1,2,4,5-四嗪-3-基)肼 3-(3,5-Dimethyl-1-pyrazolyl)-6-(2-trifluoroacetylhydrazino)-1,2,4,5-tetrazine 3-cyclohexyl-6-(3,5-dimethyl-1H-pyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine 3-ethyl-6-(3,5-dimethyl-1H-pyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine 6-pentyl-6-(3,5-dimethyl-1H-pyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine 3-benzyl-6-(3,5-dimethyl-1H-pyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine 3-methyl-6-(3,5-dimethyl-1H-pyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine N'-(6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazin-3-yl)propionohydrazide 3-(2-ethylidenehydrazinyl)-6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine (1,2,4,5-tetrazine-3,6-diyl)dimethanol 3-amino-6-chloro-1,2,4,5-tetrazine 6-(3,5-dimethyl-1H-pyrazol-1-yl)-N-methyl-1,2,4,5-tetrazin-3-amine N-(tert-butyl)-6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazin-3-amine 6-(3,5-dimethyl-1H-pyrazol-1-yl)-N-(prop-2-en-1-yl)-1,2,4,5-tetrazin-3-amine 3-(2-pyrimidyl)-6-(2-hydroxy)ethyl-1,2,4,5-tetrazine 3-isopropyl-6-phenyl-1,2,4,5-tetrazine 6-butylamino-3-chlorotetrazine 3,6-di(1H-pyrazol-4-yl)-1,2,4,5-tetrazine N-(1H-tetrazol-5-yl)-1,2,4,5-tetrazin-3-amine 3-(3,5-dimethylpyrazolyl)-6-[tris(hydroxylmethyl)aminomethane]-1,2,4,5-tetrazine 2-([1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-3-ylamino)-2-(hydroxymethyl)propane-1,3-diol 6-amino-1,2,4-triazolo<4,3-b><1,2,4,5>tetrazine N-phenethyl-[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-3-amine 2,5-dioxopyrrolidin-1-yl 2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl)acetate furazano-1,2,3,4-tetrazine 1,3-dioxide