5-(间硝基苯基)-3-苯基-1H-1,2,4-三唑 | 118863-84-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(间硝基苯基)-3-苯基-1H-1,2,4-三唑
• 英文名称: 5-(m-nitrophenyl)-3-phenyl-1H-1,2,4-triazole
• 英文别名: 3-(3-nitrophenyl)-5-phenyl-1H-1,2,4-triazole
• CAS: 118863-84-6
• 化学式: C₁₄H₁₀N₄O₂
• 分子量: 266.259
• InChiKey: DXSNGTXDHJUOTB-UHFFFAOYSA-N

物化性质

• 沸点：
  513.9±52.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-nitrobenzaldehyde guanylhydrazone 、 苄胺 在 叔丁基过氧化氢 、 碘 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以76%的产率得到5-(间硝基苯基)-3-苯基-1H-1,2,4-三唑
  参考文献：
  名称：

  二氨基嗪和胺的碘催化氧化偶联合成 3,5-二取代-1,2,4-三唑

  摘要：

  已经建立了一种简单、方便、不含过渡金属的 3,5-二取代-1,2,4-三唑的一锅合成方法。该反应的创新之处在于使用容易获得的 1,1-二氨基嗪作为底物。与报道的方法相比，该方法以更快的速度为产品提供了更广泛的底物范围和相对更好的产量。反应机理包括初始分子间亲核加成（由 I 2促进），然后是分子内亲核环化。

  DOI：

  10.1021/acs.joc.1c00704

文献信息

• Substituent and coordination effects in singlet reactions of 3-diazo-3H-1,2,4-triazoles with substituted benzenes and nitro compounds
  作者：J Glinka、D Fiscus、C.B Rao、H Shechter

  DOI：10.1016/s0040-4039(00)95476-5

  日期：1987.1

  3-Diazo-3-1,2,4-triazoles convert to singlet 3-1,2,4-triazol-3-ylidenes which (1) effect directed electrophilic substitutions of benzenes and (2) coordinate with benzenoid substituents and nitro compounds to give decomposition or rearrangement products.

  3-重氮-3-2,1,2,4-三唑转化为单线态3,1,2,4-三唑-3-亚烷基，其（1）影响苯的亲电取代，以及（2）与苯并基取代基和硝基化合物配位给出分解或重排产物。
• Resin composition
  申请人：KONICA MINOLTA, INC.

  公开号：US10012777B2

  公开（公告）日：2018-07-03

  The present invention provides a resin composition capable of forming a film exhibiting a small humidity-dependent variation in optical values; a triazole compound to be incorporated into the resin composition; an optical film and an optical lens, each of which is prepared from the resin composition and exhibits a small humidity-dependent variation in optical values; and a polarizing plate, a circularly polarizing plate, and an image display device, each of which includes the optical film and exhibits excellent moisture resistance. The resin composition of the present invention contains a resin and a compound having a 5-membered or 6-membered aromatic hydrocarbon or heterocyclic ring, wherein the resin is a hygroscopic resin, the compound has at least three specific aromatic rings having a specific NICS value, and the specific aromatic rings are bonded to one another via a single bond or one or two atoms.

  本发明提供了一种能够形成薄膜的树脂组合物，其光学值随湿度的变化很小；一种三唑化合物，可掺入该树脂组合物中；一种光学薄膜和一种光学透镜，它们分别由该树脂组合物制备而成，其光学值随湿度的变化很小；以及一种偏光板、一种圆偏光板和一种图像显示装置，它们分别包括该光学薄膜，并具有优异的防潮性能。本发明的树脂组合物包含一种树脂和一种具有 5 元或 6 元芳香烃环或杂环的化合物，其中树脂是一种吸湿性树脂，化合物具有至少三个具有特定 NICS 值的特定芳香环，特定芳香环通过单键或一个或两个原子相互结合。
• RESIN COMPOSITION, TRIAZOLE COMPOUND, OPTICAL FILM, POLARIZING PLATE, OPTICAL LENS, CIRCULARLY POLARIZING PLATE AND IMAGE DISPLAY DEVICE
  申请人：KONICA MINOLTA, INC.

  公开号：US20150338563A1

  公开（公告）日：2015-11-26

  The present invention provides a resin composition capable of forming a film exhibiting a small humidity-dependent variation in optical values; a triazole compound to be incorporated into the resin composition; an optical film and an optical lens, each of which is prepared from the resin composition and exhibits a small humidity-dependent variation in optical values; and a polarizing plate, a circularly polarizing plate, and an image display device, each of which includes the optical film and exhibits excellent moisture resistance. The resin composition of the present invention contains a resin and a compound having a 5-membered or 6-membered aromatic hydrocarbon or heterocyclic ring, wherein the resin is a hygroscopic resin, the compound has at least three specific aromatic rings having a specific NICS value, and the specific aromatic rings are bonded to one another via a single bond or one or two atoms.
• TRIAZOLE COMPOUND
  申请人：KONICA MINOLTA, INC.

  公开号：US20180203175A1

  公开（公告）日：2018-07-19

  A triazole compound having a structure represented by the following Formula (1.2): wherein Z represents a structure represented by the following Formula (1.2a), q is 2 or 3, and at least two structures Z bonded to the benzene ring of Formula (1.2) and are located in the ortho- or meta-position relative to each other: wherein R 10 represents a hydrogen atom, an alkyl group, or an alkoxy group, p represents an integer of 1 to 5, and * represents a position at which the structure is bonded to the benzene ring.
• Iodine Catalyzed Oxidative Coupling of Diaminoazines and Amines for the Synthesis of 3,5-Disubstituted-1,2,4-Triazoles
  作者：Aabid A. Wani、Sumit S. Chourasiya、Deepika Kathuria、Subash C. Sahoo、Uwe Beifuss、Prasad V. Bharatam

  DOI：10.1021/acs.joc.1c00704

  日期：2021.6.4

  A simple, convenient, transition metal-free one pot synthesis of 3,5-disubstituted-1,2,4-triazoles has been established. The innovation in this reaction is the use of easily available 1,1-diaminoazines as substrates. This method provides the products with wider substrate scope, at an expedited rate, and with relatively better yields in comparison to the reported methods. The reaction mechanism involves

  已经建立了一种简单、方便、不含过渡金属的 3,5-二取代-1,2,4-三唑的一锅合成方法。该反应的创新之处在于使用容易获得的 1,1-二氨基嗪作为底物。与报道的方法相比，该方法以更快的速度为产品提供了更广泛的底物范围和相对更好的产量。反应机理包括初始分子间亲核加成（由 I 2促进），然后是分子内亲核环化。