(9CI)-2-乙炔-4,6-二甲基-嘧啶 | 86520-99-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: (9CI)-2-乙炔-4,6-二甲基-嘧啶
• 英文名称: 2-ethynyl-4,6-dimethylpyrimidine
• CAS: 86520-99-2
• 化学式: C₈H₈N₂
• 分子量: 132.165
• InChiKey: VGWRJXCDOHBOSC-UHFFFAOYSA-N

物化性质

• 熔点：
  120-121 °C
• 沸点：
  264.0±43.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933599090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  (9CI)-2-乙炔-4,6-二甲基-嘧啶 在 silver nitrate 作用下， 以 乙腈 为溶剂， 以65%的产率得到
  参考文献：
  名称：

  Assembly of silver(I) one- and two-dimensional coordination frameworks with 2-ethynyl-4,6-dimethylpyrimidine ligand

  摘要：

  The reactions of ethynide ligands and silver(I) trifluorocarboxylate under solvent evaporation conditions yielded two silver-organic frameworks, namely, [(AgL)(AgCF3CO2)(4)(H2O)(2)] (1) and [(AgL)(AgCF3CO2)(3)] (2) (HL = 2-ethynyl-4,6-dimethylpyrimidine). In complex 1, Ag-10 aggregates are linked by trifluoroacetate groups to produce infinite chains, which are further linked through interchain hydrogen bonds into a three-dimensional supramolecular framework. In 2, Ag-8 aggregates are fused together through trifluoroacetate groups to give rise to 2D metal-organic layer. These structural differences indicate that molar ratio of the molecular components plays important role in defining the overall structures of metal-organic frameworks. (C) 2013 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.07.045
• 作为产物：
  描述：

  2-氯-4,6-二甲基嘧啶 在 bis-triphenylphosphine-palladium(II) chloride 、 氢氧化钾 、 copper(l) iodide 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 (9CI)-2-乙炔-4,6-二甲基-嘧啶
  参考文献：
  名称：

  A Facile Synthesis of Ethynyl-Substituted Six-MemberedN-Heteroaromatic Compounds

  摘要：

  DOI：

  10.1055/s-1983-30319

文献信息

• One “Click” to Access Push-Triazole-Pull Fluorophores Incorporating a Pyrimidine Moiety: Structure-Photophysical Properties Relationships
  作者：Anne-Sophie Cornec、Christine Baudequin、Catherine Fiol-Petit、Nelly Plé、Georges Dupas、Yvan Ramondenc

  DOI：10.1002/ejoc.201201033

  日期：2013.4

  Using copper-catalysed Huisgen 1,3-dipolar cycloaddition, we describe the synthesis of new A-π-D compounds containing a pyrimidine moiety as π-acceptor (A) and various para-substituted benzene rings as donors (D). Structure–photophysical properties relationships revealed the triazole ring to be a better π-conjugated linker than the triple bond.

  使用铜催化的 Huisgen 1,3-偶极环加成反应，我们描述了包含嘧啶部分作为 π 受体 (A) 和各种对位取代苯环作为供体 (D) 的新 A-π-D 化合物的合成。结构-光物理性质关系表明三唑环是比三键更好的 π 共轭连接体。
• Synthesis and optical properties of multibranched and C3 symmetrical oligomers with benzene or triphenylamine core and diazines as peripheral groups
  作者：Flavia-Adina Martin、Christine Baudequin、Catherine Fiol-Petit、Mircea Darabantu、Yvan Ramondenc、Nelly Plé

  DOI：10.1016/j.tet.2014.02.044

  日期：2014.4

  We report therein the synthesis and photophysical properties of a new series of two- and tribranched compounds built up from benzene or triphenylamine as central core and electron-withdrawing diazine rings as peripheral group. The arms allowing connection between these two parts are constituted by an ethynylene linker. All these compounds are fluorescent and are of particular interest with generally

  我们在其中报告了以苯或三苯胺为中心核和吸电子二嗪环为外围基团构建的一系列新的两支和三支化合物的合成和光物理性质。允许这两个部分之间连接的臂由亚乙炔基连接体构成。所有这些化合物都是荧光的，并且特别令人感兴趣，它们通常具有良好的量子产率和良好的斯托克斯位移。其中一些已经过测试，具有两光子吸收（TPA）特性，并且显示出有趣的性能。
• ω-Methoxylation and Hydration of Ethynyl-<i>N</i>-heteroarenes
  作者：Takao Sakamoto、Yoshinori Kondo、Masafumi Shiraiwa、Hiroshi Yamanaka

  DOI：10.1055/s-1984-30792

  日期：——
• Rod-Like Conjugated Molecules with Ethynylene Linkage and Pyridazines Moieties: Synthesis and Light Emitting Properties
  作者：Nelly Plé、Caroline Hadad、Catherine Fiol-Petit、Anne-Sophie Cornec、Georges Dupas、Yvan Ramondenc

  DOI：10.3987/com-10-11934

  日期：——

  In this paper, we describe the synthesis of various rod-like conjugated molecules with ethynyl and vinylpyridazines units. The key steps involve Sonogashira cross-coupling and condensation reactions. The light-emitting properties of some molecules are investigated in terms of absorption and emission spectra.
• SAKAMOTO, TAKAO;SHIRAIWA, MASAFUMI;KONDO, YOSHINORI;YAMANAKA, HIROSHI, SYNTHESIS, BRD, 1983, N 4, 312-314
  作者：SAKAMOTO, TAKAO、SHIRAIWA, MASAFUMI、KONDO, YOSHINORI、YAMANAKA, HIROSHI

  DOI：——

  日期：——