6,6'-dimethyl-2,2'-dipyridyl diselenide | 153871-76-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6,6'-dimethyl-2,2'-dipyridyl diselenide
• 英文别名: bis[(6-methyl)-2-pyridyl] diselenide；bis(6-methyl-2-pyridyl) diselenide；bis(6-methyl-2-pyridyl)diselenide；Pyridine, 2,2'-diselenobis[6-methyl-；2-methyl-6-[(6-methylpyridin-2-yl)diselanyl]pyridine
• CAS: 153871-76-2
• 化学式: C₁₂H₁₂N₂Se₂
• 分子量: 342.161
• InChiKey: JDHGYWRGVFBAHS-UHFFFAOYSA-N

物化性质

• 熔点：
  62-63 °C
• 沸点：
  443.7±55.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.37
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,6'-dimethyl-2,2'-dipyridyl diselenide 在 溴 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到6-methyl-2-pyridylselenenylbromide
  参考文献：
  名称：

  A Study on the Antioxidant Activity of Pyridylselenium Compounds and their Slow Release from Poly(acrylamide) Hydrogels

  摘要：

  The antioxidant activity of pyridylselenium compounds has been evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical and nitric oxide (NO) scavenging methods. Pyridylselenium compounds have shown far superior (100-1000 times) antioxidant property than ebselen. The control release of bis(2-pyridyl) diselenide from poly(acrylamide) hydrogels has been studied in order to evaluate its release mechanism and diffusion coefficient. The later study also demonstrates that the pyridylselenium loading into the polymer matrix increases the magnitude and the rate of the radical scavenging activity of the poly(acrylamide) hydrogels.

  DOI：

  10.1080/10426507.2013.844143
• 作为产物：
  描述：

  2-溴-6-甲基吡啶 在 sodium hydrogen selenide 、 氧气 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 6,6'-dimethyl-2,2'-dipyridyl diselenide
  参考文献：
  名称：

  甲基取代的 2,2'-二吡啶基二硒化物、2,2'-二吡啶基二碲化物及其衍生物的制备和表征

  摘要：

  摘要 已经制备了许多甲基取代的 2,2'-二吡啶基二硒化物和二碲化物。还研究了溶剂和取代基对这些反应速率的影响。报道了通过还原裂解二硒化物和二碲化物以及在 -78°C 下在 THF 中使用 n-BuLi 进行一锅反应制备 2-甲基硒/碲甲基吡啶甲啉。

  DOI：

  10.1081/scc-120016362

文献信息

• A novel and convenient synthesis towards 2-pyridylselenium compounds: X-ray crystal structure of 4,4′-dimethyl-2,2′-dipyridyl diselenide and tris(2-pyridylseleno)methane
  作者：K.K Bhasin、Jaspreet Singh

  DOI：10.1016/s0022-328x(02)01627-3

  日期：2002.9

  hydrazine hydrate in sodium hydroxide reacts in situ with 2-bromopyridines to afford the title compounds in good to excellent yields. Hydrazine hydrate readily cleaves the selenium-selenium bond in these diselenides to generate 2-pyridylselenolate anion, which reacts with halomethanes to afford 2-pyridylseleno methanes. X-ray crystal structure of 4,4′-dimethyl-2,2′-dipyridyl diselenide (4) and tris(2-pyridylseleno)methane

  通过使用非低温条件的简单方便的方法制备了各种2,2'-二吡啶基二硒化物。通过用100％氢氧化钠在氢氧化钠中还原元素硒而形成的二硒化物阴离子Se 2 2-与二溴吡啶原位反应，以良好的收率获得优异的标题化合物。水合肼易于在这些二硒化物中裂解硒-硒键，生成2-吡啶基硒烯酸酯阴离子，其与卤代甲烷反应生成2-吡啶基硒代甲烷甲烷。描述了4,4'-二甲基-2,2'-二吡啶基二硒化物（4）和三（2-吡啶基硒代）甲烷（10）的X射线晶体结构。
• A mechanistic study of the synthesis, single crystal X-ray data and anticarcinogenic potential of bis(2-pyridyl)selenides and -diselenides
  作者：Jaspreet S. Dhau、Avtar Singh、Amritpal Singh、Neha Sharma、Paula Brandão、Vítor Félix、Baljinder Singh、Vishal Sharma

  DOI：10.1039/c5ra15577k

  日期：——

  A mechanistic study on LiAlH₄ assisted scission of C–Se bond in bis(2-pyridyl)diselenides leading to bis(2-pyridyl)selenides generation has been presented.

  一项关于LiAlH₄辅助裂解双(2-吡啶基)二硒化物中C-Se键的机理研究已经呈现出双(2-吡啶基)硒化物生成。
• Preparation and Characterization of Methyl Substituted 2,2′-Dipyridyl Diselenides, 2,2′-Dipyridyl Ditellurides, and Their Derivatives
  作者：K. K. Bhasin、V. K. Jain、H. Kumar、Shweta Sharma、S. K. Mehta、Jaspreet Singh

  DOI：10.1081/scc-120016362

  日期：2003.1.4

  Abstract A number of methyl substituted 2,2′-dipyridyl diselenides and -ditellurides have been prepared. Effect of the solvent and the substituents on the rate of these reactions have also been studied. The preparation of 2-methylseleno/telluro picolines by reductive cleavage of the diselenides and ditellurides and by one pot reaction using n-BuLi at −78°C in THF is reported.

  摘要 已经制备了许多甲基取代的 2,2'-二吡啶基二硒化物和二碲化物。还研究了溶剂和取代基对这些反应速率的影响。报道了通过还原裂解二硒化物和二碲化物以及在 -78°C 下在 THF 中使用 n-BuLi 进行一锅反应制备 2-甲基硒/碲甲基吡啶甲啉。
• Mlochowski, Jacek; Kloc, Krystian; Syper, Ludwik, Liebigs Annalen der Chemie, 1993, # 12, p. 1239 - 1244
  作者：Mlochowski, Jacek、Kloc, Krystian、Syper, Ludwik、Inglot, Anna D.、Piasecki, Egbert

  DOI：——

  日期：——
• Preparation and Characterization of Methyl Substituted 2,2′-Dipyridyl Diselenides and -Ditellurides: X-ray Structure of 6,6′-Dimethyl-2,2′-dipyridyl Diselenide
  作者：K. K. Bhasin、P. Venugopalan、J. Singh

  DOI：10.1080/10426500214573

  日期：2002.11.1

  A convenient method for the preparation of various methyl substituted 2,2'-dipyridyl diselenides and -ditellurides by the aerial oxidation of lithium 2-pyridylselenolate/tellurolate, prepared from the lithium-halogen exchange between n-butyllithium and 2-bromo methyl substituted pyridines is reported. All the compounds prepared are new and have been characterized by elemental analysis, IR, H-1, C-13, Se-11 NMR, and mass spectral studies. Crystal structure of 6,6'-dimethyl-2,2'-dipyridyl diselenide has been determined: