2-methyl-2-methyltellanyl-propionitrile | 582319-76-4

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: 2-methyl-2-methyltellanyl-propionitrile
• 英文别名: Me2C(CN)TeMe；2-Methyl-2-(methyltellanyl)propanenitrile；2-methyl-2-methyltellanylpropanenitrile
• CAS: 582319-76-4
• 化学式: C₅H₉NTe
• 分子量: 210.733
• InChiKey: ATSFRKKGXLDSHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 储存条件：
  2-8°C，惰性气体

反应信息

• 作为反应物：
  描述：

  2-methyl-2-methyltellanyl-propionitrile 在 偶氮二异丁腈 、 苯硫酚 作用下， 反应 1.0h， 生成 异丁腈
  参考文献：
  名称：

  Arylthiols as Highly Chemoselective and Environmentally Benign Radical Reducing Agents

  摘要：

  Arylthiols serve as excellent environmentally benign reducing agents for organotellurium, organostibine, and organobismuthine compounds under radical conditions. Both small molecules and macromolecules possessing these heteroatorn groups are reduced under moderate thermal conditions to give near quantitative yields in most cases. The reduction shows high chemoselectivity with respect to the heteroatorn compounds the reactivity decreases in the order alkylbismuthines, alkylstibines, and alkyltellurides, while simple alkyl iodides could not be reduced. Alkyltellurides are selectively reduced in the presence of alkyl iodides even when an excess amount of arylthiol is used. Furthermore, alkylstibines are also selectively reduced in the presence of alkyltellurides. Moreover, the reduction conditions are compatible with the presence of a variety of polar functional groups in the substrates, products, and solvents, which are not tolerant under ionic and metal-catalyzed conditions. Carbon-carbon bond formation is possible with use of the carbon-centered radicals that are generated. The results clearly reveal the synthetic utility of arylthiols in organic synthesis.

  DOI：

  10.1021/jo801200b
• 作为产物：
  描述：

  2-bromo-2-methyl-propionitrile 、 甲基锂 在 碲化氢 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 以39%的产率得到2-methyl-2-methyltellanyl-propionitrile
  参考文献：
  名称：

  AIBN和二碲化物原位生成引发剂进行有机碲介导的活性自由基聚合的实用协议

  摘要：

  DOI：

  10.1021/ma034211a

文献信息

• Arylthiols as Highly Chemoselective and Environmentally Benign Radical Reducing Agents
  作者：Shigeru Yamago、Atsushi Matsumoto

  DOI：10.1021/jo801200b

  日期：2008.9.19

  Arylthiols serve as excellent environmentally benign reducing agents for organotellurium, organostibine, and organobismuthine compounds under radical conditions. Both small molecules and macromolecules possessing these heteroatorn groups are reduced under moderate thermal conditions to give near quantitative yields in most cases. The reduction shows high chemoselectivity with respect to the heteroatorn compounds the reactivity decreases in the order alkylbismuthines, alkylstibines, and alkyltellurides, while simple alkyl iodides could not be reduced. Alkyltellurides are selectively reduced in the presence of alkyl iodides even when an excess amount of arylthiol is used. Furthermore, alkylstibines are also selectively reduced in the presence of alkyltellurides. Moreover, the reduction conditions are compatible with the presence of a variety of polar functional groups in the substrates, products, and solvents, which are not tolerant under ionic and metal-catalyzed conditions. Carbon-carbon bond formation is possible with use of the carbon-centered radicals that are generated. The results clearly reveal the synthetic utility of arylthiols in organic synthesis.
• Practical Protocols for Organotellurium-Mediated Living Radical Polymerization by in Situ Generated Initiators from AIBN and Ditellurides
  作者：Shigeru Yamago、Kazunori Iida、Mitsuru Nakajima、Jun-ichi Yoshida

  DOI：10.1021/ma034211a

  日期：2003.6.1