四(2-氰基乙基)甲烷 | 10428-68-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 四(2-氰基乙基)甲烷
• 英文名称: Tetrakis(2-cyanoethyl)methane
• 英文别名: Tetrakis-(β-cyanoaethyl)-methan；4,4-Bis(2-cyanoethyl)heptanedinitrile
• CAS: 10428-68-9
• 化学式: C₁₃H₁₆N₄
• 分子量: 228.297
• InChiKey: JCSYPMYKCOSLEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  95.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  四(2-氰基乙基)甲烷 在 硫酸 盐酸 、 lithium aluminium tetrahydride 、 硫酸 、 氢溴酸 作用下， 以 乙醚 为溶剂， 反应 56.0h， 生成 Tetrakis(3-bromopropyl)methane
  参考文献：
  名称：

  Micelles series. 31. Building blocks for cascade polymers. 11. Synthesis of functionalized cascade cores: tetrakis(.omega.-bromoalkyl)methanes

  摘要：

  A series of tetrakis(bromoalkyl)methanes was synthesized and characterized. The tetrakis(3-bromopropyl)methane was chosen as ideal core to cascade polymers, since it undergoes facile substitution with bulky nucleophiles, denoting the need for at least three carbon atoms between the quaternary center and the leaving group to circumvent major steric problems caused by the core carbon. The readily available 4-nitro-4-(3-hydroxypropyl)-1,7-heptanediol was used to afford a novel entry to tetrakis(3-bromopropyl)methane as well as other building blocks to cascade polymers.

  DOI：

  10.1021/jo00056a023
• 作为产物：
  描述：

  1,5-二溴‐3,3-双(2-溴乙基)戊烷 、 氰化钾 以 乙腈 为溶剂， 反应 12.0h， 以79%的产率得到四(2-氰基乙基)甲烷
  参考文献：
  名称：

  Micelles series. 31. Building blocks for cascade polymers. 11. Synthesis of functionalized cascade cores: tetrakis(.omega.-bromoalkyl)methanes

  摘要：

  A series of tetrakis(bromoalkyl)methanes was synthesized and characterized. The tetrakis(3-bromopropyl)methane was chosen as ideal core to cascade polymers, since it undergoes facile substitution with bulky nucleophiles, denoting the need for at least three carbon atoms between the quaternary center and the leaving group to circumvent major steric problems caused by the core carbon. The readily available 4-nitro-4-(3-hydroxypropyl)-1,7-heptanediol was used to afford a novel entry to tetrakis(3-bromopropyl)methane as well as other building blocks to cascade polymers.

  DOI：

  10.1021/jo00056a023

文献信息

• Facile Preparation of Tetra(2-aminoethyl)methane and Tetra(3-aminopropyl)methane:  Novel Tetravalent Monomers for Materials Synthesis
  作者：Ken S. Feldman、Katherine M. Masters

  DOI：10.1021/jo9908391

  日期：1999.11.1
• Spirans. XIII. 3,9-Disubstituted Spiro[5.5]undecane Compounds
  作者：Leonard Rice、Kenneth Scott

  DOI：10.1021/jo01281a602

  日期：1967.6