N-methyl-N'-(2-methyl-6-isopropylphenyl)carbodiimide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-methyl-N'-(2-methyl-6-isopropylphenyl)carbodiimide
• 化学式: C₁₂H₁₆N₂
• 分子量: 188.272
• InChiKey: CVCSCPXHGNZFBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-甲基-6-异丙苯胺 、 异硫氰酸甲酯 在 sodium sulfate 、 mercury(II) oxide 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 以61%的产率得到N-methyl-N'-(2-methyl-6-isopropylphenyl)carbodiimide
  参考文献：
  名称：

  Helix-Sense Selective Polymerization of Carbodiimides:  Building Permanently Optically Active Polymers from Achiral Monomers

  摘要：

  The helix-sense selective polymerization of achiral monomers by homochiral catalysts was investigated. Polymerization of chiral carbodiimides (N-(R)-2,6-(dimethylheptyl)-N'-phenylcarbodiimide) by achiral catalysts yields polymers that undergo mutorotation at elevated temperatures, thus illustrating that these chains are formed under kinetic rather than thermodynamic control. Building on this observation, the polymerization of achiral carbodiimides by (S-BINOL)Ti(OiPr)2, I, was studied. Monomers (N-hexyl-N'-(X)carbodiimide, where X = isopropyl (3), hexyl (4) or phenyl (5)), N-methyl-N'-(2-methyl-6-isopropylphenyl)carbodiimide, 6, and N-dodecyl-N'-(1-naphthyl)carbodiimide, 7, were all polymerized with I in good yields (86-95%), and all showed varying degrees of asymmetric induction. Poly-3, -4, and -5 racemized upon heating at elevated temperatures, but poly-6 and poly-7, bearing nonsymmetric phenyl groups, yielded optically active polymers that could not be racemized even at elevated temperatures. Thin films of poly-7 were found to be highly opalescent.

  DOI：

  10.1021/ja049548m