2-methyl-N-(((3-methylbenzyl)imino)methylene)propan-2-amine | 556065-36-2

• 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: 2-methyl-N-(((3-methylbenzyl)imino)methylene)propan-2-amine
• 英文别名: 1-(1,1-dimethylethyl)-3-(3-methylbenzyl)carbodiimide
• CAS: 556065-36-2
• 化学式: C₁₃H₁₈N₂
• 分子量: 202.299
• InChiKey: WPVPSCFFYGMJGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  pentamethylcyclopentadienylzirconium(IV) trichloride 、 2-methyl-N-(((3-methylbenzyl)imino)methylene)propan-2-amine 、 甲基锂 以 乙醚 为溶剂， 以46%的产率得到[(η5-C5Me5)ZrMe2[N(CH2C6H4CH3-3)C(Me)N(t-Bu)]
  参考文献：
  名称：

  Structure/activity relationships for the living Ziegler–Natta polymerization of 1-hexene by the series of cationic monocyclopentadienyl zirconium acetamidinate complexes, [(η5-C5Me5)ZrMe{N(CH2R)C(Me)N(t-Bu)}][B(C6F5)4] (R=Me, i-Pr, t-Bu, Ph, 2-ClC6H4, 3-MeC6H4 and 2,4,6-Me3C6H2)

  摘要：

  Protonation of (eta(5)-C5Me5)ZrMe2[N(t-Bu)C(Me)N(CH2R)] (1) [R = (a) Me, (b) i-Pr, (c) t-Bu, (d) Ph, (e) 2-ClC6H4, (f) 3-MeC6H4 and (g) 2,4,6-Me3C6H2] by [PhNMe2H][B(C6F5)(4)] in chlorobenzene at -10 degreesC provides the titled cationic complexes 2a-g. Both 2b and 2d are active initiators for the living polymerization of 1-hexene at -10 degreesC, however, whereas 2d functions much like 2a in terms of activity and isoselectivity, propagation from 2b is much less active and it produces atactic material. Complexes 2d and 2g are inactive, presumably due to steric reasons, while intramolecular chloride coordination appears responsible for inhibiting 2e. Finally, 2f, while active as an initiator, was found not to provide a living system as a result of C-H activation processes that terminate propagation. A structural study of the precatalysts 1b-d sheds additional light on the nature of ligand effects on activity and stereocontrol for the family of initiators represented by 2. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01288-4
• 作为产物：
  描述：

  3-甲基苄溴 在 四(三苯基膦)钯 、 sodium azide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 10.08h， 生成 2-methyl-N-(((3-methylbenzyl)imino)methylene)propan-2-amine
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling reaction of azides with isocyanides

  摘要：

  一种钯催化的偶联反应方法已经开发出来，可以将叠氮化合物与异氰酸酯进行偶联，从而提供了一种合成非对称碳二亚胺的通用途径。

  DOI：

  10.1039/c5cc05981j