cis-N,N,N',N'-tetramethylcyclohexane-1,2-diamine | 46026-77-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cis-N,N,N',N'-tetramethylcyclohexane-1,2-diamine
• 英文别名: (R,S)-tetramethylcyclohexane-1,2-diamine；cis-TMCDA；cis-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine；(1R,2S)-1-N,1-N,2-N,2-N-tetramethylcyclohexane-1,2-diamine
• CAS: 46026-77-1
• 化学式: C₁₀H₂₂N₂
• 分子量: 170.298
• InChiKey: DVDGHRQOLYEZAE-AOOOYVTPSA-N

物化性质

• 沸点：
  50 °C(Press: 7.1e-2 Torr)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-N,N,N',N'-tetramethylcyclohexane-1,2-diamine 、 zinc(II) chloride 以 丙酮 为溶剂， 以80%的产率得到[ZnCl2(cis-TMCDA)]
  参考文献：
  名称：

  Simple is best: Diamine zinc complexes as unexpected catalysts in lactide polymerisation

  摘要：

  A series of monomeric coordination compounds containing zinc(II) chloride or zinc(II) bromide and the 1,2-diamine ligands TMEDA, TEEDA, (R,R)-TMCDA, (R,R)-TECDA and cis-TMCDA have been synthesised and structurally characterised using X-ray diffraction analysis. All but one complex could be successfully used as initiators for the solvent-free ring-opening polymerisation of D,L-lactide. In particular, the polylactide (PLA) prepared with compounds containing (R,R)-TECDA is obtainable in high yields with molecular weights suitable for industrial applications. Thus a class of stable, easy to synthesise and efficient PLA catalysts with neutral ligands is introduced. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.09.012
• 作为产物：
  描述：

  聚合甲醛 、 甲酸 、 1,2-二氨基环己烷 在 nickel(II) chloride hexahydrate 作用下， 以 甲醇 、 水 为溶剂， 反应 31.0h， 以11 g的产率得到cis-N,N,N',N'-tetramethylcyclohexane-1,2-diamine
  参考文献：
  名称：

  Synthesis of cis-TMCDA: Optimization and characterization of a key intermediate

  摘要：

  We report optimized synthetic procedures to cis-TMCDA and cis-cyclohexane-1,2-diamine. Our new two-step approach is an efficient and low-cost method for synthesizing the ligand cis-TMCDA. In the preparation of cis-cyclohexane-1,2-diamine, the crystallization of the unexpected intermediate cis-cyclohexane-1,2-diammonium hydrogensulfate ethylsulfate made the subsequent reactions easier in their workup, as nickel(II) chloride impurities were eliminated. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.06.008

文献信息

• Unexpected structural motifs in diamine coordination compounds with allyllithium
  作者：Prisca K. Eckert、Barbara Schnura、Carsten Strohmann

  DOI：10.1039/c3cc48873j

  日期：——

  New diamine coordination compounds with phenyllithium and allyllithium are presented. One of them is the first diamine complex containing two different, simple organolithium reagents. The formation of this unexpected compound is explained using quantum chemical calculations.

  本文介绍了含有苯基锂和烯丙基锂的新型二胺配位化合物。其中之一是首个含有两种不同的简单有机锂试剂的二胺配合物。量子化学计算解释了这种意想不到的化合物的形成过程。
• DISULFIDE COMPOUNDS FOR DELIVERY OF PHARMACEUTICAL AGENTS
  申请人：Tufts University

  公开号：EP2961733B1

  公开（公告）日：2021-01-13
• US9765022B2
  申请人：——

  公开号：US9765022B2

  公开（公告）日：2017-09-19
• Simple is best: Diamine zinc complexes as unexpected catalysts in lactide polymerisation
  作者：Prisca K. Eckert、Ines dos Santos Vieira、Viktoria H. Gessner、Janna Börner、Carsten Strohmann、Sonja Herres-Pawlis

  DOI：10.1016/j.poly.2012.09.012

  日期：2013.1

  A series of monomeric coordination compounds containing zinc(II) chloride or zinc(II) bromide and the 1,2-diamine ligands TMEDA, TEEDA, (R,R)-TMCDA, (R,R)-TECDA and cis-TMCDA have been synthesised and structurally characterised using X-ray diffraction analysis. All but one complex could be successfully used as initiators for the solvent-free ring-opening polymerisation of D,L-lactide. In particular, the polylactide (PLA) prepared with compounds containing (R,R)-TECDA is obtainable in high yields with molecular weights suitable for industrial applications. Thus a class of stable, easy to synthesise and efficient PLA catalysts with neutral ligands is introduced. (c) 2012 Elsevier Ltd. All rights reserved.
• Synthesis of cis-TMCDA: Optimization and characterization of a key intermediate
  作者：Prisca K. Eckert、Verena Schill、Carsten Strohmann

  DOI：10.1016/j.ica.2011.06.008

  日期：2011.10

  We report optimized synthetic procedures to cis-TMCDA and cis-cyclohexane-1,2-diamine. Our new two-step approach is an efficient and low-cost method for synthesizing the ligand cis-TMCDA. In the preparation of cis-cyclohexane-1,2-diamine, the crystallization of the unexpected intermediate cis-cyclohexane-1,2-diammonium hydrogensulfate ethylsulfate made the subsequent reactions easier in their workup, as nickel(II) chloride impurities were eliminated. (C) 2011 Elsevier B.V. All rights reserved.