| 1213750-93-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• CAS: 1213750-93-6
• 化学式: C₇H₁₂N₂
• 分子量: 124.186
• InChiKey: VOYZDKKKHHCXIO-UHFFFAOYSA-N

物化性质

• 沸点：
  167.3±13.0 °C(Predicted)
• 密度：
  0.82±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  N′,N″-diisopropyl-N,N-dimethyl guanidine 在 copper(ll) bromide 、 lithium tert-butoxide 作用下， 生成 、 1,1-Dimethyl-2-propan-2-yl-3-propan-2-ylideneguanidine 、 二甲胺 、 N,N'-二异丙基碳二亚胺
  参考文献：
  名称：

  Gas-Phase Thermolysis of a Guanidinate Precursor of Copper Studied by Matrix Isolation, Time-of-Flight Mass Spectrometry, and Computational Chemistry

  摘要：

  The fragmentation of the copper(I) guanidinate [Me2NC(NiPr)(2)CU](2) (1) has been investigated with time-of-flight mass spectrometry (TOF IVIS), matrix-isolation FTIR spectroscopy (MI FTIR spectroscopy), and density functional theory (DFT) calculations. Gas-phase thermolyses of 1 were preformed in the temperature range of 100-800 degrees C. TOF IVIS and MI FTIR gave consistent results, showing that precursor 1 starts to fragment at oven temperatures above 150 degrees C, with a close to complete fragmentation at 260 degrees C, Precursor 1 thermally fragments to Cu-(s), H-2(g), and the oxidized guanidine Me2NC(=NiPr)(N=CMe2) (3). In TOF MS experiment, 3 was clearly indentified by its molecular ion at 169.2 u. Whereas H-2(+) was detected, atomic Cu was not found in gas-phase thermolysis. In addition, the guanidine Me2NC(NiPr)(NHiPr) (2) was detected as a minor component among the thermolysis products. MI thermolysis experiments with precursor 1 were performed, and species evolving from the thermolysis oven were trapped in solid argon at 20 K. These species were characterized by FTIR spectroscopy. The most indicative feature of the resulting spectra from thermolysis above 150 degrees C was a set of intense and structured peaks between 1600 and 1700 cm(-1), an area where precursor 1 does not have any absorbances. The guanidine 2 was matrix-isolated, and a comparison of its FTIR spectrum with the spectra of the thermolysis of 1 indicated that species 2 was among the thermolysis products. However, the main IR bands in the range of 1600 and 1700 cm(-1) appeared at 1687.9, 1668.9, 1635.1, and 1626.6 cm(-1) and were not caused by species 2. The oxidized guanidine 3 was synthesized for the first time and characterized by H-1 NMR and FTIR spectroscopy. A comparison of an FTIR spectrum of matrix isolated 3 with spectra of the thermolysis of 1 revealed that the main IR bands in the range of 1600 and 1700 cm(-1) are due to the presence of 3. The isomers exhibit the NMe2 group cis or trans to the iPr group, with cis-3 being significantly less stable than trans-3. At higher temperature secondary thermal fragments had been observed. For example at 700 degrees C, TOF MS and MI FTIR data showed that species 2 and 3 both eliminate HNMe2 to give the carbodiimides iPrNCN/Pr (CDI) and iPrNCN[C(=CH2)Me] (4), respectively. A DIFT study of the decomposition of compound 1 was undertaken at the B3LYP/6-31 +G(d,p) level of theory employing dispersion-correcting potentials (DCPs). The DFT study rationalized both carbodiimide deinsertion and P-hydrogen elimination as exergonic decomposition pathways (Delta G = -44.4 kcal/mol in both cases), but experiment showed beta-hydrogen elimination to be the favorable route.

  DOI：

  10.1021/ic902247w

文献信息

• ALKYLATED SP-C PEPTOID COMPOUNDS AND RELATED SURFACTANT COMPOSITIONS
  申请人：Barron Annelise E.

  公开号：US20130109627A1

  公开（公告）日：2013-05-02

  SP-C peptoid compounds, lung surfactant compositions and related surfactant replacement therapies. Such SP-C peptoids can mimic lung surfactant protein C, and can be used in conjunction with biomimetic SP-B compounds over a range of lung surfactant compositions.
• Gas-Phase Thermolysis of a Guanidinate Precursor of Copper Studied by Matrix Isolation, Time-of-Flight Mass Spectrometry, and Computational Chemistry
  作者：Jason P. Coyle、Paul A. Johnson、Gino A. DiLabio、Seán T. Barry、Jens Müller

  DOI：10.1021/ic902247w

  日期：2010.3.15

  The fragmentation of the copper(I) guanidinate [Me2NC(NiPr)(2)CU](2) (1) has been investigated with time-of-flight mass spectrometry (TOF IVIS), matrix-isolation FTIR spectroscopy (MI FTIR spectroscopy), and density functional theory (DFT) calculations. Gas-phase thermolyses of 1 were preformed in the temperature range of 100-800 degrees C. TOF IVIS and MI FTIR gave consistent results, showing that precursor 1 starts to fragment at oven temperatures above 150 degrees C, with a close to complete fragmentation at 260 degrees C, Precursor 1 thermally fragments to Cu-(s), H-2(g), and the oxidized guanidine Me2NC(=NiPr)(N=CMe2) (3). In TOF MS experiment, 3 was clearly indentified by its molecular ion at 169.2 u. Whereas H-2(+) was detected, atomic Cu was not found in gas-phase thermolysis. In addition, the guanidine Me2NC(NiPr)(NHiPr) (2) was detected as a minor component among the thermolysis products. MI thermolysis experiments with precursor 1 were performed, and species evolving from the thermolysis oven were trapped in solid argon at 20 K. These species were characterized by FTIR spectroscopy. The most indicative feature of the resulting spectra from thermolysis above 150 degrees C was a set of intense and structured peaks between 1600 and 1700 cm(-1), an area where precursor 1 does not have any absorbances. The guanidine 2 was matrix-isolated, and a comparison of its FTIR spectrum with the spectra of the thermolysis of 1 indicated that species 2 was among the thermolysis products. However, the main IR bands in the range of 1600 and 1700 cm(-1) appeared at 1687.9, 1668.9, 1635.1, and 1626.6 cm(-1) and were not caused by species 2. The oxidized guanidine 3 was synthesized for the first time and characterized by H-1 NMR and FTIR spectroscopy. A comparison of an FTIR spectrum of matrix isolated 3 with spectra of the thermolysis of 1 revealed that the main IR bands in the range of 1600 and 1700 cm(-1) are due to the presence of 3. The isomers exhibit the NMe2 group cis or trans to the iPr group, with cis-3 being significantly less stable than trans-3. At higher temperature secondary thermal fragments had been observed. For example at 700 degrees C, TOF MS and MI FTIR data showed that species 2 and 3 both eliminate HNMe2 to give the carbodiimides iPrNCN/Pr (CDI) and iPrNCN[C(=CH2)Me] (4), respectively. A DIFT study of the decomposition of compound 1 was undertaken at the B3LYP/6-31 +G(d,p) level of theory employing dispersion-correcting potentials (DCPs). The DFT study rationalized both carbodiimide deinsertion and P-hydrogen elimination as exergonic decomposition pathways (Delta G = -44.4 kcal/mol in both cases), but experiment showed beta-hydrogen elimination to be the favorable route.