1,3-bis(aminomethyl)-5-tert-butylbenzene | 22157-90-0

• 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: 1,3-bis(aminomethyl)-5-tert-butylbenzene
• 英文别名: 1,3-bis-aminomethyl-5-tert-butyl-benzene；1,3-Bis-aminomethyl-5-tert-butyl-benzol；[3-(Aminomethyl)-5-tert-butylphenyl]methanamine
• CAS: 22157-90-0
• 化学式: C₁₂H₂₀N₂
• 分子量: 192.304
• InChiKey: KUEQFPOZLXLDFO-UHFFFAOYSA-N

物化性质

• 熔点：
  184-185 °C
• 沸点：
  288.9±30.0 °C(Predicted)
• 密度：
  0.980±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  叔丁基异硫氰酸酯 、 1,3-bis(aminomethyl)-5-tert-butylbenzene 以 四氢呋喃 为溶剂， 反应 1.0h， 以94%的产率得到1-Tert-butyl-3-[[3-tert-butyl-5-[(tert-butylcarbamothioylamino)methyl]phenyl]methyl]thiourea
  参考文献：
  名称：

  Novel Self-Assembly of m-Xylylene Type Dithioureas by Head-to-Tail Hydrogen Bonding

  摘要：

  Dithiourea 1a self-assembles to form an orthogonal dimer structure both in solution and in the solid state, wherein the four thiourea groups establish a closed network of hydrogen bonds through a head-to-tail binding mode. This novel dimer structure was elucidated on the basis of H-1 NMR spectra, vapor pressure osmometry, and X-ray crystal structure analysis. Furthermore, a series of m-xylylene type dithioureas were synthesized and their dimerization constants (K-a) in CDCl3 were determined by dilution experiments using H-1 NMR spectroscopy. The magnitude of the K-a values are dependent on the steric bulk of the side chains, the acidity of the thiourea groups, and the weak intermolecular interaction between the benzene rings of the side chains and the m-xylylene spacer.

  DOI：

  10.1021/jo980441p
• 作为产物：
  描述：

  5-tert-butyl-1,3-bis(phthalimidomethyl)benzene 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以82%的产率得到1,3-bis(aminomethyl)-5-tert-butylbenzene
  参考文献：
  名称：

  A rigid sublimable naphthalenediimide cyclophane as model compound for UHV STM experiments

  摘要：

  本文介绍了作为超高真空（UHV）STM 实验模型化合物的硬质萘二亚胺环烷的设计、合成和表征，以及在金（111）基底上进行的首次自组装研究，该研究显示形成了密集的平行分子行。

  DOI：

  10.1039/b719796a

文献信息

• Anion Binding versus Intramolecular Hydrogen Bonding in Neutral Macrocyclic Amides
  作者：Michał J. Chmielewski、Janusz Jurczak

  DOI：10.1002/chem.200501471

  日期：2006.10.5

  natural and synthetic anion receptors, studies on structure-affinity relationships of amide-based macrocyclic receptors are still very limited. Therefore, we synthesized a series of macrocyclic tetraamides 5-8 derived from 1,3-benzenedicarboxylic (isophthalic) acid and aliphatic alpha,omega-diamines of different lengths. (1)H NMR titrations in DMSO solution show that the anion affinity of these receptors

  尽管酰胺基是天然和合成阴离子受体中重要的氢键供体，但是基于酰胺的大环受体的结构亲和性关系的研究仍然非常有限。因此，我们合成了一系列由1,3-苯二甲酸（间苯二甲酸）和不同长度的脂肪族α，ω-二胺衍生的大环四酰胺5-8。（1）在DMSO溶液中的1 H NMR滴定表明，这些受体的阴离子亲和力随大环尺寸的增加而降低，而与阴离子无关，这表明几何互补性的作用很小。与他们先前研究过的吡啶同类物进行比较后发现，与简单模型的二酰胺相比，基于间苯二甲酸的大环化合物的效力较低。进行了理论和实验结构的组合研究，以确定此行为背后的原因。结果表明，间苯二甲酸基受体的阴离子结合能力出乎意料的低是由于间苯二甲酸双酰胺片段的自我互补性质：当两个这样的部分存在于足够灵活的大环中时，它们采用同抗构象并通过封闭大环腔的两个强大的分子内氢键相互结合。然而，阴离子结合能够破坏这些氢键并将大环转换成会聚的全合成构象。尽管构象不良，但2
• US2784230
  申请人：——

  公开号：——

  公开（公告）日：——
• Novel Self-Assembly of <i>m</i>-Xylylene Type Dithioureas by Head-to-Tail Hydrogen Bonding
  作者：Yoshito Tobe、Shin-ichi Sasaki、Masaaki Mizuno、Keiji Hirose、Koichiro Naemura

  DOI：10.1021/jo980441p

  日期：1998.10.1

  Dithiourea 1a self-assembles to form an orthogonal dimer structure both in solution and in the solid state, wherein the four thiourea groups establish a closed network of hydrogen bonds through a head-to-tail binding mode. This novel dimer structure was elucidated on the basis of H-1 NMR spectra, vapor pressure osmometry, and X-ray crystal structure analysis. Furthermore, a series of m-xylylene type dithioureas were synthesized and their dimerization constants (K-a) in CDCl3 were determined by dilution experiments using H-1 NMR spectroscopy. The magnitude of the K-a values are dependent on the steric bulk of the side chains, the acidity of the thiourea groups, and the weak intermolecular interaction between the benzene rings of the side chains and the m-xylylene spacer.
• A rigid sublimable naphthalenediimide cyclophane as model compound for UHV STM experiments
  作者：Sandro Gabutti、Marco Knutzen、Markus Neuburger、Guillaume Schull、Richard Berndt、Marcel Mayor

  DOI：10.1039/b719796a

  日期：——

  The design, synthesis and characterization of a rigid naphthalenediimide cyclophane as a model compound for ultrahigh vacuum (UHV) STM experiments are described together with first self-assembly investigations on an Au(111) substrate displaying the formation of densely packed parallel rows of molecules.

  本文介绍了作为超高真空（UHV）STM 实验模型化合物的硬质萘二亚胺环烷的设计、合成和表征，以及在金（111）基底上进行的首次自组装研究，该研究显示形成了密集的平行分子行。