4,5-二己基苯-1,2-二胺 | 86723-75-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4,5-二己基苯-1,2-二胺
• 英文名称: 4,5-dihexyl-benzene-1,2-diamine
• 英文别名: 4,5-Dihexylbenzene-1,2-diamine
• CAS: 86723-75-3
• 化学式: C₁₈H₃₂N₂
• 分子量: 276.465
• InChiKey: AGSUJWXXTIOXKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  409.8±40.0 °C(Predicted)
• 密度：
  0.947±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  4,5-二己基苯-1,2-二胺 在 四(三苯基膦)钯 、 sodium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 生成 2,5-di([2,2'-bithiophen]-5-yl)-9,10-dihexyldithieno[3,2-a:2',3'-c]phenazine
  参考文献：
  名称：

  Syntheses and properties of thienyl-substituted dithienophenazines

  摘要：

  一系列具有不同寡聚噻吩单元长度（四噻吩和六噻吩）的二噻吩并联化合物被合成。噻吩和苝嗪单元分别作为电子给体和受体，导致特征吸收光谱。利用B3LYP/TZVP水平的时变密度泛函理论计算了光谱，并验证了实验数据。利用扫描隧道显微镜研究了二噻吩并联化合物在高度有序的热解石墨（HOPG）上的吸附，结果显示其中一种化合物形成高度有序的自组装单分子层。

  DOI：

  10.3762/bjoc.6.135
• 作为产物：
  描述：

  1,2-二溴-4,5-二硝基苯 在 palladium on activated charcoal 、 copper(l) iodide 、 四(三苯基膦)钯 、 一水合肼 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 94.0h， 生成 4,5-二己基苯-1,2-二胺
  参考文献：
  名称：

  Abiotic Metallofoldamers as Electrochemically Responsive Molecules

  摘要：

  Described are the design, synthesis, and study of nonbiological molecules based on salophen and salen ligands that fold into single-stranded helices in the presence of either Ni(II) or Cu(II). X-ray diffraction studies show that the materials fold into helical structures in the solid state, and a series of NMR studies provide strong evidence that the folded structures are conserved in solution. Metal coordination is required for folding, as NMR and X-ray show that the free ligands do not adopt helical structures. Two of the racemic metallofoldamers spontaneously resolve during crystallization from CHCl3/acetonitrile, and CD spectroscopy and optical rotation show that the resolved, crystalline materials racemize quickly when dissolved at 5 C. This shows that the secondary structures can reorganize easily and can, therefore, provide the basis for responsive materials. By comparison, an analogue from enantiomerically pure (R,R)(-)-trans-cyclohexanediamine showed a strong CD signal and a large specific rotation. Electrochemical experiments show that a structural reorganization occurs upon metal-centered reduction of a Cu(II)-containing foldamer. When the reduction is carried out in the presence of coordinating ligands, it is proposed that apical binding of those ligands gives square pyramidal complexes. Semiempirical (AM1) calculations support that the helical structure would be disrupted by the reduction to Cu(I) with concomitant reorganization to a square pyramidal complex.

  DOI：

  10.1021/ja050886c

文献信息

• Diimines and secondary diamines
  申请人：Lee Y. John

  公开号：US20060217567A1

  公开（公告）日：2006-09-28

  This invention provides aromatic diimines which have imino hydrocarbylidene groups with at least two carbon atoms, and aromatic secondary diamines which have amino hydrocarbyl groups with at least two carbon atoms. Both the aromatic diimines and the aromatic secondary diamines either are in the form of one phenyl ring, or are in the form of two phenyl rings connected by an alkylene bridge; each position ortho to an imino group or an amino group bears a hydrocarbyl group. When in the form of one phenyl ring, there are two imino groups on the ring or two amino groups on the ring; the imino groups or amino groups are meta or para relative to each other. When in the form of two phenyl rings connected by an alkylene bridge, there is either one imino group or one amino group on each phenyl ring. Also provided are processes for forming diimines and secondary diamines.

  这项发明提供了具有至少两个碳原子的亚烷基亚胺基团的芳香二亚胺和具有至少两个碳原子的氨基亚烷基团的芳香二胺。这些芳香二亚胺和芳香二胺可以是一个苯环的形式，也可以是由烷基桥连接的两个苯环的形式；每个邻位对着亚烷基基团或氨基基团。当以一个苯环的形式时，环上有两个亚胺基团或两个氨基团；亚胺基团或氨基团互为间位或对位。当以由烷基桥连接的两个苯环的形式时，每个苯环上要么有一个亚胺基团，要么有一个氨基基团。还提供了形成二亚胺和二胺的方法。
• Synthesis of Large [2+3] Salicylimine Cages with Embedded Metal‐Salphen Units
  作者：Fabian Uhrmacher、Sven M. Elbert、Frank Rominger、Michael Mastalerz

  DOI：10.1002/ejic.202100864

  日期：2022.1.11

  Shape-persistent trinuclear Ni(II)- and Pt(II)-cage compounds with large cavities have been synthesized by using bissalicylaldehyde struts that contain the metal salphen units already. The Pt(II) derivative was investigated by single crystal X-ray diffraction.

  已经通过使用已经包含金属赛苯单元的双水杨醛支柱合成了具有大空腔的形状持久性三核 Ni(II)-和 Pt(II)-笼化合物。通过单晶 X 射线衍射研究了 Pt(II) 衍生物。
• DIIMINES AND SECONDARY DIAMINES
  申请人：Lee Y. John

  公开号：US20080033210A1

  公开（公告）日：2008-02-07

  This invention provides aromatic diimines which have imino hydrocarbylidene groups with at least two carbon atoms, and aromatic secondary diamines which have amino hydrocarbyl groups with at least two carbon atoms. Both the aromatic diimines and the aromatic secondary diamines either are in the form of one phenyl ring, or are in the form of two phenyl rings connected by an alkylene bridge; each position ortho to an imino group or an amino group bears a hydrocarbyl group. When in the form of one phenyl ring, there are two imino groups on the ring or two amino groups on the ring; the imino groups or amino groups are meta or para relative to each other. When in the form of two phenyl rings connected by an alkylene bridge, there is either one imino group or one amino group on each phenyl ring. Also provided are processes for forming diimines and secondary diamines.

  本发明提供了具有至少两个碳原子的亚胺烃基亚胺基的芳香族二亚胺和具有至少两个碳原子的氨基烃基氨基的芳香族二级二胺。芳香族二亚胺和芳香族二级二胺均为一个苯环的形式或由一个烷基桥连接的两个苯环的形式；每个对位于亚胺基或氨基的位置都带有一个烃基基团。当为一个苯环的形式时，环上有两个亚胺基或两个氨基；亚胺基或氨基相对于彼此是间位或对位的。当为由一个烷基桥连接的两个苯环的形式时，每个苯环上有一个亚胺基或一个氨基。还提供了形成二亚胺和二级二胺的方法。
• Diimines and Secondary Diamines
  申请人：Lee John Y.

  公开号：US20080194788A1

  公开（公告）日：2008-08-14

  This invention provides aromatic diimines where the diimines have imino groups with at least two carbon atoms, and either are in the form of one benzene ring having two imino groups on the ring, which imino groups are meta or para relative to each other, and in which each position ortho to an imino group bears a hydrocarbyl group, or are in the form of two benzene rings connected by an alkylene bridge and having one imino group on each ring, and in which each position ortho to an imino group bears a hydrocarbyl group. This invention also provides aromatic secondary diamines where the diamines have amino hydrocarbyl groups with at least two carbon atoms, and either are in the form of one benzene ring having two amino groups on the ring, which amino groups are meta or para relative to each other, and in which each position ortho to an amino group bears a hydrocarbyl group, or are in the form of two benzene rings connected by an alkylene bridge and having one amino group on each ring, and in which each position ortho to an amino group bears a hydrocarbyl group. Also provided are processes for forming diimines and secondary diamines from primary diamines, including the aromatic diimines and aromatic secondary diamines of the invention.

  本发明提供了芳香二亚胺，其中二亚胺具有至少两个碳原子的亚胺基，并且可以是具有一个苯环的形式，在该苯环上具有两个亚胺基，这些亚胺基互为间位或对位，并且在每个与亚胺基相邻的位置上带有一个烃基团，或者是由一个烷基桥连接的两个苯环的形式，并且在每个与亚胺基相邻的位置上带有一个烃基团。本发明还提供了芳香二级二胺，其中二胺具有至少两个碳原子的氨基烃基团，并且可以是具有一个苯环的形式，在该苯环上具有两个氨基团，这些氨基团互为间位或对位，并且在每个与氨基团相邻的位置上带有一个烃基团，或者是由一个烷基桥连接的两个苯环的形式，并且在每个与氨基团相邻的位置上带有一个烃基团。本发明还提供了从一级二胺制备二亚胺和二级二胺的方法，包括本发明的芳香二亚胺和芳香二级二胺。
• Secondary diamine
  申请人：Albemarle Corporation

  公开号：EP2143707A2

  公开（公告）日：2010-01-13

  This invention provides an aliphatic secondary diamine which is N,N'-di-(3,3-dimethyl-2-butyl)-1,6-diaminohexane, and a chain extender which comprises N,N'-di-(3,3-dimethyl-2-butyl)-1,6-diaminohexane and a mixture of 2,4-diethyl-6-methyl-1,3-benzenediamine and 4,6-diethyl-2-methyl-1,3-benzenediamine.

  本发明提供了一种脂肪族仲二胺，它是 N,N'-二-(3,3-二甲基-2-丁基)-1,6-二氨基己烷，以及一种扩链剂，它包括 N,N'-二-(3,3-二甲基-2-丁基)-1,6-二氨基己烷和 2,4-二乙基-6-甲基-1,3-苯二胺与 4,6-二乙基-2-甲基-1,3-苯二胺的混合物。