2,3,5,6-tetraethyl-p-phenylenediamine | 58244-25-0

• 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: 2,3,5,6-tetraethyl-p-phenylenediamine
• 英文别名: 2,3,5,6-Tetraaethyl-p-phenylendiamin；2.3.5.6-Tetraaethyl-phenylendiamin-(1.4)；3.6-Diamino-1.2.4.5-tetraaethyl-benzol；2,3,5,6-Tetraethylbenzene-1,4-diamine
• CAS: 58244-25-0
• 化学式: C₁₄H₂₄N₂
• 分子量: 220.358
• InChiKey: BQJNDFXBOSXMLM-UHFFFAOYSA-N

物化性质

• 沸点：
  343.3±37.0 °C(Predicted)
• 密度：
  0.978±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  2,3,5,6-tetraethyl-p-phenylenediamine 在 三氯化铁 、 sodium hydride 、 溶剂黄146 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 1,4-dimethoxy-2,3,5,6-tetraethylbenzene
  参考文献：
  名称：

  Effect of transition-metal complexation on the stereodynamics of persubstituted arenes. Evidence for steric complementarity between arene and metal tripod

  摘要：

  The stereodynamics in 1,4-dimethoxy-2,3,5,6-tetraethylbenzene (5), 1,4-bis(methoxymethyl)-2,3,5,6-tetraethylbenzene (6), and 1,4-dineohexyl-2,3,5,6-tetraethylbenzene (7) and their respective tricarbonylchromium complexes, 5(Cr), 6(Cr), and 7(Cr), have been studied by variable-temperature NMR techniques. Barriers to rotation about the sp2-sp3 bonds for 5-7 and 5(Cr)-7(Cr) have been determined using the Gutowsky-Holm approximation to be 7.7, 9.4, 11.2, 6.6, 8.9, and 11.8 kcal/mol, respectively. Unlike previous studies in this area, the stereodynamics of the arene do not change demonstrably upon metal complexation. This observation is attributed to a lock-and-key complementarity between the metal tripod and the arene. The possibility of correlated dynamics between the metal tripod rotation and the ethyl group rotation is discussed.

  DOI：

  10.1021/ja00027a033
• 作为产物：
  描述：

  1,2,4,5-tetraethyl-3,6-dinitro-benzene 在 盐酸 、 溶剂黄146 、 tin(ll) chloride 作用下， 生成 2,3,5,6-tetraethyl-p-phenylenediamine
  参考文献：
  名称：

  The Reaction between Quinones and Metallic Enolates. XIV. Synthesis of the Three 3-Carboxy-6-hydroxy-bz-dimethyl Ethylcoumarins and their Ethyl Esters¹

  摘要：

  DOI：

  10.1021/ja01849a011

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。
• 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。
• Racemic Drug Resolution Using Polymer Supported Chiral Selector
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEAECH

  公开号：US20160208088A1

  公开（公告）日：2016-07-21

  The present invention relates to a process for the separation of enantiomers or resolution of racemic mixtures using high surface area core-shell polymer beads. The present invention further relates to a core-shell functionalized polymer comprising a core which comprises copolymer made from monomers selected from non-aromatic acrylate, ethylene dimethacrylate and divinyl-benzene, a shell which comprises monomers selected from glycidyl ethers of methacrylate and a chiral selector selected from tartaric acid derivatives and amino acids.

  本发明涉及使用高表面积核壳聚合物珠子分离对映体或分离混合物的过程。本发明还涉及一种核壳功能化聚合物，包括一个核，该核由从非芳香族丙烯酸酯、乙二醇二甲基丙烯酸酯和二乙烯基苯中选择的单体共聚而成，一个壳，该壳由从甲基丙烯酸醋酸酯的环氧乙醚和酒石酸衍生物和氨基酸中选择的单体组成的手性选择剂。
• Tertiary butyl derivatives of toluenediamine and mixtures as antioxidant for organic materials
  申请人：AIR PRODUCTS AND CHEMICALS, INC.

  公开号：EP0270031A2

  公开（公告）日：1988-06-08

  This invention relates to the use of tertiary butyl derivatives of toluenediamine and specifically 5-tert-butyl-2,4-toluenediamine as an antioxidant material for preventing oxidation of organic materials.

  本发明涉及使用甲苯二胺的叔丁基衍生物，特别是 5-叔丁基-2,4-甲苯二胺作为抗氧化材料，以防止有机材料氧化。