N,N-二(对甲苯基)肼 | 27758-60-7

• 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: N,N-二(对甲苯基)肼
• 中文别名: 硫代二硫酸
• 英文名称: N,N-Di-p-tolyl-hydrazin
• 英文别名: 1,1-Di-p-tolyl-hydrazin；N,N-Di(p-tolyl)hydrazine；1,1-bis(4-methylphenyl)hydrazine
• CAS: 27758-60-7
• 化学式: C₁₄H₁₆N₂
• 分子量: 212.294
• InChiKey: BZYUOLOUULYEAF-UHFFFAOYSA-N

物化性质

• 沸点：
  342.14°C (rough estimate)
• 密度：
  1.0799 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  N,N-二(对甲苯基)肼 在 lead dioxide 作用下， 生成 1-Pikryl-2,2-bis-p-tolyl-hydrazyl
  参考文献：
  名称：

  THE CHEMISTRY OF HYDRAZYL FREE RADICALS. III. FURTHER EVIDENCE OF THE CONTRIBUTION OF α-GROUPS TOWARD THE STABILIZATION OF α,α-DISUBSTITUTED-β-PICRYLHYDRAZYL FREE RADICALS¹

  摘要：

  DOI：

  10.1021/jo01372a023
• 作为产物：
  描述：

  4,4'-二甲基二苯胺 在 盐酸 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 乙醇 、 水 为溶剂， 反应 4.16h， 生成 N,N-二(对甲苯基)肼
  参考文献：
  名称：

  Groups 5 and 6 Terminal Hydrazido(2−) Complexes: N_β Substituent Effects on Ligand-to-Metal Charge-Transfer Energies and Oxidation States

  摘要：

  Brightly colored terminal hydrazido(2-) (dme)MCl3(NNR2) (dme = 1,2-dimethoxyethane; M = Nb, Ta; R = alkyl, aryl) or (MeCN)WCl4(NNR2) complexes have been synthesized and characterized. Perturbing the electronic environment of the beta (NR2) nitrogen affects the energy of the lowest-energy charge-transfer (CT) transition in these complexes. For group 5 complexes, increasing the energy of the N-beta lone pair decreases the ligand-to-metal CT (LMCT) energy, except for electron-rich niobium diallcylhydrazides, which pyramidalize N-beta in order to reduce the overlap between the Nb=N-alpha pi bond and the N-beta lone pair. For W complexes, increasing the energy of N-beta eventually leads to reduction from formally [W-VI N-NR2] with a hydraziclo(2-) ligand to [W-IV=N=NR2] with a neutral 1,1-diazene ligand. The photophysical properties of these complexes highlight the potential redox noninnocence of hydrazido ligands, which could lead to ligand- and/or metal-based redox chemistry in early transition metal derivatives.

  DOI：

  10.1021/ja302275j

文献信息

• Mild and Rapid Pd-Catalyzed Cross-Coupling with Hydrazine in Continuous Flow: Application to the Synthesis of Functionalized Heterocycles
  作者：Andrew DeAngelis、Dong-Hui Wang、Stephen L. Buchwald

  DOI：10.1002/anie.201208544

  日期：2013.3.18

  CN cross‐coupling of aryl chlorides with hydrazine is described. Through the use of continuous flow, the hazards associated with the use of hydrazine in the presence of transition metals are decreased. In addition, multistep flow sequences have also been developed for the generation of functionalized heterocycles utilizing the arylhydrazine intermediates.

  最小化风险：描述了通过芳基氯与肼的CN交叉偶联合成芳基肼的方法。通过使用连续流动，减少了在过渡金属存在下使用肼的危害。另外，还开发了多步流动顺序以利用芳基肼中间体产生官能化的杂环。
• Reactions of Diarylnitrenium Ions with Electron Rich Alkenes:  An Experimental and Theoretical Study
  作者：Ricardo J. Moran、Christopher Cramer、Daniel E. Falvey

  DOI：10.1021/jo9623649

  日期：1997.5.1

  N-[bis(4-methylphenyl)amino]-2,4,6-trimethylpyridinium salt (1b) gives products attributable to diarylnitrenium ion (Ar(2)N(+), 2). The major products of these reactions include products from nucleophilic addition of various pi-nucleophiles (e.g. electron rich alkenes) to the ortho and para positions of one of the phenyl rings. Nanosecond and EPR spectroscopy show that radicals also form. These radicals are thought

  N-（二苯基氨基）-2,4,6-三甲基吡啶鎓四氟硼酸盐（1a）和N- [双（4-甲基苯基）氨基] -2,4,6-三甲基吡啶鎓盐（1b）的光解产生可归因于二芳基氮离子的产物（ Ar（2）N（+），2）。这些反应的主要产物包括将各种π-亲核体（例如，富电子的烯烃）亲核加成至苯环之一的邻位和对位的产物。纳秒和EPR光谱表明，自由基也会形成。人们认为这些自由基会产生从1a和1b的光解中分离出的次要产物二芳基胺。除对位加成产物和Ph（2）NH外，当分别将甲硅烷基烯醇醚和甲硅烷基乙烯酮缩醛用作捕集剂时，还会分离出N-苯基吲哚和N-苯基吲哚酮。吲哚和吲哚啉酮是通过将亲核试剂最初加到2的邻位上，然后环化所得中间体而生成的。仅当使用甲硅烷基烯酮缩醛时，才分离出由N向2添加亲核试剂得到的产物。在Ph（2）N（+）上进行了不同水平的分子轨道和密度泛函理论的许多电子结构计算。似乎没有与电荷分布或LUMO相关的影响会严重影响亲核捕获中邻位/对位/
• [EN] BLUE LUMINESCENT COMPOUNDS<br/>[FR] COMPOSÉS LUMINESCENTS BLEUS
  申请人：DU PONT

  公开号：WO2015061198A1

  公开（公告）日：2015-04-30

  There is provided a compound having Formula (I). In the formula: R1, R1a, R2, and R2a are the same or different and are H, D, F, CN, alkyl, fluoroalkyl, aryl, heteroaryl, silyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated aryl, deuterated heteroaryl, deuterated silyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuteroalkoxy, deuteroaryloxy, deuterofluoroalkoxy, deuterosiloxane, or deuterosiloxy, with the proviso that at least one of R1 and R1a is heteroaryl or deuterated heteroaryl; R3 , R3a, R4, R4a, R5, and R6 are the same or different at each occurrence and are D, F, CN, alkyl, fluoroalkyl, aryl, heteroaryl, silyl, deuterated alkyl, deuterated partially- fluorinated alkyl, deuterated aryl, deuterated heteroaryl, deuterated silyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuteroalkoxy, deuteroaryloxy, deuterofluoroalkoxy, deuterosiloxane, or deuterosiloxy, where adjacent groups selected from R3, R3a, R4, and R4a can be joined together to form a fused ring; R7 is the same or different at each occurrence and is alkyl, aryl, or deuterated analogs thereof, where two alkyl R7 groups can be joined together to make a cycloalkyi spiro ring, and where two R7 phenyl groups can be joined to form a spiro fluorene group; a and b are the same or different and are 0 or 1, with the proviso that a + b ≥ 1; x is an integer of 0- 3; y is an integer of 0-4; and z is an integer of 0-5.

  提供了具有Formula (I)的化合物。在该式中：R1、R1a、R2和R2a相同或不同，可以是H、D、F、CN、烷基、氟烷基、芳基、杂芳基、硅基、氘代烷基、氘代部分氟代烷基、氘代芳基、氘代杂芳基、氘代硅基、烷氧基、芳氧基、氟烷氧基、硅氧烷、硅氧基、氘代烷氧基、氘代芳氧基、氘代氟烷氧基、氘代硅氧烷或氘代硅氧基，但至少其中一个是杂芳基或氘代杂芳基；R3、R3a、R4、R4a、R5和R6在每次出现时相同或不同，可以是D、F、CN、烷基、氟烷基、芳基、杂芳基、硅基、氘代烷基、氘代部分氟代烷基、氘代芳基、氘代杂芳基、氘代硅基、烷氧基、芳氧基、氟烷氧基、硅氧烷、硅氧基、氘代烷氧基、氘代芳氧基、氘代氟烷氧基、氘代硅氧烷或氘代硅氧基，R3、R3a、R4和R4a中选自相邻基团可以连接在一起形成融合环；R7在每次出现时相同或不同，可以是烷基、芳基或其氘代物，其中两个烷基R7基团可以连接在一起形成环状螺环，两个R7苯基团可以连接在一起形成螺联苯基团；a和b相同或不同，可以是0或1，但要求a+b≥1；x是0-3之间的整数；y是0-4之间的整数；z是0-5之间的整数。
• BLUE LUMINESCENT COMPOUNDS
  申请人：E. I. DU PONT DE NEMOURS AND COMPANY

  公开号：US20160254450A1

  公开（公告）日：2016-09-01

  There is provided a compound having Formula I: In the formula: R 1 , R 1a , R 2 , and R 2a are the same or different and are H, D, F, CN, alkyl, fluoroalkyl, aryl, heteroaryl, silyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated aryl, deuterated heteroaryl, deuterated silyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuteroalkoxy, deuteroaryloxy, deuterofluoroalkoxy, deuterosiloxane, or deuterosiloxy, with the proviso that at least one of R 1 and R 1a is heteroaryl or deuterated heteroaryl; R 3 , R 3a , R 4 , R 4a , R 5 , and R 6 are the same or different at each occurrence and are D, F, CN, alkyl, fluoroalkyl, aryl, heteroaryl, silyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated aryl, deuterated heteroaryl, deuterated silyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuteroalkoxy, deuteroaryloxy, deuterofluoroalkoxy, deuterosiloxane, or deuterosiloxy, where adjacent groups selected from R 3 , R 3a , R 4 , and R 4a can be joined together to form a fused ring; R 7 is the same or different at each occurrence and is alkyl, aryl, or deuterated analogs thereof, where two alkyl R 7 groups can be joined together to make a cycloalkyl spiro ring, and where two R 7 phenyl groups can be joined to form a spiro fluorene group; a and b are the same or different and are 0 or 1, with the proviso that a+b≧1; x is an integer of 0-3; y is an integer of 0-4; and z is an integer of 0-5.

  提供了一个具有I式的化合物：在公式中：R1、R1a、R2和R2a相同或不同，可以是H、D、F、CN、烷基、氟烷基、芳基、杂环芳基、硅基、氘代烷基、氘代部分氟代烷基、氘代芳基、氘代杂环芳基、氘代硅基、烷氧基、芳氧基、氟烷氧基、硅氧烷、硅氧基、氘代烷氧基、氘代芳氧基、氘代氟烷氧基、氘代硅氧烷或氘代硅氧基，但其中至少一个是杂环芳基或氘代杂环芳基；R3、R3a、R4、R4a、R5和R6在每次出现时相同或不同，可以是D、F、CN、烷基、氟烷基、芳基、杂环芳基、硅基、氘代烷基、氘代部分氟代烷基、氘代芳基、氘代杂环芳基、氘代硅基、烷氧基、芳氧基、氟烷氧基、硅氧烷、硅氧基、氘代烷氧基、氘代芳氧基、氘代氟烷氧基、氘代硅氧烷或氘代硅氧基，其中选择自R3、R3a、R4和R4a的相邻基团可以连接在一起形成融合环；R7在每次出现时相同或不同，可以是烷基、芳基或它们的氘代物，其中两个烷基R7基团可以连接在一起形成环状烷基螺环，两个R7苯基团可以连接在一起形成螺环芴基团；a和b相同或不同，可以是0或1，但a+b≧1；x为0-3的整数；y为0-4的整数；z为0-5的整数。
• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd

  公开号：EP2977378A1

  公开（公告）日：2016-01-27

  Claimed are condensed cyclic compound of Formulae 1A to 1D and their use in organic electroluminescent light-emitting devices (OLED).

  权利要求 1A 至 1D 的缩合环状化合物及其在有机电致发光器件（OLED）中的用途。