1,1-双(4-溴苯基)肼 | 5149-08-6

• 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: 1,1-双(4-溴苯基)肼
• 英文名称: 1,1-di(4-bromophenyl)hydrazine
• 英文别名: N,N-Bis-[4-brom-phenyl]-hydrazin；1,1-bis(4-bromophenyl)hydrazine
• CAS: 5149-08-6
• 化学式: C₁₂H₁₀Br₂N₂
• 分子量: 342.033
• InChiKey: OANLVHLFCCPYJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  451.6±30.0 °C(Predicted)
• 密度：
  1.767±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-双(4-溴苯基)肼 在 sodium chloride 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 1.0h， 生成 二(4-溴苯基)胺
  参考文献：
  名称：

  N，N-二（4-卤代苯基）氮离子：亲核陷阱，芳香取代和氢原子转移

  摘要：

  反应性中间体N，N-二（4-氯苯基）氮离子和N，N-二（4-溴苯基）氮离子是通过光解相应的N而生成的-氨基（2,4,6，-collidinium）离子。这些二芳基氮鎓离子的行为通过激光闪光光解，稳定光产物的分析以及从头算起的密度泛函理论进行表征。后者预测这些物种具有单重态基态。卤代二芳基氮鎓离子的寿命比未取代的二苯基氮re离子明显更长。具体地，与卤代衍生物的环化形成咔唑衍生物的发生（如果有的话）可忽略不计。然而，它们确实进行了单重芳基氮鎓离子的大多数特征反应，包括与芳基环上的亲核试剂结合，加成芳烃并接受易氧化阱中的电子。有趣的是，这些物种还从1,4-环己二烯和各种酚衍生物中提取H原子。相对于计算出的单重态-三重态能隙，后一个过程的含意。讨论了-12.5kcal / mol。

  DOI：

  10.1021/jo062578i
• 作为产物：
  描述：

  二(4-溴苯基)胺 在 盐酸 、 溶剂黄146 、 锌 、 sodium nitrite 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.17h， 生成 1,1-双(4-溴苯基)肼
  参考文献：
  名称：

  从质子化的1,1-二芳基肼光化学生成nitr离子。

  摘要：

  [反应：见正文]激光闪光光解实验，化学捕集研究和随时间变化的密度泛函理论计算表明，质子化的1,1-二芳基肼的光解产生N，N-二芳基氮离子。

  DOI：

  10.1021/ol048250y

文献信息

• Alternative Reaction Pathways in Domino Reactions of Hydrazinediidozirconium Complexes with Alkynes
  作者：Thorsten Gehrmann、Solveig A. Scholl、Julio Lloret Fillol、Hubert Wadepohl、Lutz H. Gade

  DOI：10.1002/chem.201103497

  日期：2012.3.26

  Reaction of 1.2 equivalents of several diarylhydrazines and various substituted alkynes (1 equiv) at ambient temperature (or at 80 °C) in the presence of 10 mol % [Zr(NXyl)2Npy}(NMe2)2] (2 a) gave the corresponding indole derivatives. On the other hand, the replacement of 1,1‐diarylhydrazines by 1‐methyl‐1‐phenyl hydrazine led to head‐to‐head cis‐1,3‐enynes in good yields.

  [Zr （NAr）2 N py }（NMe 2）2 ]（Ar = 3,5-二甲苯基：2 a，异丁烯基：2 b）与一或两个摩尔当量的1,1-二苯肼反应生成混合物酰胺/肼基（1-）络合物[Zr （NMes）2 N py }（HNNPh 2）（NMe 2）]（3），双肼基络合物[Zr （NMes）2 N py }（HNNPh 2）2 ]（4），并且在存在过量的4-二甲基氨基吡啶（DMAP）的情况下，六配位肼基二氮杂锆配合物[Zr （NXyl）2 N py}（NN（Me）中PH）吡啶（DMAP）2 ]（5）和[Zr的（NXyl）2 Ñ PY }（NNPh 2）吡啶（DMAP）2 ]（6）。一个的等效锆- hydrazinediide [Zr的（NTBS）的反应2 Ñ PY }（NNPh 2）（吡啶）]（1）在室温下具有二取代的炔烃16小时导致的7元diazazirconacycles形成7一–高产7
• Novel molecular structures with controllable electron conducting properties
  申请人：Getty Ross

  公开号：US20070215866A1

  公开（公告）日：2007-09-20

  Aromatic and heteroaromatic molecular structures with controllable electron conducting properties are derived from the incorporation of electron active substituents in selective positions. Such compounds can form self-assembled layers on metal or other substrates, and can be used in molecular scaled opto-electronic devices including field-effect transistors, light-emitting diodes and photovoltaic cells.

  通过在选择性位置引入电子活性取代基，可以得到具有可控电子导电性的芳香和杂芳分子结构。这些化合物可以在金属或其他基底上形成自组装层，并可用于分子尺度的光电子器件，包括场效应晶体管、发光二极管和光伏电池。
• Titanium-Catalyzed Hydrohydrazination of Carbodiimides
  作者：Peter D. Schweizer、Hubert Wadepohl、Lutz H. Gade

  DOI：10.1021/om400323p

  日期：2013.7.8

  Hydrazinediido complexes of the type [Cp*Ti-(NxylN)(NNR2)(L)] (R = Ph, Me; Ar, fluorene, L = (BuNH2)-Bu-t, Py; 3a-e) have been synthesized and used as catalysts for the hydrohydrazination of a series of carbodiimides, yielding aminoguanidines or fluoreneiminoguanidines. The highest yields were obtained for diarylhydrazines and fluorenone 5 hydrazone at temperatures between 80 and 105 degrees C. Stoichiometric reactions of hydraz inediido complexes with (PrNCNPr)-Pr-i-Pr-i led to an equilibrium with the resulting [2 + 2] cydoadducts 4a-f, which were characterized by H-1, C-13, and N-15 NMR spectroscopy as well as X-ray diffraction. The proposed mechanism, which is closely related to that previously established for the hydrohydrazination of alkynes and allenes, was found to be consistent with the results of a kinetic study. The dynamic structures of aminoguanidines and fluoreneiminoguanidines were characterized by NMR spectroscopy, and the minimum configurations were foud to be stabilized by intramolecular hydrogen bonding.
• Groups 5 and 6 Terminal Hydrazido(2−) Complexes: N_β Substituent Effects on Ligand-to-Metal Charge-Transfer Energies and Oxidation States
  作者：Ian A. Tonks、Alec C. Durrell、Harry B. Gray、John E. Bercaw

  DOI：10.1021/ja302275j

  日期：2012.5.2

  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.
• US7667043B2
  申请人：——

  公开号：US7667043B2

  公开（公告）日：2010-02-23