N-phenyl-N'-(trimethylsilyl)hydrazine | 13271-92-6

• 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: N-phenyl-N'-(trimethylsilyl)hydrazine
• 英文别名: 1-Phenyl-2-(trimethylsilyl)-hydrazin；1-phenyl-2-(trimethylsilyl)hydrazine；N-phenyl-N'-trimethylsilanyl-hydrazine；N-Phenyl-N'-trimethylsilyl-hydrazin；Trimethyl-(N'-phenyl-hydrazino)-silan；N-Phenyl-N'-trimethylsilyl-hydrazin；1-phenyl-2-trimethylsilylhydrazine
• CAS: 13271-92-6
• 化学式: C₉H₁₆N₂Si
• 分子量: 180.325
• InChiKey: ZVWJFSCKAIBVPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-phenyl-N'-(trimethylsilyl)hydrazine 在 偶氮二甲酸二叔丁酯 作用下， 以 正戊烷 为溶剂， 反应 0.5h， 以4.04 g的产率得到phenyl(trimethylsilyl)diazene
  参考文献：
  名称：

  General Synthesis and Optical Properties of N-Aryl-N′-Silyldiazenes

  摘要：

  While organo-substituted diazenes (R-1-N=N-R-2 with R = alkyl, aryl) are a well-studied class, of compounds, much less is known about their heavier group 14 analogues, notably because of their perceived instability. We report herein a general oxidative protocol to prepare various N-aryl-N'-silyldiazenes by a fast and mild dehydrogenation of the corresponding silylhydrazines using di-tert-butylazodicar-boxylate as an oxidant. The optical properties of these stable blue to purple silyldiazenes were also studied by UV/visible absorption spectroscopy and supported by TD-DFT calculations.

  DOI：

  10.1021/acs.organomet.9b00654
• 作为产物：
  描述：

  苯肼 、 六甲基二硅氮烷 在 糖精 作用下， 反应 2.0h， 以90%的产率得到N-phenyl-N'-(trimethylsilyl)hydrazine
  参考文献：
  名称：

  Catalysts for silylations with 1,1,1,3,3,3-hexamethyldisilazane

  摘要：

  DOI：

  10.1021/jo00141a031

文献信息

• Structural Chemistry of Alkali Metal Phenylhyrazides
  作者：Birgit Gemünd、Heinrich Nöth、Hermann Sachdev、Martin Schmidt

  DOI：10.1002/cber.19961291105

  日期：1996.11

  The crystal and molecular structures of a series of N-phenyl-substituted lithium hydrazides were determined in order to investigate possible Li···Ph π interactions. These are pronounced when there are no donor molecules present to solvate the Li centers. An η6-Li···Ph interaction is particularly distinct in tetrameric (Me3Si)2N–N(Ph)Li but also in trimeric Ph2N–N(SiMe3)Li Deprotonation of N,N′ -diphenylhydrazine

  为了研究可能的Li···Phπ相互作用，确定了一系列N-苯基取代的酰肼锂的晶体和分子结构。当不存在使Li中心溶剂化的供体分子时，这些是明显的。的η 6 -Li···博士相互作用是四聚体（ME特别鲜明3 Si）的2 N-N（PH）栗而且在三聚体博士2 N-N（森达3）的脱质子化锂N，N' -diphenylhydrazine与丁基锂在乙醚中的反应导致形成Ph（Li）N–N（Ph）Li·2 LiNPh 2 ·2 OEt 2通过氧化还原过程使苯基迁移并进行N–N键断裂。阳离子尺寸的增加，如Ph（Me 3 -Si）N–N（Ph）Na·NH 3和铯盐（Me 3 -Si）2 N–N（Ph）Cs· n THF所示导致金属离子与苯基的配位增加。铯化合物形成三维网络。沿c轴的通道部分填充有THF分子。
• Hydrazido(2–)-complexes of tungsten-(<scp>V</scp>) and -(<scp>VI</scp>) and a bis(diazenido)-complex of tungsten(<scp>IV</scp>). X-Ray crystal structure of cis-[WCl₃(NNH₂)(PMe₂Ph)₂]
  作者：Joseph Chatt、Martin E. Fakley、Peter B. Hitchcock、Raymond L. Richards、N. Tûyet Luong-Thi

  DOI：10.1039/dt9820000345

  日期：——

  The hydrazido(2–)–hydride complexes [WX2H(NNH2)(PMe2Ph)3]X (1; X = Cl or Br), [WCI3H(NNH2)(PMe2Ph)2](2), and [WCl3H(NNHPh)(PR3)2](3)(PR3= PMe2Ph, PMePh2, or PPh3) have been prepared by treatment of [WX2(NNH2)(PMe2Ph)3] with HX in tetrahydrofuran and of [WCl4(PR3)2] with PhNHNH(SiMe3) respectively. The complexes (1; X = Cl) and (3; PR3= PMe2Ph) convert into the hydrazido(2-) complexes cis-[WCl3(NNH2)(PMe2Ph)2](4)

  肼基（2-）-氢化物络合物[WX 2 H（NNH 2）（PMe 2 Ph）3 ] X（1; X = Cl或Br），[WCI 3 H（NNH 2）（PMe 2 Ph）2 ] （2）和[WCl 3 H（NNHPh）（PR 3）2 ]（3）（PR 3 = PMe 2 Ph，PMePh 2或PPh 3）已经通过处理[WX 2（NNH 2）（ PMe 2 Ph）3 ]与四氢呋喃中的HX和[WCl 4（PR 3）2分别用PhNHNH（SiMe 3）。配合物（1; X = Cl）和（3; PR 3 = PMe 2 Ph）转化为hydrazido（2-）配合物cis- [WCl 3（NNH 2）（PMe 2 Ph）2 ]（4）和反式-[WCl 3（NNHPh）（PMe 2 Ph）2 ]（5）分别缓慢重结晶。的X（4）的射线结构（空间群晶Pnma，- [R ，其中NH = 0.055）原子已被定位，示出了酰肼基（2-）配体为具有平坦的N-NH
• Silylation process
  申请人：Gist-Brocades N.V.

  公开号：US04400509A1

  公开（公告）日：1983-08-23

  An improved process for the trimethylsilylation of organic compounds with at least one active hydrogen atom with hexamethyldisilazane, the improvement comprising effecting the reaction in the presence of 0.001 to 10 mole percent of a catalyst of the formula X--NH--Y I wherein X and Y are individually an electron-withdrawing group or when X is an electron-withdrawing group, Y is selected from the group consisting of hydrogen and trialkylsilyl of 1 to 6 carbon atoms or X and Y together with the nitrogen atom to which they are attached form a cyclic electron-withdrawing group and novel trimethylsilylated thiols of the formula ##STR1## wherein R is a 5-or 6-membered heterocycle having at least one nitrogen or sulfur heteroatom and optionally substituted with at least one member of the group consisting of alkyl of 1 to 6 carbon atoms, phenyl, trimethylsilyl, trimethylsilyloxycarbonylmethyl and alkylamino of 1 to 6 carbon atoms, and novel trimethylsilylated 3'-substituted cephalosporanic acid derivatives.

  使用六甲基二硅氨基对至少含有一个活性氢原子的有机化合物进行三甲基硅基化的改进方法，其中改进包括在0.001到10摩尔％的催化剂存在下进行反应，所述催化剂的公式为X-NH-Y I，其中X和Y分别是电子吸引基团，或当X是电子吸引基团时，Y选自由1至6个碳原子的三烷基硅基或X和Y与它们附着的氮原子一起形成环状电子吸引基团；以及具有以下公式的新型三甲基硅基化硫醇：##STR1## 其中R是至少含有一个氮或硫杂原子的5或6成员杂环，并且可选择地被1至6个碳原子的烷基，苯基，三甲基硅基，三甲基硅氧羰基甲基和1至6个碳原子的烷基氨基中的一个成员取代，以及新型的三甲基硅基化3'-取代头孢菌素酸衍生物。
• Hughes, David L.; Jimenez-Tenorio, Manuel; Leigh, G. Jeffery, Journal of the Chemical Society, Dalton Transactions, 1989, p. 2389 - 2396
  作者：Hughes, David L.、Jimenez-Tenorio, Manuel、Leigh, G. Jeffery、Walker, David G.

  DOI：——

  日期：——
• Noeth, Heinrich; Sachdev, Hermann; Schmidt, Martin, Chemische Berichte, 1995, vol. 128, # 2, p. 105 - 114
  作者：Noeth, Heinrich、Sachdev, Hermann、Schmidt, Martin、Schwenk, Holger

  DOI：——

  日期：——