1-(4-溴苯基)-2,2,5,5-四甲基-1-氮杂-2,5-二硅杂环戊烷 | 78605-26-2

• 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-(4-溴苯基)-2,2,5,5-四甲基-1-氮杂-2,5-二硅杂环戊烷
• 英文名称: 1-(4-bromophenyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine
• 英文别名: 4-Bromoaniline-STABASE adduct
• CAS: 78605-26-2
• 化学式: C₁₂H₂₀BrNSi₂
• 分子量: 314.373
• InChiKey: NCTKSMQOPRBFQB-UHFFFAOYSA-N

物化性质

• 沸点：
  160 °C(Press: 0.4 Torr)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-溴苯基)-2,2,5,5-四甲基-1-氮杂-2,5-二硅杂环戊烷 在 甲醇 、 对甲苯磺酸 作用下， 以 乙醚 为溶剂， 生成 4-溴苯胺
  参考文献：
  名称：

  Protection of substituted anilines with 1,1,4,4-tetramethyl-1,4-bis(n,n-dimetrylamino)disilethylene

  摘要：

  DOI：

  10.1016/s0040-4039(01)80126-x
• 作为产物：
  描述：

  1,2-双(氯二甲基硅基)乙烷 在 zinc(II) iodide 作用下， 以 乙醚 为溶剂， 反应 10.0h， 生成 1-(4-溴苯基)-2,2,5,5-四甲基-1-氮杂-2,5-二硅杂环戊烷
  参考文献：
  名称：

  Protection of substituted anilines with 1,1,4,4-tetramethyl-1,4-bis(n,n-dimetrylamino)disilethylene

  摘要：

  DOI：

  10.1016/s0040-4039(01)80126-x

文献信息

• Silicon in synthesis: stabase adducts - a new primary amine protecting group: alkylation of ethyl glycinate
  作者：Stevan Djuric、John Venit、Philip Magnus

  DOI：10.1016/s0040-4039(01)90439-3

  日期：1981.1

  A new silicon-based protecting group for primary amines has been developed. Its usefulness is illustrated in a simple synthesis of an alkylated amino acid derivative.

  已经开发出一种新的基于伯胺的硅基保护基。在烷基化氨基酸衍生物的简单合成中说明了其有用性。
• Heme Protein Catalysts for Carbon-Silicon Bond Formation In Vitro and In Vivo
  申请人：California Institute of Technology

  公开号：US20170218346A1

  公开（公告）日：2017-08-03

  The present invention provides compositions and methods for catalyzing the formation of carbon-silicon bonds using heme proteins. In certain aspects, the present invention provides heme proteins, including variants and fragments thereof, that are capable of carrying out in vitro and in vivo carbene insertion reactions for the formation of carbon-silicon bonds. In other aspects, the present invention provides methods for producing an organosilicon product, the method comprising providing a silicon-containing reagent, a carbene precursor, and a heme protein; and combining the components under conditions sufficient to produce an organosilicon product. Host cells expressing the heme proteins are also provided by the present invention.

  本发明提供了利用血红素蛋白催化碳硅键形成的组合物和方法。在某些方面，本发明提供了能够进行体外和体内碳烯插入反应以形成碳硅键的血红素蛋白，包括其变体和片段。在其他方面，本发明提供了生产有机硅产物的方法，该方法包括提供含硅试剂、碳烯前体和血红素蛋白；并在足以产生有机硅产物的条件下将这些组分结合在一起。本发明还提供了表达血红素蛋白的宿主细胞。
• Synthesis and Solid-State Structure of Substituted Arylphosphine Oxides
  作者：Craig M. Whitaker、Kevin L. Kott、Robert J. McMahon

  DOI：10.1021/jo00116a042

  日期：1995.6

  We describe the preparation and characterization of several new arylphosphine oxides, which are of interest as second-order nonlinear optical materials, (4-Aminophenyl)diphenylphosphine oxide (la), bis(4-aminophenyl)phenylphosphine oxide (2a), and (4-aminophenyl)bis[4'-(trifluoromethyl)phenyl]phosphine oxide (5) were prepared by addition of aryl Grignard and organolithium reagents containing protected amines to phosphorus oxyhalides. Alternatively, 1a was prepared by treatment of (4-bromophenyl)diphenylphosphine oxide with azidomethyl phenyl sulfide, followed by hydrolysis. (4-Aminophenyl)(4'-nitrophenyl)phenylphosphine oxide (6) was prepared by nucleophilic aromatic substitution of bis(4-fluorophenyl)phenylphosphine oxide to give the corresponding dinitro compound, followed by selective mono-reduction. The X-ray crystal structure of (4-aminophenyl)diphenylphosphine oxide (1a), along with those of mono-, di-, and trihydroxy triphenylphosphine oxides 1b, 2b, and 3b, exhibit extensive intermolecular hydrogen bonding. The hydrogen bonding in 1a and 1b produces chains of arylphosphine oxide molecules with a head-to-tail alignment; the chains pack in an antiparallel manner to produce solid-state structures that display only slight deviations from centrosymmetry.
• Structure–activity studies of uptake and phototoxicity with heavy-chalcogen analogues of tetramethylrosamine in vitro in chemosensitive and multidrug-resistant cells
  作者：Scott L. Gibson、Jason J. Holt、Mao Ye、David J. Donnelly、Tymish Y. Ohulchanskyy、Youngjae You、Michael R. Detty

  DOI：10.1016/j.bmc.2005.06.056

  日期：2005.12

  Several thio and seleno analogues of tetramethylrosamine (TMR) were prepared. Thio derivatives of TMR have absorption maxima near 570 nm, while seleno derivatives of TMR have absorption maxima near 580 nm. The 3- or 4-N,N-dimethylaminophenyl substituent in the 9-position greatly increases internal conversion, which lowers quantum yields for fluorescence and the generation of singlet oxygen. Thio and seleno analogues of TMR are effective photosensitizers against chemosensitive AUXB1 cells in vitro and against multidrug-resistant CRI R 12 cells in vitro, which have been treated with verapamil. The CR1R12 cells accumulated significantly lower concentrations of the photosensitizers relative to the AUXB1 cells presumably due to the expression of P-glycoprotein (Pgp) in the CR1R12 cells. Following treatment with 5 x 10(-5) M verapamil, the uptake in CR1R12 cells of several fluorescent thio analogues of TMR is comparable to that observed for the chemosensitive AUXB1 cells. (c) 2005 Elsevier Ltd. All rights reserved.
• The “benzostabase” protecting group for primary amines; application to aromatic amines
  作者：R.P. Bonar-Law、A.P. Davis、B.J. Dorgan

  DOI：10.1016/s0040-4039(00)97157-0

  日期：1990.1