2-phenyl-3-(trimethylsilyl)propanenitrile | 99337-21-0

• 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-phenyl-3-(trimethylsilyl)propanenitrile
• 英文别名: (2-Cyano-2-phenylethyl)trimethylsilane；2-Phenyl-3-trimethylsilylpropanenitrile
• CAS: 99337-21-0
• 化学式: C₁₂H₁₇NSi
• 分子量: 203.359
• InChiKey: SSALLXBXCWSMGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-phenyl-3-(trimethylsilyl)propanenitrile 、 1-chloromethyl-1H-1,2,4-triazol-hydrochlorid 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 1-[(Z)-2-phenylprop-1-enyl]-1,2,4-triazole 、 2-Phenyl-2-(1,2,4-triazol-1-ylmethyl)-3-trimethylsilylpropanenitrile
  参考文献：
  名称：

  Synthesis and Fungicidal Activities of Silicon-Containing Derivatives of 2-Aryl-3-(1H-1,2,4-triazol-1-yl)propanenitriles.

  摘要：

  合成了一系列含硅的2-芳基-3-(1H-1, 2, 4-三嗪-1-基)丙腈衍生物，并对其进行了对稻瘟病和黄瓜白粉病的杀真菌活性评估。这些衍生物的效力高于参考杀真菌剂。

  DOI：

  10.1248/cpb.49.909
• 作为产物：
  描述：

  2-Phenyl-3-trimethylsilyl-(Z)-prop-2-enenitrile 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以97%的产率得到2-phenyl-3-(trimethylsilyl)propanenitrile
  参考文献：
  名称：

  钯催化的三甲基甲硅烷基氰化物加成到芳基乙炔中

  摘要：

  芳基乙炔与三甲基甲硅烷基氰化物（1）在钯配合物存在下的反应导致（1）跨碳-碳三键并具有较高的区域和立体选择性，从而生成β-氰基-β-芳基烯基硅烷。

  DOI：

  10.1039/c39850000838

文献信息

• Palladium- and nickel-catalyzed reaction of trimethylsilyl cyanide with acetylenes. Addition of trimethylsilyl cyanide to the carbon-carbon triple bonds
  作者：Naoto Chatani、Takumi Takeyasu、Nobuhiko Horiuchi、Terukiyo Hanafusa

  DOI：10.1021/jo00250a023

  日期：1988.7
• Synthesis, spectral characterization, crystal structures and catalytic activity of a series of lanthanide(III) azepane dithiocarbamate complexes
  作者：Ponnuchamy Pitchaimani、Kong Mun Lo、Kuppanagounder P. Elango

  DOI：10.1016/j.poly.2013.01.056

  日期：2013.4

  A series of lanthanide(III) azepane dithiocarbamate (Aze-Dtc) complexes, [Ln(Aze-Dtc)(3)(Phen)] where Ln = La(III), Ce(III), Pr(III), Nd(III), Sm(III), Gd(III), Tb(III), Dy(III) and Er(III), have been synthesized under mild reaction conditions with excellent yields. The new complexes have been structurally characterized by analytical (CHNS) and various spectral techniques, such as FT-IR. UV-Vis, CV and H-1 NMR. The coordination mode of the ligands and the geometry of [Pr(Aze-Dtc)(3)(Phen)], [Nd(Aze-Dtc)(3)(Phen)], [Sm(Aze-Dtc)(3)(Phen)] and [Dy(Aze-Dtc)(3)(Phen)] were confirmed by single crystal X-ray studies. In these complexes the central Ln(III) atom possess a distorted dodecahedral geometry with six sulfur atoms of three Aze-Dtc ligands and two nitrogen atoms of a 1,10-phenanthroline ligand coordinated to it. The utility of these complexes as catalysts in trimethylsilylcyanation of carbonyl compounds has also been screened. The results indicate that the catalytic activity shown by these complexes is good to excellent. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis and Fungicidal Activities of Silicon-Containing Derivatives of 2-Aryl-3-(1H-1,2,4-triazol-1-yl)propanenitriles.
  作者：Hiroyuki ITOH、Harukazu TANAKA、Hiroshi OHTA、Hideo TAKESHIBA

  DOI：10.1248/cpb.49.909

  日期：——

  A new series of silicon-containing derivatives of 2-aryl-3-(1H-1, 2, 4-triazol-1-yl)propanenitriles were synthesized and evaluated for fungicidal activities against rice sheath blight and powdery mildew on cucumber. These derivatives exhibited higher efficacy than reference fungicides.

  合成了一系列含硅的2-芳基-3-(1H-1, 2, 4-三嗪-1-基)丙腈衍生物，并对其进行了对稻瘟病和黄瓜白粉病的杀真菌活性评估。这些衍生物的效力高于参考杀真菌剂。
• Palladium-catalysed addition of trimethylsilyl cyanide to arylacetylenes
  作者：Naoto Chatani、Terukiyo Hanafusa

  DOI：10.1039/c39850000838

  日期：——

  The reaction of arylacetylenes with trimethylsilyl cyanide (1)in the presence of a palladium complex resulted in addition of (1) across the carbon–carbon triple bond with high regio- and stereo-selectivity to give β-cyano-β-arylalkenylsilanes.

  芳基乙炔与三甲基甲硅烷基氰化物（1）在钯配合物存在下的反应导致（1）跨碳-碳三键并具有较高的区域和立体选择性，从而生成β-氰基-β-芳基烯基硅烷。