2-mesityl-2-(phenylethynyl)-1,1,1,3,3,3-hexamethyltrisilane | 102632-42-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-mesityl-2-(phenylethynyl)-1,1,1,3,3,3-hexamethyltrisilane
• 英文别名: 2-(phenylethynyl)-2-mesitylhexamethyltrisilane；2-mesityl-2-(phenylethynyl)hexamrthyltrisilane；trimethyl-[2-phenylethynyl-(2,4,6-trimethylphenyl)-trimethylsilylsilyl]silane
• CAS: 102632-42-8
• 化学式: C₂₃H₃₄Si₃
• 分子量: 394.779
• InChiKey: NOYWVJKXMNJNEV-UHFFFAOYSA-N

物化性质

• 沸点：
  421.9±55.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  2-mesityl-2-(phenylethynyl)-1,1,1,3,3,3-hexamethyltrisilane 以 正己烷 为溶剂， 以79%的产率得到1-mesityl-3-phenyl-1,2-bis(trimethylsilyl)-1-silacyclopropene
  参考文献：
  名称：

  Silicon-carbon unsaturated compounds. 22. The formation and reactions of a nickelasilacyclobutene

  摘要：

  DOI：

  10.1021/ja00283a052
• 作为产物：
  描述：

  2,2-dichloro-1,1,1,3,3,3-hexamethyltrisilane 在 正丁基锂 作用下， 反应 76.17h， 生成 2-mesityl-2-(phenylethynyl)-1,1,1,3,3,3-hexamethyltrisilane
  参考文献：
  名称：

  Electronic Spectra of Ethynyl- and Vinylsilylenes: Experiment and Theory

  摘要：

  Electronic absorption spectra are reported for four ethynylsilylenes (X(max), nm), MesSiC drop CH (524), MesSiC drop CSiMe(3) (545), MesSiC drop CPh (500), and CH3SiC drop CSiMe(3) (473), generated in 3-methylpentane matrices by photolysis of the corresponding trisilanes, RR'Si(SiMe(3))(2). Calculations of the (1)A' --> (1)A'' (n --> 3p) transition energies for these and for some vinyl- and phenylsilylenes, by ab initio methods including the use of spin-projection methods, provided results in good agreement with experiment. Vinyl, ethynyl, and aryl groups all decrease the transition energy of silylenes,compared with Me(2)Si: (i.e., they cause a red shift). Also when H in HSiMe is replaced by vinyl or phenyl groups, a bathochromic (red) shift results, but ethynyl induces a small blue shift. The calculated stabilization energies of the two electronic states suggests that the bathochromic shift is due to an excited-state stabilization (resulting from interaction of the singly-occupied 3p(Si) orbital with the pi* orbital on the substituent) which is larger than the stabilization of the corresponding ground state.

  DOI：

  10.1021/ja00100a042

文献信息

• Silicon-carbon unsaturated compounds
  作者：Mitsuo Ishikawa、Yukiharu Yuzuhira、Tomoyuki Horio、Atsutaka Kunai

  DOI：10.1016/0022-328x(91)83073-d

  日期：1991.1

  The thermolysis of 1-mesityl-3-phenyl-1,2-bis(trimethylsilyl)-1-silacyclopropene at 280°C afforded 1-mesityl-3,3-dimethyl-4-phenyl-5-(trimethylsilyl)-1,3-disilacyclo-4-pentene and 1-mesityl-1,3-bis(trimethylsily)-1-silaindene. Similar thermolysis of 2-mesityl-2-(phenylethynel)hexamethyltrisilane produced the same products.

  1-甲磺酰基-3-苯基-1,2-双（三甲基甲硅烷基）-1-硅环丙烯在280℃下热解，得到1-甲磺酰基-3,3-二甲基-4-苯基-5-（三甲基甲硅烷基）-1， 3-二硅环-4-戊烯和1-间甲苯基-1,3-双（三甲基甲硅烷基）-1-硅吲哚。对2-间苯二甲-2-（苯基乙炔基）六甲基三硅烷进行类似的热解产生了相同的产物。
• ISHIKAWA MITSUO; OHSHITA JOJI; ITO YOSHIHIKO; IYODA JUN, J. AMER. CHEM. SOC., 108,(1986) N 23, 7414-7419
  作者：ISHIKAWA MITSUO、 OHSHITA JOJI、 ITO YOSHIHIKO、 IYODA JUN

  DOI：——

  日期：——
• Electronic Spectra of Ethynyl- and Vinylsilylenes: Experiment and Theory
  作者：Yitzhak Apeloig、Miriam Karni、Robert West、Kevin Welsh

  DOI：10.1021/ja00100a042

  日期：1994.10

  Electronic absorption spectra are reported for four ethynylsilylenes (X(max), nm), MesSiC drop CH (524), MesSiC drop CSiMe(3) (545), MesSiC drop CPh (500), and CH3SiC drop CSiMe(3) (473), generated in 3-methylpentane matrices by photolysis of the corresponding trisilanes, RR'Si(SiMe(3))(2). Calculations of the (1)A' --> (1)A'' (n --> 3p) transition energies for these and for some vinyl- and phenylsilylenes, by ab initio methods including the use of spin-projection methods, provided results in good agreement with experiment. Vinyl, ethynyl, and aryl groups all decrease the transition energy of silylenes,compared with Me(2)Si: (i.e., they cause a red shift). Also when H in HSiMe is replaced by vinyl or phenyl groups, a bathochromic (red) shift results, but ethynyl induces a small blue shift. The calculated stabilization energies of the two electronic states suggests that the bathochromic shift is due to an excited-state stabilization (resulting from interaction of the singly-occupied 3p(Si) orbital with the pi* orbital on the substituent) which is larger than the stabilization of the corresponding ground state.
• Silicon-carbon unsaturated compounds. 22. The formation and reactions of a nickelasilacyclobutene
  作者：Mitsuo. Ishikawa、Joji. Ohshita、Yoshihiko. Ito、Jun. Iyoda

  DOI：10.1021/ja00283a052

  日期：1986.11