tris(o-tolyl)fluorosilane | 379-38-4

• 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: tris(o-tolyl)fluorosilane
• 英文别名: tri-2-tolylfluorosilane；fluoro-tri-o-tolyl-silane；Fluor-tri-o-tolyl-silan；Fluoro-tris(2-methylphenyl)silane
• CAS: 379-38-4
• 化学式: C₂₁H₂₁FSi
• 分子量: 320.482
• InChiKey: FCOOKEAEBSSGLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tris(o-tolyl)fluorosilane 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 48.0h， 以34%的产率得到tris<2-(bromomethyl)phenyl>fluorosilane
  参考文献：
  名称：

  带有非氢桥头取代基的环内和环外环烃。

  摘要：

  进行几个含有三芳基（元素）“顶部”的三环芳基的合成，该“芳基”位于三取代苯的“碱”之上，以非氢原子作为取代基安装在具有向内指向几何结构的桥头上。最重要的是，三苯并6-氟-6-sila-2,10,19-三硫杂[5（6,14）] [11]间环phane 2是通过三[2-（溴甲基）苯基]氟硅烷与1 [ ，0.4％的3，5-三（巯基甲基）苯。X射线的结构图2表明，该环烷具有in-configuration。也就是说，氟原子在大环的内部，离基础芳香环的中心仅2.8。化合物2是包含非氢原子的极少数分子之一，并且2的氟代硅烷是已安装在任何分子中的最大官能团。

  DOI：

  10.1021/jo990727+
• 作为产物：
  描述：

  Di-o-tolyldifluorosilane 在 乙醇 、 氢氟酸 作用下， 生成 tris(o-tolyl)fluorosilane
  参考文献：
  名称：

  Malignant Peripheral Nerve Sheath Tumors with t(X;18). A Pathologic and Molecular Genetic Study

  摘要：

  Spindle cell sarcomas often present the surgical pathologist with a considerable diagnostic challenge. Malignant peripheral nerve sheath tumor, leiomyosarcoma, fibrosarcoma, and monophasic synovial sarcoma may all appear similar histologically. The application of ancillary diagnostic modalities, such as immunohistochemistry and electron microscopy, may be helpful in the differentiation of these tumors, but in cases in which these adjunctive: techniques fail to demonstrate any more definitive evidence of differentiation, tumor categorization may remain difficult. Cytogenetic and molecular genetic characterization of tumors have provided the basis for the application of molecular assays as the newest components of the diagnostic armamentarium. Because the chromosomal translocation t(X;18) has been observed repeatedly in many synovial sarcomas, it has been heralded as a diagnostic hallmark of synovial sarcoma To formally test the specificity of this translocation for the diagnosis of synovial sarcoma, RNA extracted from formalin-fixed, parrafin-embedded tissue from a variety of soft tissue and spindle cell tumors was evaluated fbr the presence of t(X;18) by reverse transcriptase-polymerase chain reaction. Although 85% of the synovial sarcomas studied demonstrated t(X;18), 75% of the malignant peripheral nerve sheath tumors in our cohort also demonstrated this translocation. We conclude that the translocation t(X;18) is not specific to synovial sarcoma and discuss the implications of the demonstration of t(X;18) in a majority of malignant peripheral nerve sheath tumors.

  DOI：

  10.1038/modpathol.3880230

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Si: MVol.C, 40, page 122 - 124
  作者：

  DOI：——

  日期：——
• Eaborn, C., Journal of the Chemical Society
  作者：Eaborn, C.

  DOI：——

  日期：——
• An <i>in</i>-Fluorosilaphane:  The Largest <i>in</i>-Functional Group Is a Uniquely Encapsulated Fluorine Atom
  作者：Steven Dell、Nancy J. Vogelaar、Douglas M. Ho、Robert A. Pascal

  DOI：10.1021/ja981009s

  日期：1998.7.1
• Malignant Peripheral Nerve Sheath Tumors with t(X;18). A Pathologic and Molecular Genetic Study
  作者：Maureen J O'Sullivan、Michael Kyriakos、Xiaopei Zhu、Mark R Wick、Paul E Swanson、Louis P Dehner、Paul A Humphrey、John D Pfeifer

  DOI：10.1038/modpathol.3880230

  日期：2000.11

  Spindle cell sarcomas often present the surgical pathologist with a considerable diagnostic challenge. Malignant peripheral nerve sheath tumor, leiomyosarcoma, fibrosarcoma, and monophasic synovial sarcoma may all appear similar histologically. The application of ancillary diagnostic modalities, such as immunohistochemistry and electron microscopy, may be helpful in the differentiation of these tumors, but in cases in which these adjunctive: techniques fail to demonstrate any more definitive evidence of differentiation, tumor categorization may remain difficult. Cytogenetic and molecular genetic characterization of tumors have provided the basis for the application of molecular assays as the newest components of the diagnostic armamentarium. Because the chromosomal translocation t(X;18) has been observed repeatedly in many synovial sarcomas, it has been heralded as a diagnostic hallmark of synovial sarcoma To formally test the specificity of this translocation for the diagnosis of synovial sarcoma, RNA extracted from formalin-fixed, parrafin-embedded tissue from a variety of soft tissue and spindle cell tumors was evaluated fbr the presence of t(X;18) by reverse transcriptase-polymerase chain reaction. Although 85% of the synovial sarcomas studied demonstrated t(X;18), 75% of the malignant peripheral nerve sheath tumors in our cohort also demonstrated this translocation. We conclude that the translocation t(X;18) is not specific to synovial sarcoma and discuss the implications of the demonstration of t(X;18) in a majority of malignant peripheral nerve sheath tumors.
• <i>in-</i> and <i>out-</i>Cyclophanes Bearing Non-Hydrogen Bridgehead Substituents
  作者：Steven Dell、Douglas M. Ho、Robert A. Pascal

  DOI：10.1021/jo990727+

  日期：1999.7.1

  The syntheses of several cyclophanes containing a triaryl(element) "top" poised above a trisubstituted benzene "base" were carried out to install a non-hydrogen atom as a substituent on a bridgehead with an inwardly directed geometry. Most significantly, the tribenzo 6-fluoro-6-sila-2,10,19-trithia[5(6,14)][11]metacyclophane 2 was prepared by condensation of tris[2-(bromomethyl)phenyl]fluorosilane

  进行几个含有三芳基（元素）“顶部”的三环芳基的合成，该“芳基”位于三取代苯的“碱”之上，以非氢原子作为取代基安装在具有向内指向几何结构的桥头上。最重要的是，三苯并6-氟-6-sila-2,10,19-三硫杂[5（6,14）] [11]间环phane 2是通过三[2-（溴甲基）苯基]氟硅烷与1 [ ，0.4％的3，5-三（巯基甲基）苯。X射线的结构图2表明，该环烷具有in-configuration。也就是说，氟原子在大环的内部，离基础芳香环的中心仅2.8。化合物2是包含非氢原子的极少数分子之一，并且2的氟代硅烷是已安装在任何分子中的最大官能团。