1-phenyl-2-(trimethylsilyl)cyclopropane | 192635-07-7

• 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: 1-phenyl-2-(trimethylsilyl)cyclopropane
• 英文别名: 1-Phenyl-2-trimethylsilylcyclopropane；trimethyl-(2-phenylcyclopropyl)silane
• CAS: 192635-07-7
• 化学式: C₁₂H₁₈Si
• 分子量: 190.36
• InChiKey: YGQICJZACGXFSO-UHFFFAOYSA-N

物化性质

• 沸点：
  235.5±29.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  苯乙烯 、 alkaline earth salt of/the/ methylsulfuric acid 反应 2.5h， 以34%的产率得到1-phenyl-2-(trimethylsilyl)cyclopropane
  参考文献：
  名称：

  手性双（4-异丙氧基恶唑啉基）吡啶（二氯）钌（II）的三甲基甲硅烷基卡宾和双（三甲基甲硅烷基）甲醛嗪络合物

  摘要：

  [{Ru II Cl 2（p- cymene）} 2 ] 1和2,6-双（4-异丙基恶唑啉基）吡啶（pyboxip）2的混合物用三甲基甲硅烷基重氮甲烷处理，得到三甲基甲硅烷基卡宾配合物反式-[Ru II Cl 2（pyboxip）（CHSiMe 3）] 3在0–15°C下以94％的收率和嗪络合物反式-[Ru II Cl 2（pyboxip）（Me 3 SiCH N–N CHSiMe 3）]在25–35°C下收率73％；3的催化活性 用重氮乙酸乙酯检查二聚作用和不对称环丙烷化。

  DOI：

  10.1039/c39940001315

文献信息

• REACTION OF 1-TRIMETHYLSILYLCYCLOPROPYLLITHIUM DERIVATIVES WITH DICHLORO-METHYL METHYL ETHER. A NOVEL SYNTHESIS OF CYCLOPROPYL SILYL KETONES
  作者：Tadashi Nakajima、Masaru Tanabe、Katsuhiko Ohno、Masahito Segi、Sohei Suga

  DOI：10.1246/cl.1986.177

  日期：1986.2.5

  Treatment of 1-trimethylsilylcyclopropyllithium derivatives with dichloromethyl methyl ether affords the corresponding new cyclopropyl silyl ketones in moderate yield. This reaction involves the intramolecular 1,2-silicon shift from carbon to carbon.

  用二氯甲基甲醚处理 1-三甲基甲硅烷基环丙基锂衍生物，以中等产率得到相应的新环丙基甲硅烷基酮。该反应涉及从碳到碳的分子内 1,2-硅转移。
• Ruthenium(I)-catalyzed cyclopropanation reactions with (trimethylsilyl)diazomethane and aryldiazomethanes
  作者：Gerhard Maas、Jürgen Seitz

  DOI：10.1016/s0040-4039(01)01221-7

  日期：2001.8

  The polymeric ruthenium(I) complex [Ru-2(CO)(4)(mu -OAc)(2)](n) is a Suitable catalyst for the cyclopropanation of mono-, 1,1- as well as 1,2-disubstituted, and trisubstituted alkenes with (trimethylsilyl)diazomethane, phenyl-diazomethane. and (4-cyanophenyl)diazomethane. Trisubstituted alkenes are cyclopropanated with a remarkable degree of syn-selectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Catalytic Cyclopropanation with Iron(II) Complexes
  作者：Christopher G. Hamaker、Gholam A. Mirafzal、L. Keith Woo

  DOI：10.1021/om010513u

  日期：2001.11.1

  Iron(II) complexes of meso-tetra-p-tolylporphyrin (TTP), tetramethyldibenzotetraaza[14]-annulene (tmtaa), and trans-1,2-bis(salicylidene)cyclohexanediamine (saldach) catalyzed the cyclopropanation of styrene with aryldiazomethanes. When p-tolydiazomethane was used as the carbene source, trans-cyclopropanes were the major products. Trans/cis ratios of up to 17:1 were obtained. However, using mesityldiazomethane resulted in a reversal of stereoselectivity, giving cis-cyclopropanes as the major product (cis/trans ratios of up to 2.9: 1). The stereoselectivity of iron(II) porphyrin-catalyzed cyclopropanation reactions was enhanced by performing the reactions at low temperature or by using bulky porphyrin ligands. Using trimethylsilyldiazomethane as the carbene source, trimethylsilycyclopropanes were produced in excellent yields with (TTP)Fe. On treatment of (TTP)Fe with diazoreagents, carbene complexes were observed spectroscopically. These complexes transferred their carbene ligand to styrene to produce cyclopropanes stoichiometrically.
• NAKAJIMA, TADASHI;TANABE, MASARU;OHNO, KATSUHIKO;SEGI, MASAHITO;SUGA, SOH+, CHEM. LETT., 1986, N 2, 177-180
  作者：NAKAJIMA, TADASHI、TANABE, MASARU、OHNO, KATSUHIKO、SEGI, MASAHITO、SUGA, SOH+

  DOI：——

  日期：——