1-((trimethylsilyl)oxy)-1-ethyl-2-methylcyclopropane | 113777-09-6

• 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: 1-((trimethylsilyl)oxy)-1-ethyl-2-methylcyclopropane
• 英文别名: (1-ethyl-2-methylcyclopropyl)oxy-trimethylsilane
• CAS: 113777-09-6
• 化学式: C₉H₂₀OSi
• 分子量: 172.343
• InChiKey: SDTVNEIQNNJCGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-((trimethylsilyl)oxy)-1-ethyl-2-methylcyclopropane 在 对甲苯磺酸 作用下， 生成 1-乙基-2-甲基环丙醇
  参考文献：
  名称：

  Le Goaller,R.; Pierre,J.-L., Bulletin de la Societe Chimique de France, 1973, p. 1531 - 1532

  摘要：

  DOI：

文献信息

• Palladium-catalyzed arylation of siloxycyclopropanes with aryl triflates. Carbon chain elongation via catalytic carbon-carbon bond cleavage
  作者：Satoshi. Aoki、Tsutomu. Fujimura、Eiichi. Nakamura、Isao. Kuwajima

  DOI：10.1021/ja00218a048

  日期：1988.5

  La reaction a une utilite synthetique generale et permet d'obtenir des composes carbonyles (cetones, aldehydes, esters) β-aryles

  La 反应 a une utilite synthetique generale et permet d'obtenir des composes carbonyles (cetones, aldehydes,esters) β-aryles
• Synthesis of 1,4-keto esters and 1,4-diketones via palladium-catalyzed acylation of siloxycyclopropanes. Synthetic and mechanistic studies
  作者：Tsutomu Fujimura、Satoshi Aoki、Eiichi Nakamura

  DOI：10.1021/jo00008a043

  日期：1991.4

  The reaction of a variety of siloxycyclopropanes with acid chlorides in the presence of a catalytic amount of a palladium/phosphine complex gives 1,4-dicarbonyl compounds to good yield. 1-Alkoxy-1-(trialkylsiloxy)-cyclopropanes react with both aromatic and aliphatic acid chlorides in chloroform to give 1,4-keto esters. Synthesis of 1,4-diketones by the acylation of 1-alkyl- or 1-aryl-1-siloxycyclopropanes has been achieved by carrying out the reaction if HMPA under 10-20 atm of carbon monoxide. Kinetics studies and product analysis revealed the unique mechanism of this reaction, which involves rate-determining cleavage of the strained cyclopropane carbon-carbon bond with a coordinatively unsaturated acylpalladium chloride complex. Ab initio calculations of hydroxylated cyclopropane model compounds showed that the unique reactivities of the siloxycyclopropanes may be correlated with the molecular orbital properties of these compounds rather than their ground-state structural properties.
• FUJIMURA, TSUTOMU;AOKI, SATOSHI;NAKAMURA, EIICHI, J. ORG. CHEM., 56,(1991) N, C. 2809-2821
  作者：FUJIMURA, TSUTOMU、AOKI, SATOSHI、NAKAMURA, EIICHI

  DOI：——

  日期：——
• AOKI, SATOSHI;FUJIMURA, TSUTOMU;NAKAMURA, EIICHI;KUWAJIMA, ISAO, J. AMER. CHEM. SOC., 110,(1988) N 10, 3296-3298
  作者：AOKI, SATOSHI、FUJIMURA, TSUTOMU、NAKAMURA, EIICHI、KUWAJIMA, ISAO

  DOI：——

  日期：——