1-trimethylsilyloxy-benzosuberane | 155387-84-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1-trimethylsilyloxy-benzosuberane
• 英文别名: Benzocycloheptene, 1-trimethylsilyloxy-；trimethyl(6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yloxy)silane
• CAS: 155387-84-1
• 化学式: C₁₄H₂₂OSi
• 分子量: 234.414
• InChiKey: QFJJFUAHKNRVTP-UHFFFAOYSA-N

物化性质

• 沸点：
  283.4±19.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-trimethylsilyloxy-benzosuberane 在 sodium bromate 、 三氯化铝 作用下， 以 乙腈 为溶剂， 反应 0.1h， 以89%的产率得到1-苯并环庚酮
  参考文献：
  名称：

  Lewis Acid Promoted Reactions. (IV.)^1a,bOxidation Deprotection of Trimethylsilyl Ethers with Silver and Sodium Bromates; AgBrO₃, NaBrO₃

  摘要：

  Primary and secondary benzylic and saturated trimethylsilyl ethers are converted to their carbonyl compounds with AgBrO3/AlCl3 efficiently. p-Hydroquinonetrimethylsilyl ether is also converted with both AgBrO3/AlCl3 and NaBrO3/AlCl3 to p-benzoquinone. AgBrO3/AlCl3 is also able to oxidize primary trimethylsilyl ethers to their carboxylic acids. Primary and secondary benzylic trimethylsilyl ethers are also converted to their carbonyl compounds with NaBrO3/AlCl3;AgBrO3 is more efficient and selective oxidant than NaBrO3.

  DOI：

  10.1080/00397919408011700
• 作为产物：
  描述：

  1-苯并环庚酮 在 Pd-BaSO₄ 氢气 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 48.0h， 生成 1-trimethylsilyloxy-benzosuberane
  参考文献：
  名称：

  芳基烷基酮衍生的甲硅烷基烯醇醚的C-氘化研究

  摘要：

  报告了使用氘 (D2) 气体作为氘源和钯/硫酸钡作为介体对衍生自芳基烷基酮的一系列甲硅烷基烯醇醚进行区域选择性 C-氘化的结果。这些结果突出了从取代烯醇前体的简单氘化中获得的众多反应途径和不同的产品类型。版权所有 © 2006 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.1088

文献信息

• conversion of trimethylsilyl ethers to acetyl or formyl esters with TiCl₄
  作者：Nasser Iranpoor、Behzad Zeynizadeh

  DOI：10.1080/00397919908086206

  日期：1999.6

  A simple method is described for the efficient conversion of trimethylsilyl ethers to their corresponding acetyl and formyl esters in refluxing ethyl acetate or ethyl formate in the presence of TiCl4.
• ITO, SATORU;KASAI, MASAJI;ZIFFER, HERMAN;SILVERTON, J. V., CAN. J. CHEM., 65,(1987) N 3, 574-582
  作者：ITO, SATORU、KASAI, MASAJI、ZIFFER, HERMAN、SILVERTON, J. V.

  DOI：——

  日期：——
• Lewis Acid Promoted Reactions. (IV.)^1a,bOxidation Deprotection of Trimethylsilyl Ethers with Silver and Sodium Bromates; AgBrO₃, NaBrO₃
  作者：H. Firouzabadi、I. Mohammadpoor-Baltork

  DOI：10.1080/00397919408011700

  日期：1994.4

  Primary and secondary benzylic and saturated trimethylsilyl ethers are converted to their carbonyl compounds with AgBrO3/AlCl3 efficiently. p-Hydroquinonetrimethylsilyl ether is also converted with both AgBrO3/AlCl3 and NaBrO3/AlCl3 to p-benzoquinone. AgBrO3/AlCl3 is also able to oxidize primary trimethylsilyl ethers to their carboxylic acids. Primary and secondary benzylic trimethylsilyl ethers are also converted to their carbonyl compounds with NaBrO3/AlCl3;AgBrO3 is more efficient and selective oxidant than NaBrO3.
• Investigations into theC-deuteriation of silyl enol ethers derived from aryl alkyl ketones
  作者：Svitlana Buksha、Gregory S. Coumbarides、Marco Dingjan、Jason Eames、Michael J. Suggate、Neluka Weerasooriya

  DOI：10.1002/jlcr.1088

  日期：2006.8

  reported on the regioselective C-deuteriation of a series of silyl enol ethers derived from aryl alkyl ketones using deuterium (D2) gas as the deuterium source and palladium-on-barium sulfate as the mediator. These results highlight the numerous reaction pathways and different product types available from simple deuteriation of substituted enol precursors. Copyright © 2006 John Wiley & Sons, Ltd.

  报告了使用氘 (D2) 气体作为氘源和钯/硫酸钡作为介体对衍生自芳基烷基酮的一系列甲硅烷基烯醇醚进行区域选择性 C-氘化的结果。这些结果突出了从取代烯醇前体的简单氘化中获得的众多反应途径和不同的产品类型。版权所有 © 2006 John Wiley & Sons, Ltd.