1-(Dimethyl-phenyl-silanyl)-hexan-1-one | 91356-96-6

• 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-(Dimethyl-phenyl-silanyl)-hexan-1-one
• 英文别名: 1-[Dimethyl(phenyl)silyl]hexan-1-one
• CAS: 91356-96-6
• 化学式: C₁₄H₂₂OSi
• 分子量: 234.414
• InChiKey: YKLVFGXAYUAHLY-UHFFFAOYSA-N

物化性质

• 沸点：
  290.3±13.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(Dimethyl-phenyl-silanyl)-hexan-1-one 、 N-benzylidenediphenylphosphinamide 在 3,4,5-三甲基噻唑碘化物 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 异丙醇 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以71%的产率得到1-(diphenylphosphinamide)-1-phenylheptan-2-one
  参考文献：
  名称：

  Mattson, Anita E.; Scheidt, Karl A., Organic Letters, 2004, vol. 6, # 23, p. 4363 - 4366

  摘要：

  DOI：
• 作为产物：
  描述：

  1-[二甲基(苯基)甲硅烷基]己烷-1-醇 在 potassium dichromate 、 硫酸 作用下， 以 水 为溶剂， 反应 3.0h， 以40%的产率得到1-(Dimethyl-phenyl-silanyl)-hexan-1-one
  参考文献：
  名称：

  A SIMPLE METHOD FOR MILD OXIDATION OF α-HYDROXYSILANES TO PROVIDE AROYLSILANES

  摘要：

  Potassium permanganate supported onto alumina in hexane-water is a good oxidizing agent to convert alpha -hydroxysilanes into acylsilanes. This mild oxidation afforded aroylsilanes having electron-donating groups attached to the aromatic ring, in 70-86% yield.

  DOI：

  10.1081/scc-100105124

文献信息

• A versatile route to silylsubstituted ketones by rhodium catalyzed isomerization of silylated allyl alcohols
  作者：Susumu Sato、Hisashi Okada、Isamu Matsuda、Yusuke Izumi

  DOI：10.1016/s0040-4039(01)80021-6

  日期：1984.1

  The rhodium catalyzed isomerization of α-, β-, and γ-silylated allyl alcohols has been successfully applied to the selective synthesis of acylsilane, α-silyl ketones, and β-silyl ketones, respectively.

  铑催化的α-，β-和γ-甲硅烷基化烯丙醇的异构化已分别成功地分别用于酰基硅烷，α-甲硅烷基酮和β-甲硅烷基酮的选择性合成。
• The Scope and Limitations of Intramolecular Radical Cyclizations of Acylsilanes with Alkyl, Aryl, and Vinyl Radicals
  作者：Sheng-Yueh Chang、Weir-Torn Jiaang、Chaur-Donp Cherng、Kuo-Hsiang Tang、Chih-Hao Huang、Yeun-Min Tsai

  DOI：10.1021/jo9711302

  日期：1997.12.1

  5-Exo cyclizations of primary and secondary radicals with acylsilanes successfully give cyclopentyl silyl ethers. The corresponding 6-exo cyclizations are sensitive to changes of the size of silyl groups. Secondary radicals undergo 6-exo cyclizations with acylsilanes more slowly. Reaction of aryl radical with acylsilane proceeds well for 5-exo cyclization but not for 6-exo cyclization. Vinyl radicals give best results in 5-exo cyclizations with acylsilanes but give low yields (similar to 30%) in 6-exo cyclizations. Intramolecular cyclizations of vinyl radicals with acylsilanes give enol silyl ethers regiospecifically.
• Radical cyclizations of bromo acylsilanes and intramolecular trapping of the rearranged α-silyloxy radicals
  作者：Yeun-Min Tsai、Kuo-Hsiang Tang、Weir-Torn Jiaang

  DOI：10.1016/s0040-4039(00)91780-5

  日期：1993.2

  Radical 1,5-exo cyclizations of acylsilanes involving secondary radicals are quite effective. In contrast, 1,6-exo cyclizations are more sensitive toward steric effect. Tandem radical cyclization process can be designed.
• SATO, SUSUMU;OKADA, HISASHI;MATSUDA, ISAMU;IZUMI, YUSUKE, TETRAHEDRON LETT., 1984, 25, N 7, 769-770
  作者：SATO, SUSUMU、OKADA, HISASHI、MATSUDA, ISAMU、IZUMI, YUSUKE

  DOI：——

  日期：——