1,2-双(三甲基硅氧基)辛烷 | 33968-37-5

• 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
• 中文名称: 1,2-双(三甲基硅氧基)辛烷
• 英文名称: 1,2-bis(trimethylsilyloxy)octane
• 英文别名: Trimethyl(1-trimethylsilyloxyoctan-2-yloxy)silane
• CAS: 33968-37-5
• 化学式: C₁₄H₃₄O₂Si₂
• 分子量: 290.594
• InChiKey: SQJVKCQBGOLQEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-双(三甲基硅氧基)辛烷 在 dipyridine chromium trioxide 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (E)-methyl 4-trimethylsilyloxy-2-decenoate
  参考文献：
  名称：

  Giacomo, Marcello Di; Leggeri, Paolo; Azzolina, Ornella, Journal of Chemical Research, Miniprint, 1990, # 1, p. 333 - 346

  摘要：

  DOI：
• 作为产物：
  描述：

  辛烯 在 四丁基溴化铵 硫酸 、 2-甲基-4-氯苯氧乙酸 、 水 作用下， 以 水 为溶剂， 反应 0.01h， 生成 1,2-双(三甲基硅氧基)辛烷
  参考文献：
  名称：

  Efficient O-Trimethylsilylation of Alcohols and Phenols with Trimethylsilyl Azide Catalyzed by Tetrabutylammonium Bromide under Neat Conditions

  摘要：

  A very efficient procedure for the trimethylsilylation of a wide variety of alcohols, including primary, allylic, benzylic, secondary, hindered secondary, tertiary, and phenols is reported. The reactions were carried out under neat conditions with trimethylsilyl azide (TMSN3) and, when necessary, in the presence of a catalytic amount (20 mol %) of tetrabutylammonium bromide (TBABr) at 30 or 70 degreesC. Under catalytic conditions, the yields of the corresponding trimethylsilyl ethers were greater than 91%. This procedure also allows the selective protection of primary and secondary alcohols in the presence of tertiary ones.

  DOI：

  10.1021/jo015814s

文献信息

• Co2(CO)8-catalyzed reaction of aromatic aldehydes with hydrosilanes under carbon monoxide as 1 atm: Incorporation of CO into the carbonyl carbon atom of aldehydes
  作者：Naoto Chatani、Hideo Tokuhisa、Ichiro Kokubu、Satoru Fujii、Shinji Murai

  DOI：10.1016/0022-328x(95)00303-8

  日期：1995.9

  Co2(CO)8-catalyzed reaction of aromatic aldehydes with hydrosilanes under CO as 1 atm results in incorporation of CO into the carbonyl carbon atom of aldehydes to give arylethane-1,2-diol disilyl ethers as the main product. The reaction of aliphatic aldehydes gives similar products, only with low yields.

  在CO为1atm下，Co 2（CO）8催化的芳族醛与氢硅烷的反应导致将CO结合到醛的羰基碳原子中，从而得到芳基乙烷-1，2-二醇二甲硅烷基醚作为主要产物。脂族醛的反应仅产生低产率的类似产物。
• Synthesis of 1-fluoro-2-alkylboriranes by the reaction of α-olefins with BF3·THF catalyzed by Cp2TiCl2
  作者：L. I. Khusainova、L. O. Khafizova、T. V. Tyumkina、U. M. Dzhemilev

  DOI：10.1134/s1070363216060335

  日期：2016.6
• DI, GIACOMO MARCELLO;LEGGERI, PAOLO;AZZOLINA, ORNELLA;PIRILLO, DEMETRIO;T+, J. CHEM. RES. (S),(1990) N, C. 16-17
  作者：DI, GIACOMO MARCELLO、LEGGERI, PAOLO、AZZOLINA, ORNELLA、PIRILLO, DEMETRIO、T+

  DOI：——

  日期：——
• Giacomo, Marcello Di; Leggeri, Paolo; Azzolina, Ornella, Journal of Chemical Research, Miniprint, 1990, # 1, p. 333 - 346
  作者：Giacomo, Marcello Di、Leggeri, Paolo、Azzolina, Ornella、Pirillo, Demetrio、Traverso, Giorgio

  DOI：——

  日期：——
• Efficient O-Trimethylsilylation of Alcohols and Phenols with Trimethylsilyl Azide Catalyzed by Tetrabutylammonium Bromide under Neat Conditions
  作者：David Amantini、Francesco Fringuelli、Ferdinando Pizzo、Luigi Vaccaro

  DOI：10.1021/jo015814s

  日期：2001.10.1

  A very efficient procedure for the trimethylsilylation of a wide variety of alcohols, including primary, allylic, benzylic, secondary, hindered secondary, tertiary, and phenols is reported. The reactions were carried out under neat conditions with trimethylsilyl azide (TMSN3) and, when necessary, in the presence of a catalytic amount (20 mol %) of tetrabutylammonium bromide (TBABr) at 30 or 70 degreesC. Under catalytic conditions, the yields of the corresponding trimethylsilyl ethers were greater than 91%. This procedure also allows the selective protection of primary and secondary alcohols in the presence of tertiary ones.