2-trimethylsiloxydodecane | 39789-27-0

• 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: 2-trimethylsiloxydodecane
• 英文别名: 2-Trimethylsilyloxydodecane；dodecan-2-yloxy(trimethyl)silane
• CAS: 39789-27-0
• 化学式: C₁₅H₃₄OSi
• 分子量: 258.52
• InChiKey: SBFSMXVHDKTWKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  17
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  2-trimethylsiloxydodecane 在 水 、 氢化铝 作用下， 以 正己烷 为溶剂， 反应 15.0h， 以91%的产率得到2-十二烷醇
  参考文献：
  名称：

  Utilization of neutral alumina as a mild reagent for the selective cleavage of primary and secondary silyl ethers

  摘要：

  The selective cleavage of primary and secondary trimethylsilyl (TMS), triisopropylsilyl (TIPS), tert-butyldimethylsilyl (TBDMS) and tert-butyldiphenylsilyl (TBDPS) ethers with neutral alumina under very mild conditions is described. The method involves utilization of the support, previously activated by heating at 80 degrees C/0.1 torr for 16 h and later deactivated with variable amounts of water (1.5-4.5%), in 50:1 ratio with regard to the substrate and in the presence of non-polar solvents, like hexane. The deprotection rate depends on the steric bulkiness of the silicon substituents, following the order TMS > > TBDMS approximate to TIPS > TBDPS, as well as on the type of the attached carbon. The procedure can discriminate between different silyl groups located at equivalent positions of the same molecule affording the corresponding monoprotected alcohols in very good yields.

  DOI：

  10.1016/s0040-4020(01)85572-1
• 作为产物：
  描述：

  三甲基氯硅烷 、 2-十二烷醇 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-trimethylsiloxydodecane
  参考文献：
  名称：

  铁催化的苄基甲硅烷基醚的化学选择性叠氮化

  摘要：

  叠氮化：从仲和叔苄基醇衍生的甲硅烷氧基基团可以在室温下使用TMSN转化为叠氮基团3在铁催化剂的存在下（参见流程; TMS =三甲基硅烷基）。可以在伯甲硅烷基醚的存在下转化仲和叔苄基甲硅烷基醚，其他反应性官能团（例如烷基氯，α，β-不饱和酯和醛）在反应条件下是稳定的。

  DOI：

  10.1002/chem.201202984

文献信息

• Deoxygenative Dimerization of Benzylic and Allylic Alcohols, and Their Ethers and Esters Using Lanthanum Metal and Chlorotrimethylsilane in the Presence of a Catalytic Amount of Iodine and Copper(I) Iodide
  作者：Toshiki Nishino、Yutaka Nishiyama、Noboru Sonoda

  DOI：10.1246/bcsj.76.635

  日期：2003.3

  Benzylic and allylic alcohols were deoxygenatively dimerized by a treatment with lanthanum metal and chlorotrimethylsilane in the presence of a catalytic amount of iodine, giving the corresponding coupling products, alkanes, in moderate-to-good yields. This dimerization reaction was dramatically accelerated by the addition of a catalytic amount of copper(I) iodide. Similarly, ethers and esters were

  在催化量的碘存在下，通过用镧金属和三甲基氯硅烷处理使苄醇和烯丙醇脱氧二聚，得到相应的偶联产物，烷烃，产率中等至良好。通过添加催化量的碘化铜 (I)，这种二聚反应显着加速。类似地，醚和酯在催化量的 H2O 存在下通过 La/Me3SiCl/cat.I2/cat.CuI 系统脱氧二聚。
• Feixas Joan, Capdevila Anna, Guerrero Angel, Tetrahedron, 50 (1994) N 28, S 8539-8550
  作者：Feixas Joan, Capdevila Anna, Guerrero Angel

  DOI：——

  日期：——