双(羟甲基)二甲基硅烷 | 2917-53-5

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 中文名称: 双(羟甲基)二甲基硅烷
• 英文名称: Bis-hydroxymethyl-dimethyl-silan
• 英文别名: Bis(hydroxymethyl)dimethylsilane；[hydroxymethyl(dimethyl)silyl]methanol
• CAS: 2917-53-5
• 化学式: C₄H₁₂O₂Si
• 分子量: 120.224
• InChiKey: BEFPUTPRDOLLJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.24
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  双(羟甲基)二甲基硅烷 在 硝酸 、 乙酸酐 作用下， 以87%的产率得到Me2Si(CH2ONO2)2
  参考文献：
  名称：

  Sila-Substitution of Alkyl Nitrates: Synthesis, Structural Characterization, and Sensitivity Studies of Highly Explosive (Nitratomethyl)-, Bis(nitratomethyl)-, and Tris(nitratomethyl)silanes and Their Corresponding Carbon Analogues

  摘要：

  A series of analogous nitratomethyl compounds of carbon and silicon of the formula types Me3EICH2ONO2 (1a/1b), Me2EI(CH2ONO2)(2) (2a/2b), MeEI(CH2ONO2)(3) (3a/3b), (CH2)(4)EI(CH2ONO2)(2) (4a/4b), and (CH2)(5)EI(CH2ONO2)(2) (5a/5b) were synthesized [El = C (a), Si (b); (CH2)(4)EI = (sila)cyclopentane-1,1-diy1; (CH2)(5)EI = (sila)cyclohexane-1,1-diy1]. All compounds were characterized by using NMR, IR, and Raman spectroscopy and mass spectrometry. In addition, the crystal structures of Me2C(CH2ONO2)(2) (2a), (CH2)(4)C(CH2ONO2)(2) (4a), Me2Si(CH2ONO2)(2) (2b), and (CH2)(5)Si(CH2ONO2)(2) (5b) were determined by single-crystal X-ray diffraction. The gas-phase structures of the C/Si analogues la and lb were determined by electron diffraction and compared with the results of quantum chemical calculations at different levels of theory. The thermal stabilities of the C/Si pairs la/lb-5a/5b were investigated by using DSC. In addition, their friction and impact sensitivities were measured with standard BAM methods. The extreme sensitivities of the silicon compounds lb 5b compared to those of the corresponding carbon analogues 1a 5a were discussed in terms of the structures of the C/Si analogues and possible geminal Si center dot center dot center dot O interactions.

  DOI：

  10.1021/ic902387y
• 作为产物：
  描述：

  bis(acetoxymethyl)dimethylsilane 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以91%的产率得到双(羟甲基)二甲基硅烷
  参考文献：
  名称：

  带有碳硅烷链段的聚氨酯的合成与表征†

  摘要：

  合成了带有碳硅烷链段（1a–c）的新型聚氨酯。将它们的热和机械性能与相应的带有碳基骨架的参考聚氨酯（2a–c）进行了比较。通过DSC和TGA研究了这些聚氨酯的热性能。通过用硅（1a–c）取代碳原子，玻璃化转变温度显着降低。此外，发现1a–c的热分解温度与2a–c相当。此外，杨氏模量1a–c低于杨氏模量2a–c。本文证明了碳硅烷单元作为制造新型聚氨酯的软链段的巨大潜力。

  DOI：

  10.1039/c6ra19352h

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Si: MVol.C, 4, page 14 - 18
  作者：

  DOI：——

  日期：——
• Chlorides and Other Derivatives of Tetramethylsilane
  作者：John L. Speier、B. F. Daubert

  DOI：10.1021/ja01184a032

  日期：1948.4
• Silicon-Substituted Medicinal Agents. Silacarbamates Related to Meprobamate¹
  作者：Ralph J. Fessenden、Marvin D. Coon

  DOI：10.1021/jm00329a012

  日期：1965.9
• Energetic Sila-Nitrocarbamates: Silicon Analogues of Neo-Pentane Derivatives
  作者：Quirin J. Axthammer、Thomas M. Klapötke、Burkhard Krumm、Thomas Reith

  DOI：10.1021/acs.inorgchem.6b00602

  日期：2016.5.2

  Four silanes based on the neo-pentane skeleton Me4-xSi(CH2R)(x) containing carbamate groups (x = 14, R = OC(O)NH2) have been prepared via the corresponding alcohols Me4-xSi(CH2OH)(x), starting from the chlorosilanes Me4-xSiClx. Subsequent nitration leads to the corresponding primary nitrocarbamates (R = OC(O)NHNO2), examined for the purpose as potential energetic materials, including the silicon analogue of pentaerythritol tetranitrocarbamate (sila-PETNC) and a siloxane based nitrocarbamate side-product. All compounds were thoroughly characterized by spectroscopic methods including X-ray diffraction. Thermal stabilities and sensitivities toward impact and friction were examined, as well as detonation values by calculating energies of formation using the EXPLO5 V6.02 software.
• GB630951
  申请人：——

  公开号：——

  公开（公告）日：——