r-5-tert-Butyl-t-1-(trimethylsilyloxy)-c-2-(trimethylsilyl)cyclohexane | 111324-97-1

• 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: r-5-tert-Butyl-t-1-(trimethylsilyloxy)-c-2-(trimethylsilyl)cyclohexane
• 英文别名: r-5-tert-butyl-t-1-(trimethylsiloxy)-c-2-(trimethylsilyl)cyclohexane；[(1R,2R,5S)-5-tert-butyl-2-trimethylsilylcyclohexyl]oxy-trimethylsilane
• CAS: 111324-97-1；142744-11-4
• 化学式: C₁₆H₃₆OSi₂
• 分子量: 300.632
• InChiKey: WCBCZFNWRWYMCI-RRFJBIMHSA-N

物化性质

• 沸点：
  302.3±35.0 °C(Predicted)
• 密度：
  0.85±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• 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：

  r-5-tert-Butyl-t-1-(trimethylsilyloxy)-c-2-(trimethylsilyl)cyclohexane 在 potassium carbonate 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 2.0h， 生成 r-5-tert-Butyl-c-2-(trimethylsilyl)cyclohex-t-yl p-nitrobenzoate
  参考文献：
  名称：

  Stereoelectronic effect of the trimethylsilyl substituent upon carbon-oxygen bond lengths at the .beta. position: some structural studies

  摘要：

  Results of low-temperature (130 K) crystal structure analyses for seven beta-trimethylsilyl-substituted cyclo-hexylnitrobenzoate esters are reported. For those molecules (three) with the Si-C and C-O bonds antiperiplanar the C-O bond lengths are increased by 0.014 angstrom av (DELTA/sigma min = 2.9) compared with that in the silicon-free For those molecules (four) with the Si-C and C-O bonds gauche no such systematic lengthening of the C-O bonds is observed. The result is in qualitative agreement with that [DELTA-l is-proportional-to cos2 (Si-C-C-O)] predicted from semiempirical MO calculations on a simple model complex and is attributed to the effects of interactions between the Si-C sigma and C-O sigma* orbitals. It is suggested that existence of the observed ground-state effect constitutes persuasive, if circumstantial, evidence that the major kinetic effects known to result from the presence of a beta silicon substituent also have their genesis in the same sigma-sigma* interactions.

  DOI：

  10.1021/jo00043a020
• 作为产物：
  描述：

  r-2-chloro-c-tert-butylcyclohex-t-yl p-nitrobenzoate 在 18-冠醚-6 、 potassium methanolate 、 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 r-5-tert-Butyl-t-1-(trimethylsilyloxy)-c-2-(trimethylsilyl)cyclohexane
  参考文献：
  名称：

  Stabilization of positive charge by .beta.-silicon

  摘要：

  DOI：

  10.1021/ja00259a036

文献信息

• Stabilization of positive charge by .beta.-silicon
  作者：Joseph B. Lambert、Gen Tai Wang、Rodney B. Finzel、Douglas H. Teramura

  DOI：10.1021/ja00259a036

  日期：1987.12
• Stereoelectronic effect of the trimethylsilyl substituent upon carbon-oxygen bond lengths at the .beta. position: some structural studies
  作者：Jonanthan M. White、Glen B. Robertson

  DOI：10.1021/jo00043a020

  日期：1992.8

  Results of low-temperature (130 K) crystal structure analyses for seven beta-trimethylsilyl-substituted cyclo-hexylnitrobenzoate esters are reported. For those molecules (three) with the Si-C and C-O bonds antiperiplanar the C-O bond lengths are increased by 0.014 angstrom av (DELTA/sigma min = 2.9) compared with that in the silicon-free For those molecules (four) with the Si-C and C-O bonds gauche no such systematic lengthening of the C-O bonds is observed. The result is in qualitative agreement with that [DELTA-l is-proportional-to cos2 (Si-C-C-O)] predicted from semiempirical MO calculations on a simple model complex and is attributed to the effects of interactions between the Si-C sigma and C-O sigma* orbitals. It is suggested that existence of the observed ground-state effect constitutes persuasive, if circumstantial, evidence that the major kinetic effects known to result from the presence of a beta silicon substituent also have their genesis in the same sigma-sigma* interactions.