(4S,8S)-2,4,6,8,10-pentamethylundecane | 55029-17-9

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: (4S,8S)-2,4,6,8,10-pentamethylundecane
• CAS: 55029-17-9
• 化学式: C₁₆H₃₄
• 分子量: 226.446
• InChiKey: RUSQGTLQXKWMAF-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  在 三乙基硼氢化锂 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 (4S,8S)-2,4,6,8,10-pentamethylundecane
  参考文献：
  名称：

  Combined Experimental and Theoretical Study on the Raman and Raman Optical Activity Signatures of Pentamethylundecane Diastereoisomers

  摘要：

  The synthesis and the separation of the four stereoisomers of 2,4,6,8,10-pentamethylundecane (PMU) are described together with their characterization by Raman spectroscopy. In parallel, theoretical calculations of the Raman and vibrational Raman optical activity (VROA) spectra are reported and analyzed in relation with the recorded spectra. A very good agreement is found between the experimental and theoretical spectra. The Raman spectra are also shown to be less affected by the change of configuration than the VROA spectra. Nevertheless, by studying the overlap between the theoretical Raman spectra, we show clear relationships between the spectral fingerprints and the structures displaying a mixture of the TGTGTGTG conformation of the (4R,6s,8S)-PMU (isotactic compound) with the TTTTTTTT conformation of the (4R,6r,8S)-PMU (syndiotactic compound). Then, the fingerprints of the VROA spectra of the five conformers of the (4R,8R)-PMU have been related to the fingerprints of the regular (TG)(N) isotactic compound as a function of the torsion angles. Since the (TT)(N) syndiotactic compound has no VROA signatures, the VROA spectroscopy is very sensitive to the helical structures, as demonstrated here.

  DOI：

  10.1021/jp105028q

文献信息

• Combined Experimental and Theoretical Study on the Raman and Raman Optical Activity Signatures of Pentamethylundecane Diastereoisomers
  作者：Xavier Drooghaag、Jacqueline Marchand-Brynaert、Benoît Champagne、Vincent Liégeois

  DOI：10.1021/jp105028q

  日期：2010.9.16

  The synthesis and the separation of the four stereoisomers of 2,4,6,8,10-pentamethylundecane (PMU) are described together with their characterization by Raman spectroscopy. In parallel, theoretical calculations of the Raman and vibrational Raman optical activity (VROA) spectra are reported and analyzed in relation with the recorded spectra. A very good agreement is found between the experimental and theoretical spectra. The Raman spectra are also shown to be less affected by the change of configuration than the VROA spectra. Nevertheless, by studying the overlap between the theoretical Raman spectra, we show clear relationships between the spectral fingerprints and the structures displaying a mixture of the TGTGTGTG conformation of the (4R,6s,8S)-PMU (isotactic compound) with the TTTTTTTT conformation of the (4R,6r,8S)-PMU (syndiotactic compound). Then, the fingerprints of the VROA spectra of the five conformers of the (4R,8R)-PMU have been related to the fingerprints of the regular (TG)(N) isotactic compound as a function of the torsion angles. Since the (TT)(N) syndiotactic compound has no VROA signatures, the VROA spectroscopy is very sensitive to the helical structures, as demonstrated here.