Cyclobutanol, 2-methyl-1-phenyl-, (1R,2R)-rel- | 1713-41-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Cyclobutanol, 2-methyl-1-phenyl-, (1R,2R)-rel-
• 英文别名: Cyclobutanol, 2-methyl-1-phenyl-, (1R,2S)-rel-；2-methyl-1-phenylcyclobutan-1-ol；cis-1-Phenyl-2-methylcyclobutanol
• CAS: 1713-41-3；1905-25-5；82245-43-0
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: WVGJKTSPXAIHLY-ONGXEEELSA-N

物化性质

• 沸点：
  265.5±9.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  苯戊酮 以 苯 为溶剂， 生成 Cyclobutanol, 2-methyl-1-phenyl-, (1R,2R)-rel-
  参考文献：
  名称：

  Photochemistry of methyl-substituted butyrophenones

  摘要：

  DOI：

  10.1021/ja00766a032

文献信息

• CIDNP from a 1,4-biradical in the norrish type II photoreaction of valerophenone
  作者：Robert Kaptein、Frans J. J. de Kanter、G�nther H. Rist

  DOI：10.1039/c39810000499

  日期：——

  Biradical CIDNP observed in the title reaction indicates that two intersystem-crossing mechanisms are operative in the intermediate 1,4-biradical, one involving hyperfine coupling of the odd electrons with protons and the other, which is product selective, involving spin–orbit coupling.

  在标题反应中观察到的双自由基CIDNP表明，在中间的1,4-双自由基中有两种系统间交叉机制起作用，一种涉及奇数电子与质子的超精细耦合，另一种涉及产物选择性，涉及自旋-轨道耦合。
• Influence of Cyclodextrin Encapsulation on Norrish–Yang Photoreaction of Valerophenone
  作者：Subramanian Annalakshmi、Kasi Pitchumani

  DOI：10.1246/bcsj.78.2000

  日期：2005.11

  In the solid-state Norrish–Yang photoreaction of valerophenone, studied in presence of various cyclodextrins, not only was elimination suppressed, but a remarkable diastereoselectivity was also observed. The predominant formation of one cyclobutanol (C1-trans) is rationalized as being due to a restricted rotational motion of the 1,4-biradical, and also stabilization of the same by hydroxyl groups present in the rim of the cyclodextrin cavity. Additional supports for the coinclusion of a side chain into the γ-CD cavity from molecular minimization calculations and 1H–1H NOESY spectra are also presented.

  在固态的Norrish–Yang光反应中，研究了在存在各种环糊精的情况下，不仅抑制了消除反应，还观察到了显著的非对映选择性。主要生成一种环丁醇（C1-反式），这被合理地解释为是由于1,4-双自由基的旋转运动受限，以及环糊精腔周围的羟基对其稳定作用的结果。分子最小化计算和1H–1H NOESY谱还提供了侧面链包含进γ-环糊精腔的额外支持。
• Workentin; Leigh; Jeffrey, Journal of the American Chemical Society, 1990, vol. 112, # 20, p. 7329 - 7336
  作者：Workentin、Leigh、Jeffrey

  DOI：——

  日期：——
• Goswami, P. C.; Mayo, Paul de; Ramnath, N., Canadian Journal of Chemistry, 1985, vol. 63, p. 2719 - 2725
  作者：Goswami, P. C.、Mayo, Paul de、Ramnath, N.、Bernard, G.、Omkaram, N.、et al.

  DOI：——

  日期：——
• Modification of photochemical reactivity by zeolites. A comparison between zeolite-solvent slurry and dry solid photolyses
  作者：V. Ramamurthy、D. R. Corbin、N. J. Turro、Z. Zhang、M. A. Garcia Garibay

  DOI：10.1021/jo00001a048

  日期：1991.1

  The use of a zeolite-solvent slurry as a convenient medium to carry out photoreactions is illustrated with four examples, namely Norrish type I reaction of dibenzyl ketones, Norrish type I and type II reactions of alpha-alkylbenzyl benzyl ketones, Norrish type II reaction of aryl alkyl ketones, and photodimerization of acenaphthylene. Solvent present within the supercages of zeolites X and Y provides constraint on the mobility of the included guest molecules. Such restrictions are reflected in the product distributions. The difference in the product distribution obtained between the zeolite-solvent slurry and a homogeneous solution is often higher than that between the dry powder zeolites and a homogeneous solution.