2-(Phenyl)propan-2-ol | 113305-63-8

• 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: 2-(Phenyl)propan-2-ol
• 英文别名: [D]₅-2-(phenyl)propan-2-ol；2-(pentadeuterophenyl)propan-2-ol；2-(Phenyl-d5)-2-propanol；2-(2,3,4,5,6-pentadeuteriophenyl)propan-2-ol
• CAS: 113305-63-8
• 化学式: C₉H₁₂O
• 分子量: 141.154
• InChiKey: BDCFWIDZNLCTMF-DKFMXDSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-(Phenyl)propan-2-ol 在 盐酸 作用下， 以57%的产率得到2-Chloro-2-(phenyl)propane
  参考文献：
  名称：

  Unusual fragmentation of 1,1,2,2,3,3-hexamethylindan. Methyl group equilibration and multi-step skeletal rearrangements in the [M  CH3]+ ions prior to the formation oft-C4H9+ and other fragment ions

  摘要：

  AbstractBased on the surprising observation of an intense C4H9+ (m/z 57) peak in the electron impact mass spectrum, the fragmentation of 1,1,2,2,3,3‐hexamethylindan (2) was studied by mass‐analysed ion kinetic energy Spectrometry of its deuterium‐labelled analogues. While methyl loss from ions [2]+˙ occurs with high selectivity (92%) from the positions 1 and 3 without any rearrangement, ions [2  CH3]+ undergo complete equilibration of the five methyl groups as intact entities. Subsequent multi‐step skeletal rearrangement of the [2 ‐ CH3]+ ions leads to formation of ferf‐butyl ions and to the loss of isobutene and propene, again without concomitant hydrogen exchange. Several kinetic isotope effects and also probably a thermodynamic isotope effect associated with each of these fragmentation processes have been found and their origin is discussed. The possibility of the formation of ion‐neutral complexes [t‐C4H9+ C10H10] aud [s‐C3H7+ C11H12] is considered on the basis of the labelling and reactivity pattern.

  DOI：

  10.1002/oms.1210270416
• 作为产物：
  描述：

  Phenyl-d5-magnesium bromide 、 丙酮 以92%的产率得到2-(Phenyl)propan-2-ol
  参考文献：
  名称：

  Unusual fragmentation of 1,1,2,2,3,3-hexamethylindan. Methyl group equilibration and multi-step skeletal rearrangements in the [M  CH3]+ ions prior to the formation oft-C4H9+ and other fragment ions

  摘要：

  AbstractBased on the surprising observation of an intense C4H9+ (m/z 57) peak in the electron impact mass spectrum, the fragmentation of 1,1,2,2,3,3‐hexamethylindan (2) was studied by mass‐analysed ion kinetic energy Spectrometry of its deuterium‐labelled analogues. While methyl loss from ions [2]+˙ occurs with high selectivity (92%) from the positions 1 and 3 without any rearrangement, ions [2  CH3]+ undergo complete equilibration of the five methyl groups as intact entities. Subsequent multi‐step skeletal rearrangement of the [2 ‐ CH3]+ ions leads to formation of ferf‐butyl ions and to the loss of isobutene and propene, again without concomitant hydrogen exchange. Several kinetic isotope effects and also probably a thermodynamic isotope effect associated with each of these fragmentation processes have been found and their origin is discussed. The possibility of the formation of ion‐neutral complexes [t‐C4H9+ C10H10] aud [s‐C3H7+ C11H12] is considered on the basis of the labelling and reactivity pattern.

  DOI：

  10.1002/oms.1210270416

文献信息

• Ruthenium(II)-Catalyzed Synthesis of Isochromenes by CH Activation with Weakly Coordinating Aliphatic Hydroxyl Groups
  作者：Sachiyo Nakanowatari、Lutz Ackermann

  DOI：10.1002/chem.201400161

  日期：2014.4.25

  Cationic ruthenium(II) complexes have been employed for the highly effective oxidative annulation of alkynes with benzyl alcohols to deliver diversely decorated isochromenes. The hydroxyl‐directed CH/OH functionalization process proceeded efficiently under an atmosphere of air. Detailed mechanistic studies were indicative of a kinetically relevant CH metalation.

  阳离子钌（II）配合物已被用于炔烃与苄醇的高效氧化环合反应，以提供装饰多样化的异色酮。羟基定向Ç  H / O  ħ官能化过程的空气的气氛下有效地进行。详细机理研究都表示动力学相关的C  ^ h金属化。
• Protiva, Miroslav; Jilek, Jiri; Rajsner, Miroslav, Collection of Czechoslovak Chemical Communications, 1987, vol. 52, # 7, p. 1811 - 1833
  作者：Protiva, Miroslav、Jilek, Jiri、Rajsner, Miroslav、Sindelar, Karel、Bartl, Vaclav、et al.

  DOI：——

  日期：——
• PROTIVA, M.;JILEK, J.;RAJSNER, M.;SINDELAR, K.;BARTL, V.;RYSKA, M.;KORUNA+, COLLECT. CZECHOSL. CHEM. COMMUN., 52,(1987) N 7, 1811-1833
  作者：PROTIVA, M.、JILEK, J.、RAJSNER, M.、SINDELAR, K.、BARTL, V.、RYSKA, M.、KORUNA+

  DOI：——

  日期：——