(+/-)-phenyl perdeuteriophenyl sulfoxide | 1039718-15-4

• 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: (+/-)-phenyl perdeuteriophenyl sulfoxide
• 英文别名: 1-(Benzenesulfinyl)-2,3,4,5,6-pentadeuteriobenzene；1-(benzenesulfinyl)-2,3,4,5,6-pentadeuteriobenzene
• CAS: 1039718-15-4
• 化学式: C₁₂H₁₀OS
• 分子量: 207.237
• InChiKey: JJHHIJFTHRNPIK-DYVTXVBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  ethyl benzenesulfinate 、 Phenyl-d5-magnesium bromide 以 乙醚 为溶剂， 反应 3.0h， 以0.363 g的产率得到(+/-)-phenyl perdeuteriophenyl sulfoxide
  参考文献：
  名称：

  Determination of the absolute configurations of isotopically chiral molecules using vibrational circular dichroism (VCD) spectroscopy: the isotopically chiral sulfoxide, perdeuteriophenyl-phenyl-sulfoxide

  摘要：

  The (+) and (-) enantiomers of the isotopically chiral sulfoxide, perdeuteriophenyl-phenyi-sulfoxide, 1, have been synthesized by the reaction of the diastereomers of O-menthyl benzenesulfinate with C6D5MgBr. Their absolute configurations have been determined by comparison of the vibrational circular dichroism (VCD) spectra of (R)-1 and (S)-1, predicted using ab initio DFT, to the experimental VCD spectrum of 1. The absolute configuration of 1 is shown to be (S)(+)1(R)(-). This is the first application of VCD to the determination of the absolute configuration of an isotopically chiral sulfoxide. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.12.014

文献信息

• Determination of the absolute configurations of isotopically chiral molecules using vibrational circular dichroism (VCD) spectroscopy: the isotopically chiral sulfoxide, perdeuteriophenyl-phenyl-sulfoxide
  作者：Józef Drabowicz、Adrian Zajac、Piotr Lyzwa、Philip J. Stephens、Jian-Jung Pan、Frank J. Devlin

  DOI：10.1016/j.tetasy.2007.12.014

  日期：2008.2

  The (+) and (-) enantiomers of the isotopically chiral sulfoxide, perdeuteriophenyl-phenyi-sulfoxide, 1, have been synthesized by the reaction of the diastereomers of O-menthyl benzenesulfinate with C6D5MgBr. Their absolute configurations have been determined by comparison of the vibrational circular dichroism (VCD) spectra of (R)-1 and (S)-1, predicted using ab initio DFT, to the experimental VCD spectrum of 1. The absolute configuration of 1 is shown to be (S)(+)1(R)(-). This is the first application of VCD to the determination of the absolute configuration of an isotopically chiral sulfoxide. (c) 2008 Elsevier Ltd. All rights reserved.