1-phenylsulfinyl-2-phenylthioethane | 53943-04-7

• 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: 1-phenylsulfinyl-2-phenylthioethane
• 英文别名: 1-benzenesulfinyl-2-phenylsulfanyl-ethane；(2-phenylsulfanyl-ethanesulfinyl)-benzene；(2-Phenylmercapto-ethyl)-phenyl-sulfoxid；1-Phenylsulfinyl-2-phenylthioethan；{[2-(Benzenesulfinyl)ethyl]sulfanyl}benzene；2-(benzenesulfinyl)ethylsulfanylbenzene
• CAS: 53943-04-7
• 化学式: C₁₄H₁₄OS₂
• 分子量: 262.397
• InChiKey: ZPBJLEPCSURKDO-UHFFFAOYSA-N

物化性质

• 沸点：
  446.7±28.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-phenylsulfinyl-2-phenylthioethane 在 乙酸酐 作用下， 生成 1,2-双(苯巯基)乙烯
  参考文献：
  名称：

  Prokhorov,G.M. et al., Journal of Organic Chemistry USSR (English Translation), 1974, vol. 10, p. 1865 - 1868

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基乙烯基亚砜 、 苯硫酚 在 四丁基氢氧化铵 作用下， 以 乙醇 、 水 为溶剂， 反应 35.0h， 以69%的产率得到1-phenylsulfinyl-2-phenylthioethane
  参考文献：
  名称：

  Selectivity Reversal during Thia-Michael Additions Using Tetrabutylammonium Hydroxide: Operationally Simple and Extremely High Turnover

  摘要：

  The use of tetrabutylammonium hydroxide as a novel and exceedingly efficient thia-Michael addition catalyst is herein described. This extremely simple methodology allows for the conjugate addition of a wide variety of mercaptan nucleophiles, and functions remarkably well with a very wide range of both classical and non-classical Michael acceptors. Contradistinctive to current literature reports, the use of this catalyst more efficiently promotes the addition of more basic thiols. This methodology is especially attractive and operationally simple, as it generally proceeds with only 1 mol% catalytic loading and without excess reagent, and the produced products typically require no purification.

  DOI：

  10.1055/s-0033-1341106

文献信息

• Riley, Dennis; Lyon, James, Journal of the Chemical Society, Dalton Transactions
  作者：Riley, Dennis、Lyon, James

  DOI：——

  日期：——
• TANIKAGA RIKUHEI; SUGIHARA HIDEKI; TANAKA KAZUHIKO; KAJI ARITSUNE, SYNTHESIS, 1977, NO 5, 299-301
  作者：TANIKAGA RIKUHEI、 SUGIHARA HIDEKI、 TANAKA KAZUHIKO、 KAJI ARITSUNE

  DOI：——

  日期：——
• Selectivity Reversal during Thia-Michael Additions Using Tetrabutylammonium Hydroxide: Operationally Simple and Extremely High Turnover
  作者：Daniel Nicponski、Jennifer Marchi

  DOI：10.1055/s-0033-1341106

  日期：——

  The use of tetrabutylammonium hydroxide as a novel and exceedingly efficient thia-Michael addition catalyst is herein described. This extremely simple methodology allows for the conjugate addition of a wide variety of mercaptan nucleophiles, and functions remarkably well with a very wide range of both classical and non-classical Michael acceptors. Contradistinctive to current literature reports, the use of this catalyst more efficiently promotes the addition of more basic thiols. This methodology is especially attractive and operationally simple, as it generally proceeds with only 1 mol% catalytic loading and without excess reagent, and the produced products typically require no purification.
• Prokhorov,G.M. et al., Journal of Organic Chemistry USSR (English Translation), 1974, vol. 10, p. 1865 - 1868
  作者：Prokhorov,G.M. et al.

  DOI：——

  日期：——