ethyl 2-(phenylthio)pentanoate | 1377149-77-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: ethyl 2-(phenylthio)pentanoate
• 英文别名: Ethyl 2-phenylsulfanylpentanoate；ethyl 2-phenylsulfanylpentanoate
• CAS: 1377149-77-3
• 化学式: C₁₃H₁₈O₂S
• 分子量: 238.351
• InChiKey: AQMNLHRISJNNET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(phenylthio)pentanoate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 5.5h， 生成 ethyl 2-pentenoate
  参考文献：
  名称：

  Radical Mechanism in the Elimination of 2-Arylsulfinyl Esters

  摘要：

  The mechanism of the dehydrosulfenylation of 2-arylsulfinyl esters was investigated. The reaction was found to follow a homolytic cleavage mechanism as verified by electrospray ionization tandem mass spectrometry and experimental work. Rearranged sulfoxides are obtained as byproduct during the elimination reaction.

  DOI：

  10.1021/jo300699w
• 作为产物：
  描述：

  2-溴戊酸乙酯 、 sodium thiophenolate 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 72.5h， 以88%的产率得到ethyl 2-(phenylthio)pentanoate
  参考文献：
  名称：

  Radical Mechanism in the Elimination of 2-Arylsulfinyl Esters

  摘要：

  The mechanism of the dehydrosulfenylation of 2-arylsulfinyl esters was investigated. The reaction was found to follow a homolytic cleavage mechanism as verified by electrospray ionization tandem mass spectrometry and experimental work. Rearranged sulfoxides are obtained as byproduct during the elimination reaction.

  DOI：

  10.1021/jo300699w

文献信息

• Radical Mechanism in the Elimination of 2-Arylsulfinyl Esters
  作者：Antonio Latorre、Irakusne López、Victoria Ramírez、Santiago Rodríguez、Javier Izquierdo、Florenci V. González、Cristian Vicent

  DOI：10.1021/jo300699w

  日期：2012.6.1

  The mechanism of the dehydrosulfenylation of 2-arylsulfinyl esters was investigated. The reaction was found to follow a homolytic cleavage mechanism as verified by electrospray ionization tandem mass spectrometry and experimental work. Rearranged sulfoxides are obtained as byproduct during the elimination reaction.