(Z)-4,4-Dimethyl-2-phenylsulfanyl-pent-2-enal | 210416-82-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (Z)-4,4-Dimethyl-2-phenylsulfanyl-pent-2-enal
• 英文别名: (Z)-4,4-dimethyl-2-phenylsulfanylpent-2-enal
• CAS: 210416-82-3
• 化学式: C₁₃H₁₆OS
• 分子量: 220.335
• InChiKey: NSVWFLMXZXZFAA-XFXZXTDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-4,4-Dimethyl-2-phenylsulfanyl-pent-2-enal 在 正丁基锂 、 polyphosphoric acid trimethylsilyl ester 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 6,6-dimethyl-2,4-bis(phenylthio)hepta-2,4-dienal
  参考文献：
  名称：

  The First Example of the 1-Chalcogene-Substituted Formylolefination of the Ketones and Aldehydes Using 1-Lithio-2-ethoxyvinyl Chalcogenides

  摘要：

  The alpha-chalcogene-substituted formylolefinations of ketones and aldehydes proceeded using 1-lithio-2-ethoxyvinyl chalcogenides/PPSE or TMSOTf produce the alpha-chalcogenoformylolefinated products 4a-1 in high yields. Tandem-formylolefination provided the (2Z,4Z)-2,4-bis(chalcogeno)pent-2,4-dienals 5d,h,i and (2Z,4Z,6Z)-2,4,6-tris(phenylthio)hept-2, derivatives 7d and 8d, respectively.

  DOI：

  10.1021/jo980487i
• 作为产物：
  描述：

  [(E)-2-ethoxyethenyl]sulfanylbenzene 在 正丁基锂 、 polyphosphoric acid trimethyl ester 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 生成 (Z)-4,4-Dimethyl-2-phenylsulfanyl-pent-2-enal
  参考文献：
  名称：

  The First Example of the 1-Chalcogene-Substituted Formylolefination of the Ketones and Aldehydes Using 1-Lithio-2-ethoxyvinyl Chalcogenides

  摘要：

  The alpha-chalcogene-substituted formylolefinations of ketones and aldehydes proceeded using 1-lithio-2-ethoxyvinyl chalcogenides/PPSE or TMSOTf produce the alpha-chalcogenoformylolefinated products 4a-1 in high yields. Tandem-formylolefination provided the (2Z,4Z)-2,4-bis(chalcogeno)pent-2,4-dienals 5d,h,i and (2Z,4Z,6Z)-2,4,6-tris(phenylthio)hept-2, derivatives 7d and 8d, respectively.

  DOI：

  10.1021/jo980487i

文献信息

• The First Example of the 1-Chalcogene-Substituted Formylolefination of the Ketones and Aldehydes Using 1-Lithio-2-ethoxyvinyl Chalcogenides
  作者：Mitsuhiro Yoshimatsu、Kiyomi Oguri、Kazunari Ikeda、Satoshi Gotoh

  DOI：10.1021/jo980487i

  日期：1998.6.1

  The alpha-chalcogene-substituted formylolefinations of ketones and aldehydes proceeded using 1-lithio-2-ethoxyvinyl chalcogenides/PPSE or TMSOTf produce the alpha-chalcogenoformylolefinated products 4a-1 in high yields. Tandem-formylolefination provided the (2Z,4Z)-2,4-bis(chalcogeno)pent-2,4-dienals 5d,h,i and (2Z,4Z,6Z)-2,4,6-tris(phenylthio)hept-2, derivatives 7d and 8d, respectively.