methylthio (4-(4-methoxyl)phenyl)butadiyne | 1446871-12-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methylthio (4-(4-methoxyl)phenyl)butadiyne
• 英文别名: 1-Methoxy-4-(4-methylsulfanylbuta-1,3-diynyl)benzene；1-methoxy-4-(4-methylsulfanylbuta-1,3-diynyl)benzene
• CAS: 1446871-12-0
• 化学式: C₁₂H₁₀OS
• 分子量: 202.277
• InChiKey: UBIJKVAVLBIEHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(4-methoxyphenyl)propynal 在 正丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.34h， 生成 methylthio (4-(4-methoxyl)phenyl)butadiyne
  参考文献：
  名称：

  Efficient One-Pot Preparation of Methylthio Arylbutadiynes by Double Elimination Protocol

  摘要：

  A novel and efficient method for preparation of methylthio arylbutadiynes (Ar-CC-CC-SCH3) was described, and a series of compounds have been expediently obtained by the one-pot protocol starting from methylthiomethyl phenyl sulfone (MP-S) and arylpropargyl aldehydes. The mechanism was discussed on the basis of trapping and characterization of key intermediates. The results from experiments indicated that the reaction involved the initial nucleophilic addition of MP-S to arylpropargyl aldehydes to produce an intermediate carrying two leaving groups and subsequent double elimination reactions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.729280

文献信息

• Efficient One-Pot Preparation of Methylthio Arylbutadiynes by Double Elimination Protocol
  作者：Qiong Su、Hong Yan、Shi-Chao Gao、De-Xun Xie、Qing-Yun Cai、Guang Shao、Zhi-Hong Peng、De-Lie An

  DOI：10.1080/00397911.2012.729280

  日期：2013.10.2

  A novel and efficient method for preparation of methylthio arylbutadiynes (Ar-CC-CC-SCH3) was described, and a series of compounds have been expediently obtained by the one-pot protocol starting from methylthiomethyl phenyl sulfone (MP-S) and arylpropargyl aldehydes. The mechanism was discussed on the basis of trapping and characterization of key intermediates. The results from experiments indicated that the reaction involved the initial nucleophilic addition of MP-S to arylpropargyl aldehydes to produce an intermediate carrying two leaving groups and subsequent double elimination reactions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.