7-(4-Methoxyphenyl)-1,1-bis(methylsulfanyl)hepta-1,4,6-trien-3-one | 92807-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 7-(4-Methoxyphenyl)-1,1-bis(methylsulfanyl)hepta-1,4,6-trien-3-one
• 英文别名: 7-(4-methoxyphenyl)-1,1-bis(methylsulfanyl)hepta-1,4,6-trien-3-one
• CAS: 92807-32-4
• 化学式: C₁₆H₁₈O₂S₂
• 分子量: 306.45
• InChiKey: RSAZKOSIZJYIBJ-UHFFFAOYSA-N

物化性质

• 熔点：
  127-130 °C(Solv: methanol (67-56-1))
• 沸点：
  474.3±45.0 °C(Predicted)
• 密度：
  1.154±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-(4-Methoxyphenyl)-1,1-bis(methylsulfanyl)hepta-1,4,6-trien-3-one 在 sodium hydroxide 、 甲酸 、 磷酸 、 四丁基碘化铵 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 6-exo-(4-Methoxyphenyl)bicyclo<2.2.1>heptan-2-one
  参考文献：
  名称：

  Acid-induced ring opening of .alpha.-bis(methylthio)methylenealkyl cyclopropyl ketones: a novel route to substituted cyclopentanones through carbocationic cyclizations

  摘要：

  Alpha-[Bis(methylthio)methylene]alkyl 2-styrylcyclopropyl ketones 10a-d,f and their higher enyl analogues 10e,g undergo acid-induced ring opening and carbocationic cyclizations to afford substituted cyclopentanone derivatives. The structures of these products depend on the reaction conditions and the nature of the substituent in the aryl ring. The methodology has been extended to the synthesis of 11-oxosteroid precursors 22 and 25.

  DOI：

  10.1021/jo00034a014

文献信息

• A Facile Synthesis of 2-Amino-4-alkoxy-6-styryl- and 2-Amino-4-alkoxy-6-(4-aryl-1,3-butadienyl)-pyrimidines by Direct Cyclocondensation
  作者：L. W. Singh、A. K. Gupta、H. Ila、H. Junjappa

  DOI：10.1055/s-1984-30889

  日期：——
• Acid-induced ring opening of .alpha.-bis(methylthio)methylenealkyl cyclopropyl ketones: a novel route to substituted cyclopentanones through carbocationic cyclizations
  作者：Balaram Patro、Biswajit Deb、Hiriyakkanavar Ila、Hiriyakkanavar Junjappa

  DOI：10.1021/jo00034a014

  日期：1992.4

  Alpha-[Bis(methylthio)methylene]alkyl 2-styrylcyclopropyl ketones 10a-d,f and their higher enyl analogues 10e,g undergo acid-induced ring opening and carbocationic cyclizations to afford substituted cyclopentanone derivatives. The structures of these products depend on the reaction conditions and the nature of the substituent in the aryl ring. The methodology has been extended to the synthesis of 11-oxosteroid precursors 22 and 25.