1-(5-chloro-2-methylthiophen-3-yl)-2-hydroxy-2-(2,5-dimethylthiophen-3-yl)ethanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-chloro-2-methylthiophen-3-yl)-2-hydroxy-2-(2,5-dimethylthiophen-3-yl)ethanone
• 英文别名: 1-(5-Chloro-2-methylthiophen-3-yl)-2-hydroxy-2-(2,5-dimethylthiophen-3-yl)ethanone；1-(5-chloro-2-methylthiophen-3-yl)-2-(2,5-dimethylthiophen-3-yl)-2-hydroxyethanone
• 化学式: C₁₃H₁₃ClO₂S₂
• 分子量: 300.83
• InChiKey: RWIHGTRCCYTTAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  93.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(5-chloro-2-methylthiophen-3-yl)-2-hydroxy-2-(2,5-dimethylthiophen-3-yl)ethanone 在 巯基乙酸甲酯 、 三氟乙酸 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 2.5h， 以83%的产率得到1-(5-chloro-2-methylthiophen-3-yl)-2-(2,5-dimethylthiophen-3-yl)ethanone
  参考文献：
  名称：

  Directed synthesis of new spiro-fused photochromes of diarylethene series

  摘要：

  The reaction of tetracyanoethylated 1,2-diarylethanones with morpholine was used for directed synthesis of spiro-fused diarylethenes, 8-amino-1-imino(oxo)-6-morpholino-2-oxa-7-azaspiro[4.4]nona-3,6,8-triene-9-carbonitriles. The intermediates in this process were tetracyanoalkanone salts. The formation of spiranes was sensitive to the nature of aromatic substituents at the carbonyl group of 3,4-diaryl-4-oxobutane-1,1,2,2-tetracarbonitriles. The obtained spiro-fused diarylethenes exhibited photochromic properties.

  DOI：

  10.1007/s10593-015-1731-4
• 作为产物：
  描述：

  2-氯-5-甲基噻吩 在 selenium(IV) oxide 、 四氯化锡 作用下， 以 1,4-二氧六环 、 水 、 苯 为溶剂， 反应 13.0h， 生成 1-(5-chloro-2-methylthiophen-3-yl)-2-hydroxy-2-(2,5-dimethylthiophen-3-yl)ethanone
  参考文献：
  名称：

  Directed synthesis of new spiro-fused photochromes of diarylethene series

  摘要：

  The reaction of tetracyanoethylated 1,2-diarylethanones with morpholine was used for directed synthesis of spiro-fused diarylethenes, 8-amino-1-imino(oxo)-6-morpholino-2-oxa-7-azaspiro[4.4]nona-3,6,8-triene-9-carbonitriles. The intermediates in this process were tetracyanoalkanone salts. The formation of spiranes was sensitive to the nature of aromatic substituents at the carbonyl group of 3,4-diaryl-4-oxobutane-1,1,2,2-tetracarbonitriles. The obtained spiro-fused diarylethenes exhibited photochromic properties.

  DOI：

  10.1007/s10593-015-1731-4