N-isopropylthiomethacrylamide | 139633-11-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 英文名称: N-isopropylthiomethacrylamide
• 英文别名: 2-methyl-N-propan-2-ylprop-2-enethioamide
• CAS: 139633-11-7
• 化学式: C₇H₁₃NS
• mdl: MFCD19220122
• 分子量: 143.253
• InChiKey: ONNOTMVUFNKWOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  44.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-isopropylthiomethacrylamide 以 苯 为溶剂， 以55%的产率得到N-(3-methyl-2-thietanylidene)isopropylamine
  参考文献：
  名称：

  Photochemical isomerization of N-monosubstituted .alpha.,.beta.-unsaturated thioamides to iminothietanes

  摘要：

  Photochemical isomerization of thiomethacryl-, thiotiglyl-, and thiocrotonamides gives iminothietanes, N-(2-thietanylidene)amines, in good yields. The iminothietanes reverted quantitatively to the starting materials on heating. Use of Michler's ketone or thioxanthone as sensitizers indicates that the photoelectric cyclization proceeds from the triplet excited state. Irradiation of N-benzylthiocinnamamide does not give an iminothietane, but only cis-trans isomerization that reached the photostationary state at cis/trans = 1.7.

  DOI：

  10.1021/jo00034a040
• 作为产物：
  描述：

  N-异丙基甲基丙烯酰胺 在 劳森试剂 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 N-isopropylthiomethacrylamide
  参考文献：
  名称：

  Photochemical isomerization of N-monosubstituted .alpha.,.beta.-unsaturated thioamides to iminothietanes

  摘要：

  Photochemical isomerization of thiomethacryl-, thiotiglyl-, and thiocrotonamides gives iminothietanes, N-(2-thietanylidene)amines, in good yields. The iminothietanes reverted quantitatively to the starting materials on heating. Use of Michler's ketone or thioxanthone as sensitizers indicates that the photoelectric cyclization proceeds from the triplet excited state. Irradiation of N-benzylthiocinnamamide does not give an iminothietane, but only cis-trans isomerization that reached the photostationary state at cis/trans = 1.7.

  DOI：

  10.1021/jo00034a040