4-methyl-3-phenyl-4,5-dihydrothiophene | 112471-57-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫吡喃类
• 英文名称: 4-methyl-3-phenyl-4,5-dihydrothiophene
• 英文别名: 2,3-Dihydro-3-methyl-4-phenylthiophene；3-Methyl-4-phenyl-2,3-dihydrothiophene
• CAS: 112471-57-5
• 化学式: C₁₁H₁₂S
• 分子量: 176.282
• InChiKey: WGKOHWFHGLUPPL-UHFFFAOYSA-N

物化性质

• 沸点：
  286.7±30.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  烯丙硫醇 、 苯乙炔 在 indium zinc sulfide 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以50.1%的产率得到4-methyl-3-phenyl-4,5-dihydrothiophene
  参考文献：
  名称：

  一种由苯乙炔与烯丙基硫醇环化生成二氢噻吩的方法

  摘要：

  本发明公开了一种由苯乙炔与烯丙基硫醇环化生成二氢噻吩的方法，属于有机化学及光催化领域。该方法以ZnIn

  公开号：

  CN113788812B

文献信息

• Et₃B Induced Radical Addition of Thiols to Acetylenes
  作者：Yoshifumi Ichinose、Kuni Wakamatsu、Kyoko Nozaki、Jean-Luc Birbaum、Koichiro Oshima、Kiitiro Utimoto

  DOI：10.1246/cl.1987.1647

  日期：1987.8.5

  Thiols added easily to acetylenic compounds in the presence of Et3B to give alkenyl sulfides in good yields. The reaction of acetylenes with 3-methyl-2-buten-1-thio1 gave dihydro-thiophene derivatives in one pot.

  在 Et3B 存在下，硫醇很容易添加到乙炔化合物中，从而以良好的收率得到烯基硫化物。乙炔与 3-methyl-2-buten-1-thio1 的反应在一锅中得到二氢噻吩衍生物。
• Free-Radical Addition of Alkanethiols to Alkynes. Rearrangements of the Intermediate .beta.-(Vinylthio) Radicals
  作者：Luisa Benati、Laura Capella、Pier Carlo Montevecchi、Piero Spagnolo

  DOI：10.1021/jo00089a030

  日期：1994.5

  A variety of 2-mercapto-substituted vinyl radicals have been produced through the free-radical reaction of alkanethiols (including phenethyl, allyl, and benzyl mercaptans) with monosubstituted acetylenes in benzene at 90 degrees C. The 8-(benzylthio)vinyl radicals 6 readily rearranged to (vinylthio)methyl radicals 7 via a novel 1,4-migration of the phenyl group from thiomethyl to vinyl carbon; 2- (phenethylthio)vinyl radicals 12 underwent internal 1,5-hydrogen transfer to form beta-thio-substituted benzyl radicals 13 which in turn suffered fast beta-elimination of vinylthio radicals 18; and 2-(allylthio)vinyl radical 20 underwent kinetically preferred 5-exo cyclization to give the primary radical 26 which could easily rearrange to the more stable ring-expanded radical 25.
• Benati Luisa, Capella Laura, Montevecchi Pier Carlo, Spagnolo Piero, J. Org. Chem, 59 (1994) N 10, S 2818-2823
  作者：Benati Luisa, Capella Laura, Montevecchi Pier Carlo, Spagnolo Piero

  DOI：——

  日期：——