4-methyl-5-phenyl-2-oxo-1,3-dithiole | 49675-89-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-5-phenyl-2-oxo-1,3-dithiole
• 英文别名: 4-methyl-5-phenyl-1,3-dithiol-2-one
• CAS: 49675-89-0
• 化学式: C₁₀H₈OS₂
• 分子量: 208.305
• InChiKey: PBSNWUWOUKOOFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  362.8±45.0 °C(Predicted)
• 密度：
  1.321±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Dithiocarbonic acid O-methyl ester S-(3-phenyl-prop-2-ynyl) ester 在 苯甲酸 作用下， 以 氯苯 为溶剂， 以65%的产率得到4-methyl-5-phenyl-2-oxo-1,3-dithiole
  参考文献：
  名称：

  A novel synthesis of 13-dithiol-2-ones from S-propargyl dithiocarbonates

  摘要：

  Upon heating in chlorobenzene in the presence of a carboxylic acid, propargylic xanthates 1b-h give the corresponding 1,3-dithiol-2-ones 10 b-h and/or 11 b-h, the former being easily isomerised to the latter with hot trifluoroacetic acid.

  DOI：

  10.1016/s0040-4039(00)73556-8

文献信息

• Yamada, Shuzo; Mino, Norihisa; Nakayama, Noboru, Journal of the Chemical Society. Perkin transactions I, 1984, # 11, p. 2497 - 2499
  作者：Yamada, Shuzo、Mino, Norihisa、Nakayama, Noboru、Ohashi, Mamoru

  DOI：——

  日期：——
• Free Radical Reaction of Diisopropyl Xanthogen Disulfide with Unsaturated Systems
  作者：Yves Gareau、André Beauchemin

  DOI：10.3987/com-98-8230

  日期：——

  1,3-Dithiol-2-ones are prepared in one pot reaction from commercially available diisopropyl xanthogen disulfide (2) and alkynes under radical conditions. The 5-membered heterocycle is formed via a ring closure of vinyl radical (7) resulting from the thio radical addition of 5 to an alkyne. The reaction worked best for alkynes conjugated with a C=C double bond. The oxygen atoms of reagent (2) could be replaced by sulfur and this new reagent furnished 1,3-dithiol-2-thiones under radical conditions.
• YAMADA, SHUZO;MINO, NORIHISA;NAKAYAMA, NOBORU;OHASHI, MAMORU, J. CHEM. SOC. PERKIN TRANS., 1984, N 11, 2497-2499
  作者：YAMADA, SHUZO、MINO, NORIHISA、NAKAYAMA, NOBORU、OHASHI, MAMORU

  DOI：——

  日期：——
• A novel synthesis of 13-dithiol-2-ones from S-propargyl dithiocarbonates
  作者：Jean Boivin、Eric Henriet、Catherine Tailhan、Samir Z. Zard

  DOI：10.1016/s0040-4039(00)73556-8

  日期：1993.4

  Upon heating in chlorobenzene in the presence of a carboxylic acid, propargylic xanthates 1b-h give the corresponding 1,3-dithiol-2-ones 10 b-h and/or 11 b-h, the former being easily isomerised to the latter with hot trifluoroacetic acid.