1,1-bis(methylthio)-1-phenylethane | 13296-62-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 1,1-bis(methylthio)-1-phenylethane
• 英文别名: 1,1-di(methylthio)-1-phenylethane；1,1-Dimethylmercapto-1-phenyl-aethan；Acetophenondimethylmercaptal；[1,1-Bis(methylthio)ethyl]benzene；1,1-bis(methylsulfanyl)ethylbenzene
• CAS: 13296-62-3
• 化学式: C₁₀H₁₄S₂
• 分子量: 198.353
• InChiKey: ZJYWFRGFUPBRBH-UHFFFAOYSA-N

物化性质

• 沸点：
  272.1±20.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-bis(methylthio)-1-phenylethane 、 苯甲醛 在 正丁基锂 作用下， 生成 2-Methylsulfanyl-1,2-diphenyl-propan-1-ol
  参考文献：
  名称：

  Original reactions of α,α-dithio aryl alkanes with butyllithiums

  摘要：

  Thioacetals derived from aromatic ketones react with butyllithiums already at -78-degrees-C and produce via a reductive process the corresponding alpha-thiobenzyllithiums in high yields. The same reaction also takes place selectively, under suitable conditions, with the thioacetals derived from benzaldehyde on which a competing metallation reaction is also possible. These observations clearly show that the thioacetal functionality is not a suitable protecting group against alkyllithiums for aromatic carbonyl compounds.

  DOI：

  10.1016/s0040-4039(00)74368-1
• 作为产物：
  描述：

  二硫代苯甲酸甲酯 、 碘甲烷 在 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以96%的产率得到1,1-bis(methylthio)-1-phenylethane
  参考文献：
  名称：

  Falsig, Mogens; Lund, Henning, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1980, vol. 34, # 8, p. 585 - 590

  摘要：

  DOI：

文献信息

• Free-Radical Cleavage of β-Hydroxy Thio Ethers to Ketones and Mercaptans¹
  作者：Earl S. Huyser、Richard M. Kellogg

  DOI：10.1021/jo01348a059

  日期：1966.10
• Falsig, Mogens; Lund, Henning, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1980, vol. 34, # 8, p. 585 - 590
  作者：Falsig, Mogens、Lund, Henning

  DOI：——

  日期：——
• Original reactions of α,α-dithio aryl alkanes with butyllithiums
  作者：Alain Krief、Benoĭt Kenda、Phillippe Barbeaux

  DOI：10.1016/s0040-4039(00)74368-1

  日期：1991.11

  Thioacetals derived from aromatic ketones react with butyllithiums already at -78-degrees-C and produce via a reductive process the corresponding alpha-thiobenzyllithiums in high yields. The same reaction also takes place selectively, under suitable conditions, with the thioacetals derived from benzaldehyde on which a competing metallation reaction is also possible. These observations clearly show that the thioacetal functionality is not a suitable protecting group against alkyllithiums for aromatic carbonyl compounds.