1-(2,2-bis(ethylthio)ethyl)benzene | 60340-45-6

• 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: 1-(2,2-bis(ethylthio)ethyl)benzene
• 英文别名: phenyl-acetaldehyde diethyldithioacetal；Phenyl-acetaldehyd-diaethyldithioacetal；1,1-Bis(ethylthio)-2-phenylethane；2,2-bis(ethylsulfanyl)ethylbenzene
• CAS: 60340-45-6
• 化学式: C₁₂H₁₈S₂
• 分子量: 226.407
• InChiKey: QMBKXDUNSUHSHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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-(2,2-bis(ethylthio)ethyl)benzene 在 Clayan 作用下， 反应 0.03h， 以86%的产率得到苯乙醛
  参考文献：
  名称：

  Microwave Thermolysis Vi : A Rapid and General Method for Dethioacetalization Using “Clayan” in Dry Media

  摘要：

  A variety of thioacetals, dithiolanes and dithianes are deprotected into their carbonyl compounds using clay supported ammonium nitrate "Clayan" under microwave irradiation. The present method avoids the use of toxic oxidants and excess of solvent.

  DOI：

  10.1080/00397919908086080
• 作为产物：
  描述：

  苯乙醛 、 乙硫醇 在 hafnium(IV) trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以99%的产率得到1-(2,2-bis(ethylthio)ethyl)benzene
  参考文献：
  名称：

  Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds

  摘要：

  A range of carbonyl compounds including aliphatic and aromatic aldehydes and ketones were converted to the corresponding thioacetals in high yields in the presence of a catalytic amount of hafnium trifluoromethanesulfonate (0.1 mol %, room temperature), The mild conditions tolerated various sensitive functional and protecting groups and were racemization-free when applied to alpha-aminoaldehydes. Transacetalization and chemoselective thioacetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones were also documented.

  DOI：

  10.1021/jo8021988

文献信息

• The Formation of Vinyl Sulfides by the Cleavage of the Carbon-Sulfur Bond in Dithioacetals with CuCl₂
  作者：Tatsuo Oida、Shigeo Tanimoto、Hideyuki Ikehira、Masaya Okano

  DOI：10.1246/bcsj.56.959

  日期：1983.3

  elimination of arene- and alkanethiol from diaryl and dialkyl dithioacetals, in the presence of copper(I) or copper(II) salt plus tertiary amine, to produce the corresponding aryl and alkyl vinyl sulfides, respectively, has been studied. The employment of a combination of 2 mol equiv. of CuCl2 and 2 mol equiv. of N,N-diisopropylethylamine is most favorable.

  已经研究了在铜 (I) 或铜 (II) 盐和叔胺的存在下，从二芳基和二烷基二硫代缩醛中消除芳烃和烷硫醇，分别生成相应的芳基和烷基乙烯基硫化物。使用 2 mol 当量的组合。CuCl2 和 2 mol 当量。N,N-二异丙基乙胺是最有利的。
• Silica-supported phosphorus pentoxide: a reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions
  作者：Hamid Reza Shaterian、Kobra Azizi、Nafiseh Fahimi

  DOI：10.1080/17415993.2010.542155

  日期：2011.2.1

  Phosphorus pentoxide supported on silica gel (P2O5/SiO2) efficiently acts as a highly active and reusable catalyst for cyclic and non-cyclic S,S-acetalization of a variety of carbonyl compounds under mild, solvent-free and ambient conditions. This method offers significant advantages such as high conversion, clean work-up, short reaction times and simplicity in operation.[GRAPHICS].
• Addition of Ethyl Mercaptan to Acetylenic Compounds¹
  作者：A. T. BLOMQUIST、JOSEPH WOLINSKY

  DOI：10.1021/jo01098a014

  日期：1958.4
• Clay supported ammonium nitrate “Clayan”: A mild and eco-friendly reagent for dethioacetalization
  作者：H.M. Meshram、Gondi Sudershan Reddy、J.S. Yadav

  DOI：10.1016/s0040-4039(97)10349-5

  日期：1997.12

  A variety of thioacetals and dithianes are deprotected into their carbonyl compounds in mild conditions using clay supported ammonium nitrate. The fertilizing nature of ammonium nitrate makes the procedure environmentally safe. (C) 1997 Elsevier Science Ltd.
• OIDA, TATSUO;TANIMOTO, SHIGEO;IKEHIRA, HIDEYUKI;OKANO, MASAYA, BULL. CHEM. SOC. JAP., 1983, 56, N 3, 959-960
  作者：OIDA, TATSUO、TANIMOTO, SHIGEO、IKEHIRA, HIDEYUKI、OKANO, MASAYA

  DOI：——

  日期：——