2-Isobutyl-2-methyl-[1,3]dithiane | 70580-38-0

• 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: 2-Isobutyl-2-methyl-[1,3]dithiane
• 英文别名: 2-Methyl-2-(2-methylpropyl)-1,3-dithiane
• CAS: 70580-38-0
• 化学式: C₉H₁₈S₂
• 分子量: 190.374
• InChiKey: YRVNNFGAGCKBQS-UHFFFAOYSA-N

物化性质

• 沸点：
  256.1±23.0 °C(Predicted)
• 密度：
  0.977±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  2-Isobutyl-2-methyl-[1,3]dithiane 在 clay supported ammonium nitrate "Clayan" 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 以89%的产率得到4-甲基-2-戊酮
  参考文献：
  名称：

  Clay supported ammonium nitrate “Clayan”: A mild and eco-friendly reagent for dethioacetalization

  摘要：

  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.

  DOI：

  10.1016/s0040-4039(97)10349-5
• 作为产物：
  描述：

  1,3-丙二硫醇 、 4-甲基-2-戊酮 在 alumina-sulfuric acid 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以86%的产率得到2-Isobutyl-2-methyl-[1,3]dithiane
  参考文献：
  名称：

  Chemoselective Dithioacetalization and Oxathioacetalization of Carbonyl Compounds Using Alumina Sulfuric Acid as Catalyst

  摘要：

  Carbonyl compounds have been successfully converted into their corresponding dithiolane, dithiane, and oxathiolane derivatives using a catalytic amount of alumina sulfuric acid (Al2O3-SO3H) with excellent yields at room temperature in short reaction times under mild conditions. This simple method is a highly chemoselective procedure for protection of aldehydes in the presence of ketones, and the heterogeneous catalyst can be recovered and reused several times without any loss of its activity.

  DOI：

  10.1080/00397910802272022

文献信息

• Microwave Thermolysis Vi : A Rapid and General Method for Dethioacetalization Using “Clayan” in Dry Media
  作者：H. M. Meshram、Gondi Sudershan Reddy、G. Sumitra、J. S. Yadav

  DOI：10.1080/00397919908086080

  日期：1999.4

  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.
• 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.
• Chemoselective Dithioacetalization and Oxathioacetalization of Carbonyl Compounds Using Alumina Sulfuric Acid as Catalyst
  作者：Hamid Reza Shaterian、Asghar Hosseinian、Majid Ghashang

  DOI：10.1080/00397910802272022

  日期：2008.11.3

  Carbonyl compounds have been successfully converted into their corresponding dithiolane, dithiane, and oxathiolane derivatives using a catalytic amount of alumina sulfuric acid (Al2O3-SO3H) with excellent yields at room temperature in short reaction times under mild conditions. This simple method is a highly chemoselective procedure for protection of aldehydes in the presence of ketones, and the heterogeneous catalyst can be recovered and reused several times without any loss of its activity.
• A Convenient Method for Dethioacetalization of 1,3-Dithiolanes and 1,3-Dithianes Using Benzyltriphenylphosphonium Peroxymonosulfate in Aprotic Solvent
  作者：A. R. Hajipour、S. E. Mallakpour、I. Mohammadpoor-Baltork、H. Adibi

  DOI：10.1080/10426500214884

  日期：2002.12.1

  Benzyltriphenylphosphonium peroxymonosulfate in the presence of bismuth chloride was found to be an efficient and mild reagent for the dethioacetalization of 1,3-dithiolanes and 1,3-dithianes to the corresponding carbonyl compounds under aprotic conditions.