benzhydryl-octyl sulfide | 102445-61-4

• 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: benzhydryl-octyl sulfide
• 英文别名: Benzhydryl-octyl-sulfid；[Octylsulfanyl(phenyl)methyl]benzene
• CAS: 102445-61-4
• 化学式: C₂₁H₂₈S
• 分子量: 312.519
• InChiKey: MTKKWTSNBPECPA-UHFFFAOYSA-N

物化性质

• 沸点：
  411.9±14.0 °C(Predicted)
• 密度：
  0.990±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  benzhydryl-octyl sulfide 在 碘 作用下， 以 二氯甲烷 为溶剂， 生成 二正辛基二硫
  参考文献：
  名称：

  An efficient and chemoselective method for protection of thiols catalyzed by aluminumdodecatungstophosphate (AlPW12O40), as a highly water tolerant Lewis acid catalyst

  摘要：

  Protection of various thiols with diphenylmethanol was achieved in high yields at room temperature using catalytic amounts of AlPW12O40 in CH2Cl2. In the presence of this catalyst, protection of SH versus OH was achieved with high chemo-selectivity and yields. The catalyst can be easily recovered and reused. Deprotection of DPM thioethers was also achieved using molecular iodine at reflux in CH2Cl2 in high yields. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2005.02.071
• 作为产物：
  描述：

  二苯甲醇 、 1-辛硫醇 在 aluminium dodecatungsten phosphate 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以86%的产率得到benzhydryl-octyl sulfide
  参考文献：
  名称：

  An efficient and chemoselective method for protection of thiols catalyzed by aluminumdodecatungstophosphate (AlPW12O40), as a highly water tolerant Lewis acid catalyst

  摘要：

  Protection of various thiols with diphenylmethanol was achieved in high yields at room temperature using catalytic amounts of AlPW12O40 in CH2Cl2. In the presence of this catalyst, protection of SH versus OH was achieved with high chemo-selectivity and yields. The catalyst can be easily recovered and reused. Deprotection of DPM thioethers was also achieved using molecular iodine at reflux in CH2Cl2 in high yields. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2005.02.071

文献信息

• Rapid formation of diphenylmethyl ethers and thioethers using microwave irradiation and protic ionic liquids
  作者：Jarrad M. Altimari、Joshua P. Delaney、Linden Servinis、Jennifer S. Squire、Megan T. Thornton、Simren K. Khosa、Benjamin M. Long、Mark D. Johnstone、Cassandra L. Fleming、Frederick M. Pfeffer、Shane M. Hickey、Matthew P. Wride、Trent D. Ashton、Bronwyn L. Fox、Nolene Byrne、Luke C. Henderson

  DOI：10.1016/j.tetlet.2012.02.011

  日期：2012.4

  Using microwave irradiation and protic ionic liquids (pIL) as co-solvent and catalyst for the synthesis of several diphenylmethyl ethers was achieved. The desired ethers were isolated simply by filtration through a silica plug to remove the pIL and proceeded in high yields (60–98%). These reactions were extremely rapid (10–30 min) and occurred under mild conditions (80 °C). This protocol was also successfully

  使用微波辐射和质子离子液体（pIL）作为助溶剂和催化剂，合成了几种二苯甲基醚。只需通过硅胶塞过滤除去所需的pIL，即可分离出所需的醚，并以高收率（60-98％）进行。这些反应非常迅速（10–30分钟），并且在温和的条件下（80°C）发生。该方案也成功地应用于硫醚的合成。
• Reaction Rates by Distillation. VIII. The Alkylation of Aromatic Compounds by Benzyl Alcohols and Benzhydrols¹
  作者：Ernest F. Pratt、Harold J. E. Segrave

  DOI：10.1021/ja01529a029

  日期：1959.10
• An efficient and chemoselective method for protection of thiols catalyzed by aluminumdodecatungstophosphate (AlPW12O40), as a highly water tolerant Lewis acid catalyst
  作者：Habib Firouzabadi、Nasser Iranpoor、Abbas Ali Jafari

  DOI：10.1016/j.tetlet.2005.02.071

  日期：2005.4

  Protection of various thiols with diphenylmethanol was achieved in high yields at room temperature using catalytic amounts of AlPW12O40 in CH2Cl2. In the presence of this catalyst, protection of SH versus OH was achieved with high chemo-selectivity and yields. The catalyst can be easily recovered and reused. Deprotection of DPM thioethers was also achieved using molecular iodine at reflux in CH2Cl2 in high yields. (c) 2005 Published by Elsevier Ltd.