Butyl phenylsulfanylmethyl carbonate | 185145-46-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Butyl phenylsulfanylmethyl carbonate
• CAS: 185145-46-4
• 化学式: C₁₂H₁₆O₃S
• 分子量: 240.323
• InChiKey: LFSFGMIZBCCPJN-UHFFFAOYSA-N

物化性质

• 沸点：
  314.8±25.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Butyl phenylsulfanylmethyl carbonate 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到butyl chloromethyl carbonate
  参考文献：
  名称：

  Cleavage of Carbon--Sulfur Bonds in the Synthesis of alpha-Haloalkyl Carbonates.

  摘要：

  alpha-Chloroalkyl and alpha-bromoalkyl carbonates have been prepared by cleavage of alpha-arylthioalkyl carbonates with sulfuryl chloride or bromine, respectively. The alpha-arylthioalkyl carbonates are prepared by reaction of the hemithioacetal 1 with chloroformates or by a destannylative tin-Pummerer rearrangement of alpha-stannyl sulfoxides.

  DOI：

  10.3891/acta.chem.scand.50-1041
• 作为产物：
  描述：

  (phenylsulfinylmethyl) tri-n-butyltin 、 氯甲酸丁酯 反应 44.0h， 以40%的产率得到Butyl phenylsulfanylmethyl carbonate
  参考文献：
  名称：

  Cleavage of Carbon--Sulfur Bonds in the Synthesis of alpha-Haloalkyl Carbonates.

  摘要：

  alpha-Chloroalkyl and alpha-bromoalkyl carbonates have been prepared by cleavage of alpha-arylthioalkyl carbonates with sulfuryl chloride or bromine, respectively. The alpha-arylthioalkyl carbonates are prepared by reaction of the hemithioacetal 1 with chloroformates or by a destannylative tin-Pummerer rearrangement of alpha-stannyl sulfoxides.

  DOI：

  10.3891/acta.chem.scand.50-1041

文献信息

• Tin-Pummerer Rearrangement in the Synthesis of O,S-Acetal Derivatives.
  作者：Jostein Hatlelid、Tore Benneche、Kjell Undheim、Frode Rise、Michael P. Hartshorn、Manuela Merchán、Ward T. Robinson、Björn O. Roos、Claire Vallance、Bryan R. Wood

  DOI：10.3891/acta.chem.scand.51-1092

  日期：——

  alpha-Thioalkyl esters and carbonates have been prepared by a tin-Pummerer rearrangement in reactions of alpha-stannylated sulfoxides with acid chlorides or chloroformates, respectively. Acid chlorides have a higher reactivity than chloroformates in this reaction.
• Cleavage of Carbon--Sulfur Bonds in the Synthesis of alpha-Haloalkyl Carbonates.
  作者：Jostein Hatlelid、Tore Benneche、Kjell Undheim、Neucírio Ricardo de Azevedo、Pedro Henrique Ferri、Kristian Rønning Pedersen、Muhammed Nour Homsi、Frank K. H. Kuske、Monika Haugg、Nathalie Trabesinger-Rüf、Elmar G. Weinhold

  DOI：10.3891/acta.chem.scand.50-1041

  日期：——

  alpha-Chloroalkyl and alpha-bromoalkyl carbonates have been prepared by cleavage of alpha-arylthioalkyl carbonates with sulfuryl chloride or bromine, respectively. The alpha-arylthioalkyl carbonates are prepared by reaction of the hemithioacetal 1 with chloroformates or by a destannylative tin-Pummerer rearrangement of alpha-stannyl sulfoxides.