(E)-4-methylphenyl 1-deuterio-2-phenylethenyl sulfone | 204389-35-5

• 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: (E)-4-methylphenyl 1-deuterio-2-phenylethenyl sulfone
• CAS: 204389-35-5
• 化学式: C₁₅H₁₄O₂S
• 分子量: 259.333
• InChiKey: PIALZYNUNCIZLT-HUGHBFQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-4-methylphenyl 1-deuterio-2-phenylethenyl sulfone 在 重水 、 lithium perchlorate 作用下， 以 二甲基亚砜 为溶剂， 生成 、
  参考文献：
  名称：

  Electrochemical Reduction of Activated Olefins in Deuterated Solvents. II. A Regioselective Deuteriation Catalytic Process from alpha,beta-Ethylenic Aryl Sulfones.

  摘要：

  The title compounds were electrochemically reduced in aprotic dimethyl sulfoxide-d(6), acetonitrile-d(3), or organic solvents containing heavy water. When a catalytic amount of charge passed through the cell, alpha-deuteriation of olefins occurred in high yield. Since both chemical and electrochemically formed bases were found to be totally inefficient in the performance of such deuteriation, a radical chain process is tentatively proposed. During attempted total reduction of substrates, tetradeuteriated dimers were isolated, from which information on the reduction mode and coupling process can be obtained.

  DOI：

  10.3891/acta.chem.scand.52-0165
• 作为产物：
  描述：

  1-methyl-4-((2-phenylallyl)sulfonyl)benzene 在 重水 、 lithium perchlorate 作用下， 以 二甲基亚砜 为溶剂， 以95%的产率得到(E)-4-methylphenyl 1-deuterio-2-phenylethenyl sulfone
  参考文献：
  名称：

  Electrochemical Reduction of Activated Olefins in Deuterated Solvents. II. A Regioselective Deuteriation Catalytic Process from alpha,beta-Ethylenic Aryl Sulfones.

  摘要：

  The title compounds were electrochemically reduced in aprotic dimethyl sulfoxide-d(6), acetonitrile-d(3), or organic solvents containing heavy water. When a catalytic amount of charge passed through the cell, alpha-deuteriation of olefins occurred in high yield. Since both chemical and electrochemically formed bases were found to be totally inefficient in the performance of such deuteriation, a radical chain process is tentatively proposed. During attempted total reduction of substrates, tetradeuteriated dimers were isolated, from which information on the reduction mode and coupling process can be obtained.

  DOI：

  10.3891/acta.chem.scand.52-0165