1-(4-Hexyl-phenyl)-2-phenylselanyl-propan-1-one | 131906-71-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-Hexyl-phenyl)-2-phenylselanyl-propan-1-one
• 英文别名: 1-(4-hexylphenyl)-2-phenylselanylpropan-1-one
• CAS: 131906-71-3
• 化学式: C₂₁H₂₆OSe
• 分子量: 373.397
• InChiKey: PBXFXSZMWYADNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.83
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-Hexyl-phenyl)-2-phenylselanyl-propan-1-one 在 sodium periodate 、 对叔丁基邻苯二酚 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 26.0h， 生成 benzyl (cis-6-(4-hexylbenzoyl)-cis-4-(phenylsulfonyl)-2-cyclohexen-1-yl)carbamate
  参考文献：
  名称：

  Diels-Alder reactions of a surfactant 1,3-diene

  摘要：

  The ability of aqueous micelles and reversed micelles to control the regiochemistry of Diels-Alder reactions of (E,E)-6-[[[[4-[(4-hexylphenyl)sulfonyl]-1,3-butadienyl]amino] carbonyl]oxy]-N,N,N-trimethyl-1-hexanaminium bromide (4) and 1-(4-hexylphenyl)-2-propen-1-one (2b) was evaluated. If 2b and 4 were to react within the micelles in their preferred orientations, cycloadduct 10 would result, as opposed to 6-[[[[cis-6-(4-hexylbenzoyl)-cis-4-[(4-hexylphenyl)sulfonyl]-2-cyclohexen-1-yl]amino]carbonyl]oxy]-N,N,N-trimethyl-1-hexanaminium bromide (7b) and its exo isomer 8b, the theoretically predicted products actually obtained. The orientational effects in the aggregates were not strong enough to overcome the reaction's intrinsically preferred regiochemistry.

  DOI：

  10.1021/jo00007a041
• 作为产物：
  描述：

  苯基氯化硒 、 1-(4-hexyl-phenyl)-propan-1-one 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 24.0h， 生成 1-(4-Hexyl-phenyl)-2-phenylselanyl-propan-1-one
  参考文献：
  名称：

  Diels-Alder reactions of a surfactant 1,3-diene

  摘要：

  The ability of aqueous micelles and reversed micelles to control the regiochemistry of Diels-Alder reactions of (E,E)-6-[[[[4-[(4-hexylphenyl)sulfonyl]-1,3-butadienyl]amino] carbonyl]oxy]-N,N,N-trimethyl-1-hexanaminium bromide (4) and 1-(4-hexylphenyl)-2-propen-1-one (2b) was evaluated. If 2b and 4 were to react within the micelles in their preferred orientations, cycloadduct 10 would result, as opposed to 6-[[[[cis-6-(4-hexylbenzoyl)-cis-4-[(4-hexylphenyl)sulfonyl]-2-cyclohexen-1-yl]amino]carbonyl]oxy]-N,N,N-trimethyl-1-hexanaminium bromide (7b) and its exo isomer 8b, the theoretically predicted products actually obtained. The orientational effects in the aggregates were not strong enough to overcome the reaction's intrinsically preferred regiochemistry.

  DOI：

  10.1021/jo00007a041

文献信息

• JAEGER, DAVID A.;SHINOZAKI, HIRAKU;GOODSON, PATRICIA A., J. ORG. CHEM., 56,(1991) N, C. 2482-2489
  作者：JAEGER, DAVID A.、SHINOZAKI, HIRAKU、GOODSON, PATRICIA A.

  DOI：——

  日期：——