(2R,4R)-1,5-Diiodo-2,4-dimethyl-pentan-3-ol | 683278-50-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (2R,4R)-1,5-Diiodo-2,4-dimethyl-pentan-3-ol
• CAS: 683278-50-4
• 化学式: C₇H₁₄I₂O
• 分子量: 367.997
• InChiKey: IOBPPKQGHOGIPO-WDSKDSINSA-N

物化性质

• 沸点：
  288.4±35.0 °C(Predicted)
• 密度：
  2.040±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  10.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,1-dimethoxy-2,2-diphenylethane 、 (2R,4R)-1,5-Diiodo-2,4-dimethyl-pentan-3-ol 在 对甲苯磺酸 作用下， 反应 24.0h， 以70%的产率得到[2-[(2R,4R)-1,5-diiodo-2,4-dimethylpentan-3-yl]oxy-1-phenylethenyl]benzene
  参考文献：
  名称：

  Stereoselection at the Steady State in Radical Cyclizations of Acyclic Systems Containing One Radical Acceptor and Two Precursors in a 1,5- Relationship under Pseudo-First-Order Conditions

  摘要：

  The first example of a successive kinetic resolution of acyclic diastereomeric radical intermediates in a 1,5-relationship under pseudo-first-order conditions is reported. A mechanistic model involves nonselective generation of the radical intermediates followed by different partitioning of these between two different chemical pathways. The "2,5-cis" selectivity in the radical cyclization step arises from transition geometries with the substituents aligned in pseudoequatorial positions.

  DOI：

  10.1021/jo035310p
• 作为产物：
  描述：

  (2R,3R,4S)-3,5-Isopropylidenedioxy-2,4-dimethylpentanal 在 咪唑 、 sodium tetrahydroborate 、 碘 、 对甲苯磺酸 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 46.0h， 生成 (2R,4R)-1,5-Diiodo-2,4-dimethyl-pentan-3-ol
  参考文献：
  名称：

  Stereoselection at the Steady State in Radical Cyclizations of Acyclic Systems Containing One Radical Acceptor and Two Precursors in a 1,5- Relationship under Pseudo-First-Order Conditions

  摘要：

  The first example of a successive kinetic resolution of acyclic diastereomeric radical intermediates in a 1,5-relationship under pseudo-first-order conditions is reported. A mechanistic model involves nonselective generation of the radical intermediates followed by different partitioning of these between two different chemical pathways. The "2,5-cis" selectivity in the radical cyclization step arises from transition geometries with the substituents aligned in pseudoequatorial positions.

  DOI：

  10.1021/jo035310p