3-(3-iodopropyl)-3-methylpent-4-en-2-one | 193818-70-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(3-iodopropyl)-3-methylpent-4-en-2-one
• 英文别名: 3-Ethenyl-6-iodo-3-methylhexan-2-one；3-ethenyl-6-iodo-3-methylhexan-2-one
• CAS: 193818-70-1
• 化学式: C₉H₁₅IO
• 分子量: 266.122
• InChiKey: MVCAJMCHNMYSSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  3-(3-iodopropyl)-3-methylpent-4-en-2-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以65%的产率得到3-Methyl-3-vinyl-hexan-2-ol
  参考文献：
  名称：

  On the mechanism of the intramolecular samarium Barbier reaction. Probes for formation of radical and organosamarium intermediates

  摘要：

  A new type of mechanistic probe for the intramolecular samarium Barbier reaction has been designed, and two different probe substrates have been investigated in detail. Remarkably, no unambiguous evidence could be obtained in favor of any of the obvious intermediates (free alkyl or alkoxy radicals, ketyls, organosamarium species) that are postulated for this reaction. Several possibilities for modified mechanisms are suggested. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00608-x
• 作为产物：
  描述：

  惕格酸 在 sodium iodide 、 lithium diisopropyl amide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 15.5h， 生成 3-(3-iodopropyl)-3-methylpent-4-en-2-one
  参考文献：
  名称：

  On the mechanism of the intramolecular samarium Barbier reaction. Probes for formation of radical and organosamarium intermediates

  摘要：

  A new type of mechanistic probe for the intramolecular samarium Barbier reaction has been designed, and two different probe substrates have been investigated in detail. Remarkably, no unambiguous evidence could be obtained in favor of any of the obvious intermediates (free alkyl or alkoxy radicals, ketyls, organosamarium species) that are postulated for this reaction. Several possibilities for modified mechanisms are suggested. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00608-x

文献信息

• On the mechanism of the intramolecular samarium Barbier reaction. Probes for formation of radical and organosamarium intermediates
  作者：Dennis P. Curran、Gu Xin、Wei Zhang、Paul Dowd

  DOI：10.1016/s0040-4020(97)00608-x

  日期：1997.7

  A new type of mechanistic probe for the intramolecular samarium Barbier reaction has been designed, and two different probe substrates have been investigated in detail. Remarkably, no unambiguous evidence could be obtained in favor of any of the obvious intermediates (free alkyl or alkoxy radicals, ketyls, organosamarium species) that are postulated for this reaction. Several possibilities for modified mechanisms are suggested. (C) 1997 Elsevier Science Ltd.