dodec-2-en-4-ol | 302590-36-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dodec-2-en-4-ol
• CAS: 302590-36-9
• 化学式: C₁₂H₂₄O
• 分子量: 184.322
• InChiKey: BJCSERFEWVMCMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dodec-2-en-4-ol 生成 (S)-(-)-dodec-2-en-4-ol 、 (R)-(+)-dodec-2-en-4-ol
  参考文献：
  名称：

  Highly stereoselective allylic ethylation with alkoxytitanacyclopropane reagents. Synthesis of (1R/S,7R)-1,7-dimethylnonyl propanoate, the Western corn rootworm sex attractant

  摘要：

  Allylic ethylation of 2-((E)-dodec-2-en-4-yloxy)tetrahydro-2H-pyran with ethylmagnesium bromide in the presence of titanium(IV) isopropoxide proceeds Via a S(N)2' pathway to afford (E)-3-methyltridec-4-ene with excellent syn-diastereoselecivity. This transformation is used as a key step in the synthesis of (1R/S,7R)- 1,7-dimethylnonyl propanoate, the Western corn rootworm (Diabrotica virgifera virgifera) sex attractant. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2008.08.063
• 作为产物：
  描述：

  (E)-Dodec-2-en-4-one 在 sodium tetrahydroborate 、 magnesium chloride 作用下， 以 甲醇 为溶剂， 以99%的产率得到dodec-2-en-4-ol
  参考文献：
  名称：

  A Facile and Selective 1,2-Reduction of Conjugated Ketones with NaBH₄in the Presence of CaCl₂

  摘要：

  CaCl2是一种有效的催化剂，用于在甲醇溶液中通过NaBH4实现α-烯酮的区域选择性1,2-还原。

  DOI：

  10.1246/cl.1991.1847

文献信息

• A Facile and Selective 1,2-Reduction of Conjugated Ketones with NaBH₄in the Presence of CaCl₂
  作者：Hideaki Fujii、Koichiro Oshima、Kiitiro Utimoto

  DOI：10.1246/cl.1991.1847

  日期：1991.10

  CaCl2 ia an efficient catalyst for the regioselective 1,2-reduction of α-enones with NaBH4 in methanol solution.

  CaCl2是一种有效的催化剂，用于在甲醇溶液中通过NaBH4实现α-烯酮的区域选择性1,2-还原。
• Highly stereoselective allylic ethylation with alkoxytitanacyclopropane reagents. Synthesis of (1R/S,7R)-1,7-dimethylnonyl propanoate, the Western corn rootworm sex attractant
  作者：Vladimir E. Isakov、Oleg G. Kulinkovich

  DOI：10.1016/j.tetlet.2008.08.063

  日期：2008.12

  Allylic ethylation of 2-((E)-dodec-2-en-4-yloxy)tetrahydro-2H-pyran with ethylmagnesium bromide in the presence of titanium(IV) isopropoxide proceeds Via a S(N)2' pathway to afford (E)-3-methyltridec-4-ene with excellent syn-diastereoselecivity. This transformation is used as a key step in the synthesis of (1R/S,7R)- 1,7-dimethylnonyl propanoate, the Western corn rootworm (Diabrotica virgifera virgifera) sex attractant. (C) 2008 Published by Elsevier Ltd.