(E)-12-hydroxydodec-4-enoic acid | 248957-51-9

• 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: (E)-12-hydroxydodec-4-enoic acid
• CAS: 248957-51-9
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: XXRFXWIHDFBDRD-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  15.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-12-hydroxydodec-4-enoic acid 在 正丁基锂 、 双氧水 、 二异丙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 11.42h， 生成 (2Z,4E)-dodeca-2,4-dien-12-olide
  参考文献：
  名称：

  Organoselenium-Assisted Route to Conjugated Dienoic Macrolides. Synthesis of (Z)-Dodec-3-en-12-olide, a Pheromone of the Flat Grain Beetle Cryptolestes pusillus (Coleoptera: Cucujidae).

  摘要：

  Oxidative elimination of the arylseleno group in (E)-2-(4-methoxyphenylseleno) dodec-4-en-12-olide gave(2Z, 4E)-dodeca-2,4-diene-12-olide which on 1,4-cis-hydrogenation over (eta(6)-naphthalene) tricarbonylchromium afforded the title pheromone. (E)-2-(4-Methoxyphenylseleno) dodec-4-en-12-olide was best prepared by macrolactonization of the corresponding omega-hydroxy acid.

  DOI：

  10.3891/acta.chem.scand.53-0611
• 作为产物：
  描述：

  辛醛,8-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]- 在 丙酸 氢氧化钾 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 13.0h， 生成 (E)-12-hydroxydodec-4-enoic acid
  参考文献：
  名称：

  Organoselenium-Assisted Route to Conjugated Dienoic Macrolides. Synthesis of (Z)-Dodec-3-en-12-olide, a Pheromone of the Flat Grain Beetle Cryptolestes pusillus (Coleoptera: Cucujidae).

  摘要：

  Oxidative elimination of the arylseleno group in (E)-2-(4-methoxyphenylseleno) dodec-4-en-12-olide gave(2Z, 4E)-dodeca-2,4-diene-12-olide which on 1,4-cis-hydrogenation over (eta(6)-naphthalene) tricarbonylchromium afforded the title pheromone. (E)-2-(4-Methoxyphenylseleno) dodec-4-en-12-olide was best prepared by macrolactonization of the corresponding omega-hydroxy acid.

  DOI：

  10.3891/acta.chem.scand.53-0611

文献信息

• CONDENSATION POLYMERS WITH MODIFIED PROPERTIES
  申请人：Graichen Florian Hans Maximilian

  公开号：US20110136988A1

  公开（公告）日：2011-06-09

  The present invention relates to a method of preparing a polymer composition, the method comprising melt mixing an aliphatic condensation polymer with a cyclic ester of general formula (I) where X is an optionally substituted aliphatic hydrocarbon having 2 or more carbon atoms present in the cycle.
• Organoselenium-Assisted Route to Conjugated Dienoic Macrolides. Synthesis of (Z)-Dodec-3-en-12-olide, a Pheromone of the Flat Grain Beetle Cryptolestes pusillus (Coleoptera: Cucujidae).
  作者：Andrei A. Vasiľev、Lars Engman、Edward P. Serebryakov、María I. Arriortua、Margareta Björkman、Benita H. Forngren、Tobias Forngren、Per Hartvig、Karin Markides、Ulrika Yngve、Mattias Ögren

  DOI：10.3891/acta.chem.scand.53-0611

  日期：——

  Oxidative elimination of the arylseleno group in (E)-2-(4-methoxyphenylseleno) dodec-4-en-12-olide gave(2Z, 4E)-dodeca-2,4-diene-12-olide which on 1,4-cis-hydrogenation over (eta(6)-naphthalene) tricarbonylchromium afforded the title pheromone. (E)-2-(4-Methoxyphenylseleno) dodec-4-en-12-olide was best prepared by macrolactonization of the corresponding omega-hydroxy acid.