十五碳-14-烯-5-醇 | 612069-79-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 十五碳-14-烯-5-醇
• 英文名称: pentadec-14-en-5-ol
• 英文别名: 1-Pentadecen-11-ol；14-pentadecen-5-ol
• CAS: 612069-79-1
• 化学式: C₁₅H₃₀O
• 分子量: 226.403
• InChiKey: WYHQUYUIVLWBAM-UHFFFAOYSA-N

物化性质

• 沸点：
  287.1±8.0 °C(Predicted)
• 密度：
  0.841±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  十五碳-14-烯-5-醇 在 PdCl2(PPh3)2 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以95%的产率得到十五烷-5-酮
  参考文献：
  名称：

  微波辐射下铑和钌催化剂的氢转移型醇氧化

  摘要：

  在微波辐射下，丙烯酸甲酯和铑催化剂可将仲醇有效转化为相应的酮。在相同条件下处理伯醇会导致原料的回收。在微波辐射下，使用甲基乙烯基酮和钌催化剂通过氢转移反应将伯醇转化为醛。

  DOI：

  10.1016/j.tetlet.2003.10.032
• 作为产物：
  描述：

  10-十一烯-1-醇 在 sodium acetate 、 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 十五碳-14-烯-5-醇
  参考文献：
  名称：

  Products of Cytochrome P450_BioI (CYP107H1)-Catalyzed Oxidation of Fatty Acids

  摘要：

  [GRAPHICS]Oxidation of tetradecanoic and hexadecanoic acids by cytochrome P450(Biol) (CYP107H1) produces mainly the 11-, 12-, and 13-hydroxy C-14 fatty acids and the 11- to 15-hydroxy C-16 fatty acids, respectively. In contrast to previous reports, terminal hydroxylation is not observed. The enantiospecificity of fatty acid hydroxylation by P450(Biol) was also determined, and the enzyme was shown to be moderately selective for production of the (R)-alcohols.

  DOI：

  10.1021/ol035254e

文献信息

• Hydrogen transfer type oxidation of alcohols by rhodium and ruthenium catalyst under microwave irradiation
  作者：Masaaki Takahashi、Koichiro Oshima、Seijiro Matsubara

  DOI：10.1016/j.tetlet.2003.10.032

  日期：2003.12

  Secondary alcohols were converted into the corresponding ketones by methyl acrylate and rhodium catalyst efficiently under microwave irradiation. Treatment of primary alcohols with the same condition resulted in the recovery of the starting materials. Primary alcohols were converted into aldehydes by hydrogen transfer reaction using methyl vinyl ketone and ruthenium catalyst under microwave irradiation

  在微波辐射下，丙烯酸甲酯和铑催化剂可将仲醇有效转化为相应的酮。在相同条件下处理伯醇会导致原料的回收。在微波辐射下，使用甲基乙烯基酮和钌催化剂通过氢转移反应将伯醇转化为醛。
• Ohta, Hiromichi; Fujiwara, Hidenori; Tsuchihashi, Gen-ichi, Agricultural and Biological Chemistry, 1984, vol. 48, # 6, p. 1509 - 1516
  作者：Ohta, Hiromichi、Fujiwara, Hidenori、Tsuchihashi, Gen-ichi

  DOI：——

  日期：——
• Ruthenium-catalyzed Isomerization of Alkenol into Alkanone in Water under Irradiation of Microwaves
  作者：Kenichi Ishibashi、Masaaki Takahashi、Yutaka Yokota、Koichiro Oshima、Seijiro Matsubara

  DOI：10.1246/cl.2005.664

  日期：2005.5

  Ruthenium catalyzed isomerization of alkenol into alkanone through a migration of C–C double bond was performed in water under irradiation of microwaves. When the reaction was performed in deuterium oxide instead of water, the trail of the migration was shown by H–D exchange reaction.

  在微波照射下，以铑为催化剂，通过C–C双键迁移过程，在水相中实现了烯醇向烷酮的异构化。当反应在重水而非普通水环境中进行时，通过H–D交换反应揭示了双键迁移的路径。
• Products of Cytochrome P450_BioI (CYP107H1)-Catalyzed Oxidation of Fatty Acids
  作者：Max J. Cryle、Nick J. Matovic、James J. De Voss

  DOI：10.1021/ol035254e

  日期：2003.9.1

  [GRAPHICS]Oxidation of tetradecanoic and hexadecanoic acids by cytochrome P450(Biol) (CYP107H1) produces mainly the 11-, 12-, and 13-hydroxy C-14 fatty acids and the 11- to 15-hydroxy C-16 fatty acids, respectively. In contrast to previous reports, terminal hydroxylation is not observed. The enantiospecificity of fatty acid hydroxylation by P450(Biol) was also determined, and the enzyme was shown to be moderately selective for production of the (R)-alcohols.