8-氧代十四烷酸 | 39747-88-1

• 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: 8-氧代十四烷酸
• 英文名称: 8-Oxotetradecanoic acid
• 英文别名: 8-Oxotetradecansaeure
• CAS: 39747-88-1
• 化学式: C₁₄H₂₆O₃
• 分子量: 242.359
• InChiKey: WVTQGCAFSDHWMP-UHFFFAOYSA-N

物化性质

• 沸点：
  391.3±25.0 °C(Predicted)
• 密度：
  0.964±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P330,P362,P403+P233,P501
• 危险性描述：
  H302,H312,H332

反应信息

• 作为反应物：
  描述：

  8-氧代十四烷酸 在 palladium on activated charcoal 、 benzoylchlorobis(triphenylphosphine)palladium(II) 草酰氯 、 potassium tert-butylate 、 氢气 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 25.0 ℃ 、133.32 Pa 条件下， 反应 236.5h， 生成 N⁴-Deshydroxyneoenactin
  参考文献：
  名称：

  Synthesis of the Antifungal Agent Neoenactin A and Its N-Deshydroxy Derivative

  摘要：

  The first total and unequivocal syntheses of neoenactin A (1, NE A) as well as its N-deshydroxy analog 2 are described. The two key steps in the syntheses were the oxidative cleavage of an appropriate olefin 8a to yield the desired keto acid 9 and the Michael addition of serinehydroxamates 11 or 12 to the appropriate vinyl ketone 10. Biological activity of 1 and 2 against Escherichia coli and several fungi has been investigated.

  DOI：

  10.1021/jo00081a027
• 作为产物：
  描述：

  1-n-hexylcyclooctanol 在 ruthenium trichloride 、 sodium periodate 、 对甲苯磺酸 作用下， 生成 8-氧代十四烷酸
  参考文献：
  名称：

  Synthesis of the Antifungal Agent Neoenactin A and Its N-Deshydroxy Derivative

  摘要：

  The first total and unequivocal syntheses of neoenactin A (1, NE A) as well as its N-deshydroxy analog 2 are described. The two key steps in the syntheses were the oxidative cleavage of an appropriate olefin 8a to yield the desired keto acid 9 and the Michael addition of serinehydroxamates 11 or 12 to the appropriate vinyl ketone 10. Biological activity of 1 and 2 against Escherichia coli and several fungi has been investigated.

  DOI：

  10.1021/jo00081a027

文献信息

• Hembrock, Annegret; Schaefer, Hans J.; Zimmermann, Gesine, Angewandte Chemie, 1985, vol. 97, # 12, p. 1048 - 1049
  作者：Hembrock, Annegret、Schaefer, Hans J.、Zimmermann, Gesine

  DOI：——

  日期：——
• GULACAR, FAZIL O.;BUCHS, ARMAND;SUSINI, ALBERTO, J. CHROMATOGR., 479,(1989) N, C. 61-72
  作者：GULACAR, FAZIL O.、BUCHS, ARMAND、SUSINI, ALBERTO

  DOI：——

  日期：——
• Synthesis of the Antifungal Agent Neoenactin A and Its N-Deshydroxy Derivative
  作者：Ihab S. Darwish、Marvin J. Miller

  DOI：10.1021/jo00081a027

  日期：1994.1

  The first total and unequivocal syntheses of neoenactin A (1, NE A) as well as its N-deshydroxy analog 2 are described. The two key steps in the syntheses were the oxidative cleavage of an appropriate olefin 8a to yield the desired keto acid 9 and the Michael addition of serinehydroxamates 11 or 12 to the appropriate vinyl ketone 10. Biological activity of 1 and 2 against Escherichia coli and several fungi has been investigated.