5,6-dihydroxyhexadecanoic acid | 231630-38-9

• 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: 5,6-dihydroxyhexadecanoic acid
• 英文别名: dl-erythro-5,6-dihydroxyhexadecanoic acid
• CAS: 231630-38-9
• 化学式: C₁₆H₃₂O₄
• 分子量: 288.428
• InChiKey: FPECPZMZBLYRJL-UHFFFAOYSA-N

物化性质

• 熔点：
  135-138 °C
• 沸点：
  455.2±35.0 °C(Predicted)
• 密度：
  1.019±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,6-dihydroxyhexadecanoic acid 生成 6-acetoxy-5-hexadecanolide
  参考文献：
  名称：

  LAURENCE, B. R.;PICKETT, J. A.

  摘要：

  DOI：
• 作为产物：
  描述：

  5-(Z,E)-hexadecenoic acid 在 potassium dioxotetrahydroxoosmate(VI) 、 potassium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 丙酮 、 叔丁醇 为溶剂， 反应 12.0h， 以90%的产率得到5,6-dihydroxyhexadecanoic acid
  参考文献：
  名称：

  Oviposition Responses of Culex pipiens to a Synthetic Racemic Culex quinquefasciatus Oviposition Aggregation Pheromone

  摘要：

  The oviposition pheromone of Culex quinquefasciatus was synthesized in a racemic form in a simple (five steps), efficient, high yielding (45% total yield), and low cost way (use of relatively low cost reagents). Our synthetic racemic pheromone (SRP) was tested in the laboratory for its bioactivity on Culex pipiens biotype molestus, which is a member of the species complex that Culex quinquefasciatus belongs. In the testing conditions, bioactivity at the doses of 0.01, 0.1, 1, and 10 mu g per cage was found with the best bioactivity achieved at 1 mu g per cage. The effectiveness of our SRP offers a capable tool for improving mosquito oviposition traps for surveillance or even control programs.

  DOI：

  10.1021/jf0504871

文献信息

• Pheromones
  申请人：National Research Development Corp.

  公开号：US04803289A1

  公开（公告）日：1989-02-07

  Compounds of formula ##STR1## in which R represents hydrogen, formyl or an alkanoyl group of two to twenty-five carbon atoms and R' represents an alkyl group of one to thirty-five carbon atoms are of value as mosquito attractants, mosquitoes being attracted to a location where they and/or their eggs or larvae are then destroyed.

  化合物的化学式为##STR1##，其中R代表氢、甲酰或碳原子数为2至25的烷酰基，R'代表碳原子数为1至35的烷基基团，具有作为蚊子引诱剂的价值，蚊子会被吸引到一个地点，然后它们和/或它们的卵或幼虫会被摧毁。
• erythro-6-Acetoxy-5-hexadecanolide, the major component of a mosquito oviposition attractant pheromone
  作者：Brian R. Laurence、John A. Pickett

  DOI：10.1039/c39820000059

  日期：——

  The major component of the oviposition attractant pheromone from the apical droplet of eggs of the mosquito Culex pipiens fatigans is shown by g.l.c.–mass spectrometry, microchemical methods, and synthesis to be erythro-6-acetoxy-5-hexadecanolide (1); laboratory tests have demonstrated the activity of synthetic (1).

  glc-mass光谱法，微化学方法和合成方法表明，蚊香蚊卵顶端液滴中的产卵引诱剂信息素的主要成分是赤型-6-乙酰氧基-5-十六烷化物（1）。实验室测试证明了合成的活性（1）。
• Improvements in or relating to pheromones
  申请人：NATIONAL RESEARCH DEVELOPMENT CORPORATION

  公开号：EP0078641A1

  公开（公告）日：1983-05-11

  Compounds of formula in which R represents hydrogen, formyl or an alkanoyl group of two to twenty-five carbon atoms and R' represents an alkyl group of one to thirty-five carbon atoms are of value as mosquito attractants, mosquitos being attracted to a location where they and/or their eggs or larvae are then destroyed.

  式中 R 代表氢、甲酰基或二至二十五个碳原子的烷酰基，R' 代表一至三十五个碳原子的烷基的化合物具有吸引蚊虫的价值，蚊虫会被吸引到一个地方，然后它们和/或它们的卵或幼虫会在那里被消灭。
• LAURENCE, B. R.;PICKETT, J. A.
  作者：LAURENCE, B. R.、PICKETT, J. A.

  DOI：——

  日期：——
• KUNUGIMOTO, ITSUO;JOSIDZAVA, TORU
  作者：KUNUGIMOTO, ITSUO、JOSIDZAVA, TORU

  DOI：——

  日期：——