6,10,13-trimethyltetradecan-2-one | 1443662-97-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,10,13-trimethyltetradecan-2-one
• 英文别名: 6,10,13-Trimethyltetradecan-2-one
• CAS: 1443662-97-2
• 化学式: C₁₇H₃₄O
• 分子量: 254.456
• InChiKey: MCSFHHJAWMFYRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  6,10-二甲基-5,9-十一双烯-2-酮 在 叔丁基过氧化氢 、 selenium(IV) oxide 、 正丁基锂 、 palladium 10% on activated carbon 、 氢气 、 sodium acetate 、 草酸 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 水 、 苯 为溶剂， -78.0~100.0 ℃ 、172.37 kPa 条件下， 反应 24.16h， 生成 6,10,13-trimethyltetradecan-2-one
  参考文献：
  名称：

  (6R,10S)-Pallantione: The First Ketone Identified as Sex Pheromone in Stink Bugs

  摘要：

  This work describes the structural elucidation of the sex pheromone of the soybean stink bug, Pallantia macunaima. The biological activity of the synthetic pheromone was demonstrated by behavioral and EAD experiments. Furthermore, the absolute configuration of the natural pheromone was determined as (6R,10S)-6,10,13-trimethyltetradecan-2-one. This is the first ketone identified as a male-produced sex pheromone in Pentatomidae, and the trivial name, pallantione, was assigned to this novel pheromone molecule.

  DOI：

  10.1021/ol400413w

文献信息

• (6<i>R</i>,10<i>S</i>)-Pallantione: The First Ketone Identified as Sex Pheromone in Stink Bugs
  作者：Carla F. Fávaro、Rafael A. Soldi、Tetsu Ando、Jeffrey R. Aldrich、Paulo H. G. Zarbin

  DOI：10.1021/ol400413w

  日期：2013.4.19

  This work describes the structural elucidation of the sex pheromone of the soybean stink bug, Pallantia macunaima. The biological activity of the synthetic pheromone was demonstrated by behavioral and EAD experiments. Furthermore, the absolute configuration of the natural pheromone was determined as (6R,10S)-6,10,13-trimethyltetradecan-2-one. This is the first ketone identified as a male-produced sex pheromone in Pentatomidae, and the trivial name, pallantione, was assigned to this novel pheromone molecule.