(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl propanoate | 59550-34-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl propanoate
• 英文别名: lavandulyl propionate；(-)-(R)-lavanduyl propionate
• CAS: 59550-34-4
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: NQCUUXYGJVLXAT-LBPRGKRZSA-N

物化性质

• 沸点：
  248.2±19.0 °C(Predicted)
• 密度：
  0.893±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  熏衣草醇 、 丙酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl propanoate
  参考文献：
  名称：

  Identification of the Sex Pheromone of the Mealybug Dysmicoccus grassii Leonardi

  摘要：

  Studies about the sex pheromone of the mealybug Dysmicoccus grassii, a main pest of Canary Islands banana cultivars, showed strong evidence that (-)-(R)-lavandulyl propionate and acetate in a 6:1 ratio are principal components of it. Volatile collection and GC-MS analysis from aeration of virgin females allowed the structural elucidation of the compounds. The activity and stereochemistry of both substances were established by means of relative attraction of mealybug males to synthetic standards in competitive Petri dish bioassays. (R)-Lavandulyl propionate induced a stronger attractive effect when compared to (R)-lavandulyl acetate. The attractiveness of the mixture of the two compounds at the original source ratio showed no statistically significant difference from that of the sum of each of the single compounds alone, suggesting that both components are not synergistic but additive.

  DOI：

  10.1021/jf304065d