(6R/S,10R/S)-2,6,10-trimethyl-2-tridecene | 328408-68-0

• 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: (6R/S,10R/S)-2,6,10-trimethyl-2-tridecene
• 英文别名: 2,6,10-Trimethyltridec-2-ene；2,6,10-trimethyltridec-2-ene
• CAS: 328408-68-0
• 化学式: C₁₆H₃₂
• 分子量: 224.43
• InChiKey: ABYCRRALOFGNJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (6R/S,10R/S)-2,6,10-trimethyl-2-tridecene 在 platinum(IV) oxide 叔丁基过氧化氢 、 sodium tetrahydroborate 、 selenium(IV) oxide 、 水杨酸 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 20.0 ℃ 、172.37 kPa 条件下， 反应 33.25h， 生成 (2R/S,6R/S,10R/S)-2,6,10-trimethyltridecan-1-ol
  参考文献：
  名称：

  摘要：

  Methyl 2,6,10-trimethyltridecanoate (1) and methyl 2,6,10-trimethyldodecanoate (2) have been identified as male-produced sex pheromones of the Brazilian soybean stink bugs Euschistus heros (F.) and Piezodorus guildinii (Westwood). In order to establish a defined attractive blend for both species, compounds 1 and 2 were synthesized as mixtures of stereoisomers to be employed in behavior bioassays. (+/-)-Citronellol (3) was utilized as starting material. and the syntheses was carried out in six steps with good overall yield. When tested alone, synthetic compounds 1 and 2 proved to be active in a two-choice olfactometer: however, a 20:1 mixture of 1 and 2 was much more attractive to E. heros females. A similar blend had been found among the headspace volatiles of males.

  DOI：

  10.1023/a:1026433608967
• 作为产物：
  描述：

  2-甲基-1-戊醇 在 溴 、 magnesium 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 (6R/S,10R/S)-2,6,10-trimethyl-2-tridecene
  参考文献：
  名称：

  摘要：

  Methyl 2,6,10-trimethyltridecanoate (1) and methyl 2,6,10-trimethyldodecanoate (2) have been identified as male-produced sex pheromones of the Brazilian soybean stink bugs Euschistus heros (F.) and Piezodorus guildinii (Westwood). In order to establish a defined attractive blend for both species, compounds 1 and 2 were synthesized as mixtures of stereoisomers to be employed in behavior bioassays. (+/-)-Citronellol (3) was utilized as starting material. and the syntheses was carried out in six steps with good overall yield. When tested alone, synthetic compounds 1 and 2 proved to be active in a two-choice olfactometer: however, a 20:1 mixture of 1 and 2 was much more attractive to E. heros females. A similar blend had been found among the headspace volatiles of males.

  DOI：

  10.1023/a:1026433608967

文献信息

• Suzuki, Takahisa, Agricultural and Biological Chemistry, 1981, vol. 45, # 11, p. 2641 - 2644
  作者：Suzuki, Takahisa

  DOI：——

  日期：——
• ——
  作者：Paulo H. G. Zarbin

  DOI：10.1023/a:1026433608967

  日期：——

  Methyl 2,6,10-trimethyltridecanoate (1) and methyl 2,6,10-trimethyldodecanoate (2) have been identified as male-produced sex pheromones of the Brazilian soybean stink bugs Euschistus heros (F.) and Piezodorus guildinii (Westwood). In order to establish a defined attractive blend for both species, compounds 1 and 2 were synthesized as mixtures of stereoisomers to be employed in behavior bioassays. (+/-)-Citronellol (3) was utilized as starting material. and the syntheses was carried out in six steps with good overall yield. When tested alone, synthetic compounds 1 and 2 proved to be active in a two-choice olfactometer: however, a 20:1 mixture of 1 and 2 was much more attractive to E. heros females. A similar blend had been found among the headspace volatiles of males.