Z-8-dodecenal | 139909-65-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Z-8-dodecenal
• 英文别名: (Z)-8-Dodecenal；(Z)-dodec-8-enal
• CAS: 139909-65-2
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: GDNSCKFMUMBMIC-PLNGDYQASA-N

物化性质

• 沸点：
  261.7±19.0 °C(Predicted)
• 密度：
  0.837±0.06 g/cm3(Predicted)
• LogP：
  4.639 (est)
• 保留指数：
  1382.5

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  乙烯酮 、 Z-8-dodecenal 以 二甲基亚砜 为溶剂， 反应 2.0h， 以54%的产率得到
  参考文献：
  名称：

  New mimics of the acetate function in pheromone-based attraction

  摘要：

  Several analogues of (Z)-8-dodecenyl acetate (1a), the major pheromone component of the Oriental fruit moth, Cydia molesta, with chloroformate and lactone functional groups in place of the acetate moiety, were synthesized and investigated for their biological activity at four evaluation levels, i.e. by electroantennography (EAG), electrosensillography (ESG), short-range sexual stimulation and activation in the flight-tunnel. We found very strict requirements on the shape as well as on the electron distribution of the acetate group for a productive interaction with the receptor. The behavioral results showed that, among the analogues investigated, the chloroformate 1b, alken-4-olide 2a and also dodecyl acetate (1c) possess significant (60-85%) inhibitory activities. Based on electrophysiological evidence demonstrating that (i) only 1b is competing with the major pheromone component la for the same receptor sites on the male antennal sensilla, (ii) 1c elicits moderate EAG but no ESG responses and (iii) 2a does not produce any electrophysiological response at all, three possible inhibitory mechanisms by which these analogues are acting could be distinguished. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00029-6
• 作为产物：
  描述：

  (Z)-8-十二烯-1-醇 在 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 Z-8-dodecenal
  参考文献：
  名称：

  복숭아순나방 기피용 조성물, 이의 담체 및 그 제조방법

  摘要：

  本发明涉及桃小飞蛾雄性避讳用组合物、其载体及其制备方法，更具体地，从已知的桃小飞蛾雌性性信息素成分Z8-12Ac、E8-12Ac和Z8-12OH中制备了异构体化合物E8-12OH、Z8-12Ald和E8-12:Ald，并利用这些异构体研究了桃小飞蛾雄性感觉器官的电生理学反应以及在户外对性信息素诱导力的抵消效果。其中，Z8-12Ald与性信息素混合后，感觉器官有强烈反应，而在户外实验中，将该物质与性信息素混合后，性信息素的诱导力明显降低，表现出对桃小飞蛾雄性的避讳效果，可用于桃小飞蛾等害虫防治中。

  公开号：

  KR20200052626A

文献信息

• [EN] SYNTHESIS OF STRAIGHT-CHAIN LEPIDOPTERAN PHEROMONES THROUGH ONE- OR TWO- CARBON HOMOLOGATION OF FATTY ALKENES<br/>[FR] SYNTHÈSE DE PHÉROMONES DE LÉPIDOPTÈRES À CHAÎNE DROITE PAR HOMOLOGATION D'UN OU DEUX ATOMES DE CARBONE D'ALCÈNES GRAS
  申请人：PROVIVI INC

  公开号：WO2020018581A1

  公开（公告）日：2020-01-23

  Methods for the preparation of alkenes including insect pheromones are described. The methods include homologation reactions employing reagents such as 1,3-diesters, epoxides, cyanoacetates, and cyanide salts for elongation of starting materials and intermediates by one or two carbon atoms. The alkenes include insect pheromones useful in a number of agricultural applications.

  描述了制备烯烃（包括昆虫信息素）的方法。这些方法包括使用1,3-二酯、环氧化物、氰乙酸盐和氰化物等试剂进行同系反应，通过增加一到两个碳原子来延长起始物质和中间体。这些烯烃包括在许多农业应用中有用的昆虫信息素。
• Method for Producing Aldehyde and Ketone
  申请人：Yamashita Miyoshi

  公开号：US20110282102A1

  公开（公告）日：2011-11-17

  Provided is a highly efficient method for the production of aldehydes and ketones, which is inexpensive, exhibits high reactivity, and is capable of easy separation of byproduct after the reaction. More particularly, there is provided a method for producing an aldehyde or a ketone, comprising at least an oxidation step of oxidizing a primary alcohol or a secondary alcohol in the presence of a polymeric carbodiimide represented by the following formula (1) and having a weight-average molecular weight of 300 to 5000, and a sulfoxide compound, together with an acid and a base, or together with a salt of the acid and the base.

  提供了一种高效的生产醛和酮的方法，该方法廉价、具有高反应性，并能够在反应后轻松分离副产物。更具体地，提供了一种生产醛或酮的方法，包括至少一个氧化步骤，即在聚合物碳二亚胺（表示为以下式（1）且具有分子量为300至5000的重均分子量）和亚砜化合物的存在下氧化一级醇或二级醇，以及酸和碱，或者酸和碱的盐。
• 복숭아순나방 기피용 조성물, 이의 담체 및 그 제조방법
  申请人：INDUSTRY-ACADEMIC COOPERATION FOUNDATION GYEONGSANG NATIONAL UNIVERSITY 경상국립대학교산학협력단(220040107194) BRN ▼613-82-11653

  公开号：KR20200052626A

  公开（公告）日：2020-05-15

  본 발명은 복숭아순나방 수컷 기피용 조성물, 이의 담체 및 그 제조방법에 관한 것으로, 더욱 자세하게는 복숭아순나방 암컷의 성페로몬 성분으로 알려진 Z8-12Ac, E8-12Ac및 Z8-12OH로부터 이성질체인 화합물 E8-12OH, Z8-12Ald 및 E8-12:Ald를 제조하였으며, 이성질체들을 이용하여 복숭아순나방 수컷의 감각기에 대한 전기생리학적 반응과, 야외에서 성페로몬의 유인력 상쇄효과를 검토하였다. 이 중, Z8-12Ald는 성페로몬과 섞었을 때 감각기가 강하게 반응하였고, 야외 검정에서도 이 물질을 성페로몬과 혼합하면 성페로몬의 유인력이 크게 저하되어 복숭아순나방 수컷의 기피효과가 있는 것으로 나타나 복숭아순나방 등 해충 방제에 유용하게 이용될 수 있다.

  本发明涉及桃小飞蛾雄性避讳用组合物、其载体及其制备方法，更具体地，从已知的桃小飞蛾雌性性信息素成分Z8-12Ac、E8-12Ac和Z8-12OH中制备了异构体化合物E8-12OH、Z8-12Ald和E8-12:Ald，并利用这些异构体研究了桃小飞蛾雄性感觉器官的电生理学反应以及在户外对性信息素诱导力的抵消效果。其中，Z8-12Ald与性信息素混合后，感觉器官有强烈反应，而在户外实验中，将该物质与性信息素混合后，性信息素的诱导力明显降低，表现出对桃小飞蛾雄性的避讳效果，可用于桃小飞蛾等害虫防治中。
• Method for producing aldehyde and ketone
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP2386535A1

  公开（公告）日：2011-11-16

  Provided is a highly efficient method for the production of aldehydes and ketones, which is inexpensive, exhibits high reactivity, and is capable of easy separation of byproduct after the reaction. More particularly, there is provided a method for producing an aldehyde or a ketone, comprising at least an oxidation step of oxidizing a primary alcohol or a secondary alcohol in the presence of a polymeric carbodiimide represented by the following formula (1) and having a weight-average molecular weight of 300 to 5000, and a sulfoxide compound, together with an acid and a base, or together with a salt of the acid and the base.          R1―N=C=N―(R3―N=C=N)―nR2     (1)

  本发明提供了一种生产醛和酮的高效方法，该方法成本低廉，反应活性高，且反应后的副产物易于分离。更具体地说，本发明提供了一种生产醛或酮的方法，该方法至少包括一个氧化步骤，即在由下式（1）表示的、重量平均分子量为 300 至 5000 的聚合物碳二亚胺和亚砜化合物以及酸和碱或酸和碱的盐的存在下，氧化伯醇或仲醇。 R1-N=C=N-(R3-N=C=N)-nR2 (1)
• 一种梨小食心虫信息素（Z/E）-8-十二碳烯-1-醇醋酸酯的制备方法
  申请人：石家庄学院

  公开号：CN117658801A

  公开（公告）日：2024-03-08

  本发明公开了一种梨小食心虫信息素（Z/E）‑8‑十二碳烯‑1‑醇醋酸酯的制备方法。具体以1，8‑辛二酸为原料，经还原，醛基单保护、缩合、成环磷酸酯、成烯、脱保护、还原和乙酰化等步骤，高收率的制备了（Z/E）‑8‑十二碳烯‑1‑醇醋酸酯。本发明的制备方法简便易行，原料易得，反应选择性好，（Z/E）‑8‑十二碳烯‑1‑醇醋酸酯比例达到了95：5，适合大规模生产。