(E,E)-9,11-十四碳二烯-1-醇乙酸酯 | 54664-98-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (E,E)-9,11-十四碳二烯-1-醇乙酸酯
• 英文名称: (E,E)-9,11-tetradecadienyl acetate
• 英文别名: (Z,E)-9,11-tetradecadienyl acetate；(E,E)-Tetradeca-9,11-dienyl acetate；[(9E,11E)-tetradeca-9,11-dienyl] acetate
• CAS: 54664-98-1
• 化学式: C₁₆H₂₈O₂
• 分子量: 252.397
• InChiKey: RFEQLTBBKNKGGJ-YTXTXJHMSA-N

物化性质

• 沸点：
  378.0±0.0℃ (760 Torr)
• 密度：
  0.890±0.06 g/cm3 (20 ºC 760 Torr)
• 闪点：
  107.1±20.4℃
• 保留指数：
  1810

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  18
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2915390090

反应信息

• 作为反应物：
  描述：

  (E,E)-9,11-十四碳二烯-1-醇乙酸酯 在 氧气 、 rose bengal 作用下， 反应 4.0h， 以70%的产率得到Acetic acid 8-(5-ethyl-furan-2-yl)-octyl ester
  参考文献：
  名称：

  Photooxidation of (,)-9,11-tetradecadienyl acetate, the main component of the sex pheromone of the female egyptian cotton leafworm ()

  摘要：

  DOI：

  10.1016/s0040-4039(00)92775-8
• 作为产物：
  描述：

  1-溴-8-(四氢吡喃氧基)辛烷 在 Lindlar's catalyst 吡啶 、 manganese(IV) oxide 、 lithium amide 、 potassium tert-butylate 、 氨 、 氢气 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 甲苯 为溶剂， 生成 (E,E)-9,11-十四碳二烯-1-醇乙酸酯
  参考文献：
  名称：

  Olefinic acetates, Δ-9,11–14: OAc and Δ-7,9–12: OAc used as sex pheromone components in three geometrid moths,Idaea aversata, I. straminata, andI. biselata (Geometridae, Lepidoptera)

  摘要：

  Pheromone compounds so far identified from most geometrid moths consist of all-Z diene, triene, or tetraene hydrocarbons with chain lengths of C-17 to C-21, and their monoepoxide derivatives biosynthesized from linoleic and linolenic acids. The present study reports the occurrence of olefinic acetates as sex pheromones in three species of Geometridae. (Z,Z)-9,11-tetradecadienyl acetate and (Z,Z)-7,9-dodecadienyl acetate found in female gland extracts of Idaea aversata elicited significant responses from conspecific male antennae in gas chromatography with electroantennographic detection (GC-EAD). In extracts of I. straminata, (Z,E)-7,9-dodecadienyl acetate, (E,Z)-7,9-dodecadienyl acetate, and (Z,Z)-7,9-dodecadienyl acetate were found, and the synthetic compounds elicited strong responses from conspecific male antennae. In the third species, I. biselata, only (Z,Z)-7,9-dodecadienyl acetate was found in the female extracts, and this compound elicited a strong EAD response from the conspecific male antenna. The identities of the pheromone components in I. aversata and I. straminata were further confirmed according to their characteristic ions after GC-MS analyses. Single sensillum recordings from I. aversata showed two types of pheromone-detecting sensilla present on the male antenna. One type contained two receptor neurons, one of which was specifically tuned to (Z,Z)-9,11-tetradecadienyl acetate, the other to (Z,E)-9,11-tetradecadienyl acetate. A second type contained one neuron responding to (Z,Z)-7,9-dodecadienyl acetate. The two types were clearly different also with respect to external morphology, the former being considerably longer and having a larger base diameter. Also in I. straminata two physiological types of sensilla could be distinguished. One type contained two neurons, one of which responded to (Z,Z)-7,9-dodecadienyl acetate, the other to (Z,E)-9,11-tetradecadienyl acetate. The second type contained one neuron, responding to (Z,Z)-7,9-dodecadienyl acetate. No correlation between external morphology and physiological response of the investigated sensilla was observed in I. straminata. In field tests, a two-component blend containing (Z,Z)-9,11-tetradecadienyl acetate and (Z,Z)-7,9-dodecadienyl acetate in a ratio of 10:1 was attractive to males of I. aversata. This two-component blend was also attractive to males of I. straminata, but in a ratio of 1:1. High numbers of male I. biselata were caught in traps baited with (Z,Z)-7,9-dodecadienyl acetate alone. The incorporation of deuterium labels into pheromone components after topical application of deuterium-labeled palmitic acid confirmed that the pheromone components of I. aversata could be synthesized from this precursor, as has been previously observed for acetate pheromone components of many other moth species. Our results suggest that an evolutionary reversal back to the production of palmitic acid-derived pheromone components has occurred within the geometrid subfamily Sterrhinae.

  DOI：

  10.1007/bf02027728

文献信息

• [EN] TETRAZOLINONE COMPOUNDS AND ITS USE AS PEST CONTROL AGENTS<br/>[FR] COMPOSÉS TÉTRAZOLINONE ET LEUR UTILISATION EN TANT QU'AGENTS DE LUTTE CONTRE LES NUISIBLES
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2018097318A1

  公开（公告）日：2018-05-31

  The present invention provides a tetrazolinone represented by formula (I) and a pest control agent comprising the same, and their use thereof. Formula (I) [wherein, W1 represents an oxygen atom or a sulfur atom; W2 represents a hydrogen atom, or a C1-C6 chain hydrocarbon group; R15 and R16 represent a halogen atom and the like; u is 0, 1, 2 or 3; the combination of E, G, X1, Y1 and Z1 represents any one of the combinations of the following a and the like: a: a combination wherein E represents #-C(X1)(Y1)-O-N=C(Z1)-, #-C(X1)(Y1)-S-N=C(Z1)-, #-C(X1)(Y1)-O-N=C(Z1)-O-CH2-, #-C(X1)(Y1)-O-N=C(Z1)-S-CH2-, #-C(X1)(Y1)-S-N=C(Z1)-O-CH2-, #-C(X1)(Y1)-S-N=C(Z1)-S-CH2-, #-C(Z1)=N-N=C(Z2)-, #-C(X1)=C(Y1)-C(Z1)=N-O-CH2- or #-C(X1)=C(Y1)-C(Z1)=N-S-CH2-; G represents a C1-C6 chain hydrocarbon group, a (C1-C6 alkoxy)C1-C6 alkyl group, a (C1-C6 alkylthio)C1-C6 alkyl group the C1-C6 chain hydrocarbon group, the (C1-C6 alkoxy)C1-C6 alkyl group, and the (C1-C6 alkylthio)C1-C6 alkyl group may have one or more substituents selected from Group S} or R1-T1-, X1 and Y1, which are identical to or different from each other, independently represents substituents selected from Group T, and Z1 represents a substituent selected from Group V.]

  本发明提供了一种由式(I)表示的四唑酮化合物，以及包含该化合物的杀虫剂，以及它们的使用。式(I)中，W1代表氧原子或硫原子；W2代表氢原子或C1-C6链烃基；R15和R16代表卤素原子等；u为0、1、2或3；E、G、X1、Y1和Z1的组合代表以下a等组合中的任意一种：a：E代表#-C(X1)(Y1)-O-N=C(Z1)-、#-C(X1)(Y1)-S-N=C(Z1)-、#-C(X1)(Y1)-O-N=C(Z1)-O-CH2-、#-C(X1)(Y1)-O-N=C(Z1)-S-CH2-、#-C(X1)(Y1)-S-N=C(Z1)-O-CH2-、#-C(X1)(Y1)-S-N=C(Z1)-S-CH2-、#-C(Z1)=N-N=C(Z2)-、#-C(X1)=C(Y1)-C(Z1)=N-O-CH2-或#-C(X1)=C(Y1)-C(Z1)=N-S-CH2-；G代表C1-C6链烃基、(C1-C6烷氧基)C1-C6烷基、(C1-C6烷硫基)C1-C6烷基C1-C6链烃基、(C1-C6烷氧基)C1-C6烷基和(C1-C6烷硫基)C1-C6烷基中的每一种可能具有来自S族的一个或多个取代基}或R1-T1-，X1和Y1互相相同或不同，独立地代表来自T族的取代基，Z1代表来自V族的取代基。
• [EN] PESTICIDALLY ACTIVE FUSED BICYCLIC HETEROAROMATIC COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROAROMATIQUES BICYCLIQUES FUSIONNÉS À ACTION PESTICIDE
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2021083936A1

  公开（公告）日：2021-05-06

  Compounds of formula (I), wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides.

  式(I)的化合物，其中取代基如权利要求1所定义，并且这些化合物的农药可接受的盐、立体异构体、对映异构体、互变异构体和N-氧化物，可用作杀虫剂。
• Pheromone XXXIV. Synthese konjugiert-ungesättigter Lepidopterenpheromone und Analoga
  作者：Hans Jürgen Bestmann、Joachim Süß、Otto Vostrowsky

  DOI：10.1002/jlac.198119811205

  日期：1981.12.24

  Nach Art eines “Baukastensystems” werden konjugiert-ungesättigte Alkadienylacetate, Alkadienole und Alkadienale, wie sie als Sexualpheromone weiblicher Schmetterlinge bekannt sind, mit unterschiedlichen Positionen und Geometrien der Doppelbindungen synthetisiert.

  以“模块系统”的方式，合成了共轭-不饱和乙酸链二烯基乙酸酯，链二烯醇和链二烯醛，它们被称为雌性蝴蝶的性信息素，其双键的位置和几何结构不同。
• [EN] 2 - (PYRIDIN- 2 -YL) -QUINAZOLINE DERIVATIVES AND THEIR USE AS MICROBICIDES<br/>[FR] DÉRIVÉS DE 2-(PYRIDIN-2-YL)-QUINAZOLINE ET LEUR UTILISATION EN TANT QUE MICROBICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2012066122A1

  公开（公告）日：2012-05-24

  Compounds of formula I wherein the other substituents R1, R2, R3, R4, R5 and R6 are as defined in claim 1, and their use as microbicides.

  式I中的化合物，其中其他取代基R1、R2、R3、R4、R5和R6如权利要求1所定义，并且它们作为微生物杀菌剂的用途。
• PYRAZOLE-3-CARBOXYLIC ACID AMIDE DERIVATIVE AND PEST CONTROL AGENT
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：US20200199096A1

  公开（公告）日：2020-06-25

  Embodiments provide a harmful organism control agent containing a pyrazole-3-carboxylic acid amide derivative or a salt thereof as an active ingredient, having an excellent harmful organism controlling effect. A pyrazole-3-carboxylic acid amide derivative represented by general formula [I]: (wherein, R 1 , R 2 , R 3 , R 4 , and R 5 represent a hydrogen atom, halogen atom, C 1 -C 6 alkyl group or the like, R 6 represents a C 1 -C 12 alkyl group, C 1 -C 12 haloalkyl group or the like, R 7 and R 8 represent a hydrogen atom, C 1 -C 12 alkyl group or the like) or an agriculturally acceptable salt thereof, and a harmful organism control agent containing the pyrazole-3-carboxylic acid amide derivative or an agriculturally acceptable salt thereof as an active ingredient.

  实施例提供了一种含有吡唑-3-羧酸酰胺衍生物或其盐作为活性成分的有害生物控制剂，具有出色的有害生物控制效果。一种由通式[I]表示的吡唑-3-羧酸酰胺衍生物：（其中，R1、R2、R3、R4和R5代表氢原子、卤原子、C1-C6烷基或类似物，R6代表C1-C12烷基、C1-C12卤代烷基或类似物，R7和R8代表氢原子、C1-C12烷基或类似物）或其农业可接受的盐，以及一种含有吡唑-3-羧酸酰胺衍生物或其农业可接受的盐作为活性成分的有害生物控制剂。

表征谱图