(11E)-11-Tetradecenyl acetate

• CAS: 33189-72-9
• Catalog Number: ACM33189729
• Category: Main Products
• Molecular Weight: 254.41
• Molecular Formula: C16H30O2
• Synonyms: trans-11-tetradecenyl
• Appearance: Liquid

Case Study

11-Tetradecenyl Acetate as a Sex Pheromone Component for Monitoring the Currant Bud Moth

Svensson, Glenn P., et al. Journal of Applied Entomology 147.5 (2023): 313-319.

11-Tetradecenyl acetate, specifically a blend of the (E)- and (Z)- isomers, serves as the female-produced sex pheromone of the currant bud moth Euhyponomeutoides albithoracellus, a major pest in black currant orchards. This binary blend enables effective monitoring and offers potential for mating disruption.
Experimental Protocol: Pheromone glands of female moths were extracted with heptane and analysed by gas chromatography with electroantennographic detection (GC-EAD) and GC-mass spectrometry. Synthetic candidate compounds (E11-14:OAc, Z11-14:OAc, corresponding alcohols, and tetradecyl acetate) were tested. Field trapping experiments used delta traps baited with rubber septa loaded with various blends and ratios in black currant orchards in Sweden.
Performance Evaluation: GC-EAD showed strong and consistent male antennal responses to two compounds identified as E11-14:OAc and Z11-14:OAc. Field tests confirmed that a 1:1 blend of the two isomers was highly attractive; traps baited with either isomer alone caught very few males. Adding the corresponding alcohols drastically reduced catches. The optimal E:Z ratio was 25:75 or 50:50. Tetradecyl acetate did not significantly affect attraction. The binary acetate blend is already commercially available as the Archips podana lure and is suitable for monitoring the bud moth.
Conclusion: (E)- and (Z)-11-tetradecenyl acetate constitute the essential sex pheromone components of E. albithoracellus, providing a reliable tool for integrated pest management in currant production.

Custom Reviews

August 12, 2023

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A analytical reagent
(11E)-11-Tetradecenyl acetate is an analytically pure reagent, which plays an important role in analytical chemistry.

Custom Q&A

What is the EC number of (11E)-11-tetradecenyl acetate?

251-401-4

What is the storage conditions for (11E)-11-tetradecenyl acetate?

Tetradecenyl acetate should be stored at -20 degrees Celsius.

How soluble is (11E)-11-tetradecenyl acetate in organic reagents?

(11E)-11-Tetradecenyl acetate acetate slightly soluble in chloroform and in dimethyl sulfoxide

What is the form of (11E)-11-tetradecenyl acetate??

Pale yellow to yellow oil

What is the LogP value for (11E)-11-tetradecenyl acetate?

6.49

(11E)-11-tetradecenyl acetate belongs to what category of chemical reagents

Tetradecenyl acetate belongs to insect pheromones

What is the density of (11E)-11-tetradecenyl acetate?

0.878±0.06 g/cm3

What is the calculated reference value for the hydrophobic parameter of (11E)-11-tetradecenyl acetate?

5.9

What is the complexity of (11E)-11-tetradecenyl acetate?

209

What is the PSA for (11E)-11-tetradecenyl acetate?

26.3

Synthetic Use

Upstream Synthesis Route 1

• 20711-10-8

• 33189-72-9

Reference: [1]Sonnet,P.E.; Oliver,J.E.
[Journal of Organic Chemistry, 1976, vol. 41, # 20, p. 3279 - 3283]

Upstream Synthesis Route 2

• 50405-39-5
• 50816-18-7

• 33189-72-9

Reference: [1]Brown, Herbert C.; Lee, Hsiupu D.; Kulkarni, Surendra U.
[Journal of Organic Chemistry, 1986, vol. 51, # 26, p. 5282 - 5286]

Downstream Synthesis Route 1

• 33189-72-9

• 20711-10-8

Reference: [1]Sonnet,P.E.; Oliver,J.E.
[Journal of Organic Chemistry, 1976, vol. 41, # 20, p. 3279 - 3283]

* For details of the synthesis route, please refer to the original source to ensure accuracy.