(Z)-9-Dodecen-1-ol acetate

• CAS: 16974-11-1
• Catalog Number: ACM16974111-7
• Category: Main Products
• Molecular Weight: 226.35g/mol
• Molecular Formula: C14H26O2
• Synonyms: (Z)-9-Dodecen-1-ol acetate;(Z)-9-Dodecenyl acetate;(Z)-Dodec-9-enyl acetate;9-Dodecen-1-ol, acetate, (Z)-;[(Z)-dodec-9-enyl] acetate;(Z)-9-Dodecen-1-yl acetate;16974-11-1;UNII-AWM7282GA1;9Z-Dodecenyl acetate;(Z)-Dodec-9-en-1-yl acetate;Z-9-Dodecenyl acetate;(9Z)-9-Dodecenyl acetate;9-Dodecen-1-ol, 1-acetate, (9Z)-;AWM7282GA1;Grapemone;Sonolure;Nomate Shootgard;WPSB Pheromone;Z-9-Dodecen-1-yl acetate;Bocep VITI;Caswell No. 411B;cis-9-Dodecenyl acetate;(Z)-1-Acetoxy-9-dodecene;cis-9-Dodecen-1-ol acetate;cis-9-Dodecen-1-yl acetate;9-Dodecenyl acetate, (9Z)-;cis-9-Dodecene-1-olacetate;EINECS 241-054-7;EPA Pesticide Chemical Code 117701;EPA Pesticide Chemical Code 129004;BRN 2249022;AI3-33971;SCHEMBL592083;(9Z)-9-Dodecenyl acetate #;DTXSID6035524;(Z)-9-DDA;LMFA07010248;MFCD00065429;ZINC15146264;Q27274160
• IUPAC Name: [(Z)-dodec-9-enyl] acetate
• Canonical SMILES: CCC=CCCCCCCCCOC(=O)C
• InChI: InChI=1S/C14H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h4-5H,3,6-13H2,1-2H3/b5-4-
• InChI Key: MFFQOUCMBNXSBK-PLNGDYQASA-N
• Appearance: Colorless liquid
• Application: Insect hormones, Intermediates
• Complexity: 185
• Covalently-Bonded Unit Count: 1
• EC Number: 241-054-7
• Exact Mass: 226.193280068g/mol
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 2
• Monoisotopic Mass: 226.193280068g/mol
• Rotatable Bond Count: 11
• Topological Polar Surface Area: 26.3Ų
• UNII: AWM7282GA1
• XLogP3: 4.8

Case Study

Capture Specificity of Multi-component Pheromone Baits Containing (Z)-9-Dodecen-1-ol Acetate Against S. frugiperda

Fleischer, S. J., et al. Journal of Economic Entomology, 2005, 98(1), 66-71.

The high non-target capture rates of Leucania phragmatidicola Guenée by commercially available three- or four-component Spodoptera frugiperda (J.E. Smith) pheromone lures hamper monitoring efforts. This work compiled taxonomic features that distinguish L. phragmatidicola from S. frugiperda and compared five new lures composed of (Z)-7-dodecen-1-ol acetate (Z7: The study evaluated five lures which contained (Z)-9-Dodecen-1-ol acetate (Z9-12:Ac), (Z)-9-Tetradecen-1-ol acetate (Z9-14:Ac), (Z)-11-Hexadecen-1-ol acetate (Z11-16:Ac), Dodecan-1-ol acetate (12:Ac), and 11-Dodecen-1-ol acetate (11-12:Ac).
Lure A (containing (Z)-9-Dodecen-1-ol acetate) consistently attracted the highest total number of moths, effectively appealing to both S. frugiperda and L. phragmatidicola. In contrast, Lure B did not attract any L. phragmatidicola during the June flight. Although the capture rate for fall armyworm with Lure B was only 0.5 to 0.33 times that of Lure A, its ability to distinguish between fall armyworm and L. phragmatidicola makes it a promising candidate for future development, particularly in examining the correlation between trap captures and field infestation rates. The findings indicated that the capture specificity for S. frugiperda improved by omitting (Z)-11-hexadecene-1-ol acetate (Z11-16:Ac), which is known to attract L. phragmatidicola.

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August 11, 2023

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Custom Q&A

What is the Molecular formula of (Z)-9-Dodecen-1-ol acetate?

C14H26O2

What is the Molecular weight of (Z)-9-Dodecen-1-ol acetate?

226.35

What is the EC number of (Z)-9-Dodecen-1-ol acetate?

241-054-7

What is the InChIKey of (Z)-9-Dodecen-1-ol acetate?

MFFQOUCMBNXSBK-PLNGDYQASA-N

What is the SMILES of (Z)-9-Dodecen-1-ol acetate?

CC/C=C\CCCCCCCCOC(=O)C

What is the Appearance of (Z)-9-Dodecen-1-ol acetate?

Colorless to pale yellow liquid at room temperature

What is the Occurrence of (Z)-9-Dodecen-1-ol acetate?

It is a naturally occurring compound found in various floral scents. It is present in essential oils derived from flowers, especially jasmine, rose, and other white flowers.

What is the Solubility of (Z)-9-Dodecen-1-ol acetate?

It is not very soluble in water but shows good solubility in common organic solvents such as ethanol, methanol, acetone, and diethyl ether.

What is the Stability of (Z)-9-Dodecen-1-ol acetate?

(Z)-9-Dodecen-1-ol acetate has good stability under normal conditions. However, it can undergo hydrolysis in the presence of moisture, catalyzed by acids or bases, resulting in the release of acetic acid and the corresponding alcohol.

What is the Application of (Z)-9-Dodecen-1-ol acetate?

(Z)-9-Dodecen-1-ol acetate is commonly used in the fragrance industry. It provides floral and fruity notes to perfumes, colognes, and cosmetic products. It is also employed as a flavoring agent in food products, particularly in beverages, confectionery, and baked goods.

Synthetic Use

Upstream Synthesis Route 1

• 91856-11-0
• 108-24-7

• 35148-19-7
• 16974-11-1

Reference: [1]Horiike; Tanouchi; Hirano
[Agricultural and Biological Chemistry, 1980, vol. 44, # 2, p. 257 - 261]
[2]Current Patent Assignee: CALIFORNIA INSTITUTE OF TECHNOLOGY - US2013/231499, 2013, A1
Location in patent: Paragraph 0185; 0186

Downstream Synthesis Route 1

• 16974-11-1

• 35148-18-6

Reference: [1]Bestmann; Stransky; Vostrowsky; Range
[Chemische Berichte, 1975, vol. 108, # 11, p. 3582 - 3595]

Downstream Synthesis Route 2

• 624-92-0
• 16974-11-1

• 84801-37-6

Reference: [1]Buser; Arn; Guerin; Rauscher
[Analytical Chemistry, 1983, vol. 55, # 6, p. 818 - 822]

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