(7Z,9Z)-7,9-Dodecadien-1-ol acetate

Base Information

• Chemical Name: (7Z,9Z)-7,9-Dodecadien-1-ol acetate
• CAS No.: 67818-23-9
• Molecular Formula: C14H24O2
• Molecular Weight: 224.343
• Mol file: 67818-23-9.mol

Synonyms:(Z,Z)-7,9-Dodecadienyl acetate;(Z,Z)7,9-dodecadien-1-yl acetate;(7Z,9Z)-dodeca-7,9-dienyl acetate;(7Z,9Z)-dodecadienyl acetate;(7Z,9Z)-7,9-Dodecadienylacetat;(7Z,9Z)-7,9-dodecadienyl acetate;

Chemical Property of (7Z,9Z)-7,9-Dodecadien-1-ol acetate

Chemical Property:

• Boiling Point: 309.6±21.0 °C(Predicted)
• PSA: 26.30000
• Density: 0.896±0.06 g/cm3(Predicted)
• LogP: 4.02240

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (7Z,9Z)-7,9-Dodecadien-1-ol acetate

There total 11 articles about (7Z,9Z)-7,9-Dodecadien-1-ol acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

cis-1,3-hexadiene (14596-92-0) + oct-7-en-1-yl acetate (5048-35-1) → (7E,9Z)-7,9-dodecadien-1-yl acetate (54364-62-4) + (Z,Z)-7,9-dodecadienyl acetate (67818-23-9)

Guidance literature:

cis-1,3-hexadiene; oct-7-en-1-yl acetate; With triethylaluminum; In toluene; at 20 ℃; Inert atmosphere; Glovebox;

With (T-4)-(6'-bromo-4',5'-diphenyl[1,1':2',1"-terphenyl]-3'-olato)[2,6-dichlorobenzenaminato(2-)-κN](2,5-dimethyl-1H-pyrrol-1-yl)(2-methyl-2-phenylpropylidene)tungsten; In toluene; for 40h; Overall yield = 7.76 g; Inert atmosphere; Glovebox;

Reference yield:

acetic anhydride (108-24-7) + (7E,9Z)-dodec-7,9-dien-1-ol (154556-91-9) → (7E,9Z)-7,9-dodecadien-1-yl acetate (54364-62-4) + (E,Z)-7,9-dodecadienyl acetate (54364-63-5) + (Z,Z)-7,9-dodecadienyl acetate (67818-23-9) + (7Z,9E)-7,9-dodecadien-1-yl acetate (55774-32-8)

Guidance literature:

With dmap; triethylamine; at 20 ℃; for 3h; Overall yield = 43 %; Overall yield = 0.95 g;

Reference yield:

dodec-7-en-9-ynyl acetate → (7E,9Z)-7,9-dodecadien-1-yl acetate (54364-62-4) + (Z,Z)-7,9-dodecadienyl acetate (67818-23-9)

Guidance literature:

With chloro-trimethyl-silane; zinc; In methanol; water; at 20 ℃; for 24h; Overall yield = 66 %; stereoselective reaction;

DOI:10.1590/S0103-50532012005000072

upstream raw materials:

propylidenetriphenylphosphorane

9-(Tetrahydro-2-pyranyloxy)-2-noninal

acetic anhydride

(7E,9Z)-dodec-7,9-dien-1-ol

Refernces

• 1、 -. "SYNTHESIS OF PHEROMONES AND RELATED MATERIALS VIA OLEFIN METATHESIS". Paragraph 0249. . Retrieved 2018/09/12.
• 2、 Zhu, Junwei,Ryrholm, Nils,Ljungberg, Hakan,Hansson, Bill S.,Hall, David,Reed, Darwin,Loefstedt, Christer. "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, and I. biselata (Geometridae, Lepidoptera)". . p. 1505 - 1526. Retrieved 2007/10/03.