(E)-8-Dodecen-1-yl acetate

Base Information

• Chemical Name: (E)-8-Dodecen-1-yl acetate
• CAS No.: 38363-29-0
• Molecular Formula: C14H26 O2
• Molecular Weight: 226.359
• European Community (EC) Number: 253-904-4
• UNII: 0JM5ZAB30X
• DSSTox Substance ID: DTXSID5035294
• Nikkaji Number: J688B,J260.758A
• Wikidata: Q27236867
• Metabolomics Workbench ID: 3872
• Mol file: 38363-29-0.mol

Synonyms:(E)-dodec-8-en-1-yl acetate

Chemical Property of (E)-8-Dodecen-1-yl acetate

Chemical Property:

• Vapor Pressure: 0.00114mmHg at 25°C
• Refractive Index: 1.448
• Boiling Point: 300.1°Cat760mmHg
• Flash Point: 96.5°C
• PSA: 26.30000
• Density: 0.881g/cm³
• LogP: 4.24640
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly)
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 226.193280068
• Heavy Atom Count: 16
• Complexity: 185

Purity/Quality:

90% ^*data from raw suppliers

(8E)-DodecenylAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=CCCCCCCCOC(=O)C
• Isomeric SMILES: CCC/C=C/CCCCCCCOC(=O)C
• Uses: (8E)-Dodecenyl Acetate functions as pheromone of green budworm moth.

Technology Process of (E)-8-Dodecen-1-yl acetate

There total 30 articles about (E)-8-Dodecen-1-yl 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: 98.0%

E8,E10-dodecadien-1-ol (42513-42-8) + acetyl chloride (75-36-5) → (E)-8-dodecenyl acetate (38363-29-0)

Guidance literature:

With pyridine; In dichloromethane; for 2h;

DOI:10.1023/A:1012242904220

Reference yield: 95.0%

E8,E10-dodecadien-1-ol (42513-42-8) + acetic anhydride (108-24-7) → (E)-8-dodecenyl acetate (38363-29-0)

Guidance literature:

With pyridine; at -25 ℃; for 24h;

DOI:10.1007/BF00574216

Reference yield:

1-(2-tetrahydropyranyloxy)dodec-8-ene (64604-68-8) + acetyl chloride (75-36-5) → (Z)-8-dodecen-1-yl acetate (28079-04-1) + (E)-8-dodecenyl acetate (38363-29-0)

Guidance literature:

1-(2-tetrahydropyranyloxy)dodec-8-ene; With nickel dihydroxide; hydrogen; In methanol; Cooling with ice;

acetyl chloride; In n-heptane; water; at 40 ℃; Solvent; Reagent/catalyst; Temperature; Overall yield = 16.1 g;

upstream raw materials:

E₈,E₁₀-dodecadien-1-ol

acetyl chloride

Δ⁸-dodecen-1-ol

acetic anhydride

Downstream raw materials:

(Z)-8-dodecen-1-yl acetate

Refernces

• 1、 -. "Synthesis method of (Z/E)-8-dodecen-1-alcohol acetate compound". . . Retrieved 2019/05/21.
• 2、 -. "A pheromone food heart insectthe pear is small (Z/E)-8-dodecene acetum acid ester synthetic method". Paragraph 0046; 0047. . Retrieved 2017/02/28.