(E)-9-Dodecenyl acetate

Base Information

• Chemical Name: (E)-9-Dodecenyl acetate
• CAS No.: 16974-34-8
• Molecular Formula: C14H26 O2
• Molecular Weight: 226.359
• European Community (EC) Number: 252-397-7,682-359-9
• UNII: 09M3TB6O62
• DSSTox Substance ID: DTXSID0035291
• Nikkaji Number: J1.015.683A,J289.916G
• Wikidata: Q27236489
• Metabolomics Workbench ID: 3874
• Mol file: 16974-34-8.mol

Synonyms:(E)-9-dodecenyl acetate;9-dodecenyl acetate;9-dodecenyl acetate, (cis)-isomer;9-dodecenyl acetate, (trans)-isomer

Chemical Property of (E)-9-Dodecenyl acetate

Chemical Property:

• Vapor Pressure: 0.00114mmHg at 25°C
• Boiling Point: 300.1°C at 760 mmHg
• Flash Point: 96.5°C
• Density: 0.881g/cm³
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCCCCCCCCOC(=O)C
• Isomeric SMILES: CC/C=C/CCCCCCCCOC(=O)C

Technology Process of (E)-9-Dodecenyl acetate

There total 12 articles about (E)-9-Dodecenyl 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: 4.7%

3-hexene (592-47-2) + 9-decen-1-yl acetate (50816-18-7) → 1-butylene (106-98-9,9003-28-5) + Δ9-Dodecenyl acetate (16974-34-8) + diacetoxy-1,8 octadecene-9 (57568-18-0)

Guidance literature:

tetramethylstannane; tungsten(VI) chloride; at 70 ℃; for 16h;

DOI:10.1016/0040-4020(80)80163-3

Reference yield:

oleyl acetate (693-80-1) + cis-3-hexene (7642-09-3) → Δ9-Dodecenyl acetate (16974-34-8)

Guidance literature:

In dichloromethane; at 30 ℃; for 2h; Temperature; Inert atmosphere;

Reference yield:

9-Decen-1-ol (13019-22-2) → Δ9-Dodecenyl acetate (16974-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / pyridine / petroleum ether / r.t., 1 h then reflux 2 h

2: 24.4 percent / WCl₆/(CH₃)4Sn / 16 h / 70 °C

With pyridine; tetramethylstannane; tungsten(VI) chloride; In Petroleum ether;

DOI:10.1016/0040-4020(80)80163-3

upstream raw materials:

3-hexene

9-decen-1-yl acetate

(E)-2-(9-Dodecenyloxy)tetrahydropyrane

acetyl chloride

Downstream raw materials:

(E)-9-dodecenyl acetate