Ethyl (2E,6Z)-dodeca-2,6-dienoate

Base Information

• Chemical Name: Ethyl (2E,6Z)-dodeca-2,6-dienoate
• CAS No.: 28380-08-7
• Molecular Formula: C14H24 O2
• Molecular Weight: 224.343
• European Community (EC) Number: 248-997-3
• UNII: UCS2UAA45N
• DSSTox Substance ID: DTXSID201301489
• Wikidata: Q76386598
• Metabolomics Workbench ID: 44657
• Mol file: 28380-08-7.mol

Synonyms:Ethyl (2E,6Z)-dodeca-2,6-dienoate;Ethyl (2E,6Z)-dodecadienoate;UCS2UAA45N;28380-08-7;EINECS 248-997-3;ethyl (2E,6Z)-2,6-dodecadienoate;2,6-Dodecadienoic acid, ethyl ester, (2E,6Z)-;UNII-UCS2UAA45N;SCHEMBL4410947;CHEBI:168253;DTXSID201301489;ethyl trans,cis-2,6-dodecadienoate;LMFA07010845;ETHYL 2-TRANS,6-CIS-DODECADIENOATE;2,6-DODECADIENOIC ACID, ETHYL ESTER, (E,Z)-

Chemical Property of Ethyl (2E,6Z)-dodeca-2,6-dienoate

Chemical Property:

• Vapor Pressure: 0.000948mmHg at 25°C
• Boiling Point: 303.1°Cat760mmHg
• Flash Point: 141°C
• PSA: 26.30000
• Density: 0.896g/cm³
• LogP: 4.02240
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 224.177630004
• Heavy Atom Count: 16
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCCC=CC(=O)OCC
• Isomeric SMILES: CCCCC/C=C\CC/C=C/C(=O)OCC

Technology Process of Ethyl (2E,6Z)-dodeca-2,6-dienoate

There total 6 articles about Ethyl (2E,6Z)-dodeca-2,6-dienoate 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-decyne-1-ol (69222-06-6) → ethyl trans-2, cis-6-dodecadienoate (28380-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / H₂, quinoline / lindlar catalyst / hexane

2: 75 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) NaH / 1.) THF, RT, 2.) 2 h

With quinoline; hydrogen; sodium acetate; sodium hydride; pyridinium chlorochromate; Lindlar's catalyst; In hexane; dichloromethane;

Reference yield:

(Z)-4-decen-1-ol (57074-37-0) → ethyl trans-2, cis-6-dodecadienoate (28380-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) NaH / 1.) THF, RT, 2.) 2 h

With sodium acetate; sodium hydride; pyridinium chlorochromate; In dichloromethane;

Reference yield:

(3E,6Z)-Dodeca-3,6-dienoic acid ethyl ester (34680-58-5,34680-59-6) → ethyl trans-2, cis-6-dodecadienoate (28380-08-7)

Guidance literature:

With potassium tert-butylate;

DOI:10.1002/hlca.19720550112

upstream raw materials:

(3E,6Z)-Dodeca-3,6-dienoic acid ethyl ester

ethyl 2-(dimethoxyphosphoryl)acetate

(Z)-4-decenal

4-decyne-1-ol

Refernces