4,8-Dodecadienedioic acid

Base Information

• Chemical Name: 4,8-Dodecadienedioic acid
• CAS No.: 18449-56-4
• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.273
• European Community (EC) Number: 238-170-5
• DSSTox Substance ID: DTXSID001299551
• Nikkaji Number: J216.936C

Synonyms:Dodeca-4,8-dienedioic acid;(4E,8E)-dodeca-4,8-dienedioic acid;14277-14-6;4,8-dodecadienedioic acid;SCHEMBL7123184;DTXSID001299551;4,8-Dodecadienedioic acid, (E,E)-;(e,e)-deca-3,7-diene-1,10-dicarboxylic acid;18449-56-4

Chemical Property of 4,8-Dodecadienedioic acid

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 226.12050905
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4,8-Dodecadienedioic acid

There total 2 articles about 4,8-Dodecadienedioic acid 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:

2,2'-[(4Z,8Z)-dodeca-4,8-diene-1,12-diylbis(oxy)]bistetrahydro-2H-pyran → (Z,Z)-Deca-4,8-diene-1,10-dicarboxylic acid (14277-14-6,18449-55-3,18449-56-4)

Guidance literature:

With Jones reagent; at 20 ℃; for 1h;

DOI:10.1016/j.bioorg.2020.103832

Reference yield:

2-(penta-3,4-dien-1-yloxy)tetrahydro-2H-pyran → (Z,Z)-Deca-4,8-diene-1,10-dicarboxylic acid (14277-14-6,18449-55-3,18449-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bis(cyclopentadienyl)titanium dichloride; magnesium / diethyl ether / 6 h / 20 - 22 °C

1.2: Acidic conditions

2.1: Jones reagent / 1 h / 20 °C

With bis(cyclopentadienyl)titanium dichloride; Jones reagent; magnesium; In diethyl ether;

DOI:10.1016/j.bioorg.2020.103832

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