(E)-3-dodecenoic acid

Base Information

• Chemical Name: (E)-3-dodecenoic acid
• CAS No.: 4998-71-4
• Molecular Formula: C12H22O2
• Molecular Weight: 198.30200
• DSSTox Substance ID: DTXSID601020083
• Nikkaji Number: J1.028.269A,J98.066H
• Wikidata: Q27117656
• Metabolomics Workbench ID: 1112
• Mol file: 4998-71-4.mol

Synonyms:(Z)-3-dodecenoic acid;3-dodecenoic acid

Chemical Property of (E)-3-dodecenoic acid

Chemical Property:

• Melting Point: 9.63°C (estimate)
• Refractive Index: 1.4426 (estimate)
• Boiling Point: 140 - 141 °C (0.3 mmHg)
• PSA: 37.30000
• Density: 0.9176 (rough estimate)
• LogP: 3.76790
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 198.161979940
• Heavy Atom Count: 14
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (E)-3-dodecenoic acid

There total 5 articles about (E)-3-dodecenoic 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: 87.0%

C12H22Br2O → (Z)-3-dodecenoic acid (4998-71-4)

Guidance literature:

With sodium hydroxide; In water; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112408

Reference yield:

(Z)-Dodec-3-en-1-ol (32451-95-9) → (Z)-3-dodecenoic acid (4998-71-4)

Guidance literature:

With chromium(VI) oxide; periodic acid; In water; acetonitrile; at 0 - 5 ℃;

DOI:10.1021/acs.jafc.6b04780

Reference yield:

dodecan-2-one (6175-49-1) → (Z)-3-dodecenoic acid (4998-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide; bromine / water / Inert atmosphere

2: sodium hydroxide / water / Inert atmosphere

With hydrogen bromide; bromine; sodium hydroxide; In water;

DOI:10.1016/j.ejmech.2020.112408

upstream raw materials:

1-decyne

dodec-3-yn-1-ol

(Z)-Dodec-3-en-1-ol

dodecan-2-one

Refernces

• 1、 Lorber, Katja,Zeh, Gina,Regler, Johanna,Buettner, Andrea. "Structure-Odor Relationships of (Z)-3-Alken-1-ols, (Z)-3-Alkenals, and (Z)-3-Alkenoic Acids". . p. 2334 - 2343. Retrieved 2018/03/21.