9-(5-Pentylfuran-2-yl)nonanoic acid

Base Information

• Chemical Name: 9-(5-Pentylfuran-2-yl)nonanoic acid
• CAS No.: 4179-43-5
• Molecular Formula: C18H30O3
• DSSTox Substance ID: DTXSID40705941
• Nikkaji Number: J678.099G
• Wikidata: Q82639079
• Metabolomics Workbench ID: 77210
• Mol file: 4179-43-5.mol

Synonyms:5-pentyl-2-furannonanoic acid;4179-43-5;9-(5-pentylfuran-2-yl)nonanoic acid;10,13-epoxy-10,12-octadecadienoic acid;2-Furannonanoic acid, 5-pentyl-;9-(5-pentylfuran-2-yl)-nonanoic acid;DTXSID40705941;9-(5-Pentyl-2-furyl)nonanoic acid;LMFA01150042;PD096476

Chemical Property of 9-(5-Pentylfuran-2-yl)nonanoic acid

Chemical Property:

• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 13
• Exact Mass: 294.21949481
• Heavy Atom Count: 21
• Complexity: 265

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC=C(O1)CCCCCCCCC(=O)O

Technology Process of 9-(5-Pentylfuran-2-yl)nonanoic acid

There total 6 articles about 9-(5-Pentylfuran-2-yl)nonanoic 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: 94.0%

methyl 9-(-5-pentyl-2-furyl)nonanoate (34724-82-8) → 9-(-5-pentyl-2-furyl)nonanoic acid (4179-43-5)

Guidance literature:

With sodium hydroxide; In methanol; water; for 1h; Heating;

DOI:10.1271/bbb.62.1771

Reference yield:

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → 9-(-5-pentyl-2-furyl)nonanoic acid (4179-43-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) soybean lipoxygenase-1, O₂, borate biffer / 1.) 1 atm, 0 deg C, 1 h, 2.) Et₂O, room temperature, 0.5 h

2: 60 percent / Ac₂O, DMAP / diethyl ether / 15 h / Ambient temperature

3: 1.) Co(tdcpp), O₂, Et₃SiH, 2.) trimethyl phosphite / 1.) i-PrOH, CH₂Cl₂, 1 atm, 28 deg C, 1 h, 2.) room temperature, 1 h

4: p-TsOH*H₂O / benzene / 1 h / Heating

5: 94 percent / 2M NaOH / H₂O; methanol / 1 h / Heating

With triethylsilane; dmap; sodium hydroxide; [5,10,15,20-tetrakis(2,6-dichlorophenyl)porphinato]cobalt(II); soybean lipoxygenase-1; borate biffer; oxygen; acetic anhydride; toluene-4-sulfonic acid; phosphorous acid trimethyl ester; In methanol; diethyl ether; water; benzene;

DOI:10.1271/bbb.62.1771

Reference yield:

methyl 9Z,11E-13-hydroperoxyoctadecadienoate (60900-56-3) → 9-(-5-pentyl-2-furyl)nonanoic acid (4179-43-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / Ac₂O, DMAP / diethyl ether / 15 h / Ambient temperature

2: 1.) Co(tdcpp), O₂, Et₃SiH, 2.) trimethyl phosphite / 1.) i-PrOH, CH₂Cl₂, 1 atm, 28 deg C, 1 h, 2.) room temperature, 1 h

3: p-TsOH*H₂O / benzene / 1 h / Heating

4: 94 percent / 2M NaOH / H₂O; methanol / 1 h / Heating

With triethylsilane; dmap; sodium hydroxide; [5,10,15,20-tetrakis(2,6-dichlorophenyl)porphinato]cobalt(II); oxygen; acetic anhydride; toluene-4-sulfonic acid; phosphorous acid trimethyl ester; In methanol; diethyl ether; water; benzene;

DOI:10.1271/bbb.62.1771

upstream raw materials:

methyl 9-(-5-pentyl-2-furyl)nonanoate

linoleic acid

methyl 9Z,11E-13-hydroperoxyoctadecadienoate

13-oxo-(9Z,11E)-octadecadien-1-oic acid methyl ester

Refernces