3-Methyl-5-pentyl-2-furanundecanoic acid

Base Information

• Chemical Name: 3-Methyl-5-pentyl-2-furanundecanoic acid
• CAS No.: 57818-37-8
• Molecular Formula: C21H36O3
• Molecular Weight: 336.50900
• DSSTox Substance ID: DTXSID30453626
• Nikkaji Number: J464.099C
• Wikidata: Q82274816
• Metabolomics Workbench ID: 44650
• Mol file: 57818-37-8.mol

Synonyms:3-Methyl-5-pentyl-2-furanundecanoic acid;57818-37-8;11-(3-METHYL-5-PENTYLFURAN-2-YL)UNDECANOIC ACID;11-(3-methyl-5-pentyl-2-furyl)undecanoic Acid;11M5;12,15-epoxy-13-methyleicosa-12,14-dienoic acid;2-Furanundecanoic acid, 3-methyl-5-pentyl-;F5 Acid;MonoMe(11,5);SCHEMBL3318455;DTXSID30453626;CHEBI:176707;MeF(11,5);LMFA01150013;AKOS030240506;3-Methyl-5-pentylfuran-2-undecanoic acid;PD086677;11-(3-methyl-5-pentyluran-2-yl)undecanoic acid;11-(3-methyl-5-pentylfuran-2-yl)-undecanoic acid;11-(5-pentyl-3-methylfuran-2-yl)-undecanoic acid;12,15-epoxy-13-methyl-12,14-eicosadienoic acid

Chemical Property of 3-Methyl-5-pentyl-2-furanundecanoic acid

Chemical Property:

• Boiling Point: 459.1±40.0 °C(Predicted)
• PKA: 4.78±0.10(Predicted)
• PSA: 50.44000
• Density: 0.970±0.06 g/cm3(Predicted)
• LogP: 6.45870
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 336.26644501
• Heavy Atom Count: 24
• Complexity: 316

Purity/Quality:

NLT 98% ^*data from raw suppliers

3-Methyl-5-pentyl-2-furanundecanoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=C(O1)CCCCCCCCCCC(=O)O)C
• Uses: 3-Methyl-5-pentyl-2-furanundecanoic Acid is also known as F5 furan fatty acid. Furan fatty acids are generated in large amounts in algae and fish, but they are also produced by plants and microorganisms. Furan fatty acids are known to exhibit radical-scavenging ability and anti-inflammatory properties.

Technology Process of 3-Methyl-5-pentyl-2-furanundecanoic acid

There total 14 articles about 3-Methyl-5-pentyl-2-furanundecanoic 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: 90.0%

benzyl 11-[(3-methyl-5-pentylfuran)-2-yl]undecanoate → 11-(3-methyl-5-pentylfuran-2-yl)undecanoic acid (57818-37-8)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; water; for 2h; Heating;

DOI:10.1002/(sici)1099-0690(199909)1999:9<2045::aid-ejoc2045>3.0.co;2-6

Reference yield: 84.0%

benzyl (E)-11-[(3-methyl-5-pent-1-enylfuran)-2-yl]undec-10-ynoate → 11-(3-methyl-5-pentylfuran-2-yl)undecanoic acid (57818-37-8)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethyl acetate; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(98)00054-9

Reference yield: 83.0%

(E)-benzyl 11-(3-methyl-5-pentylfuran-2-yl)undec-2-enoate → 11-(3-methyl-5-pentylfuran-2-yl)undecanoic acid (57818-37-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2015.05.061

upstream raw materials:

4,5-dibromo-2-furancarboxaldehyde

undec-10-ynoic acid

benzyl undec-10-ynoate

benzyl 11-(3-bromo-5-formylfuran-2-yl)undec-10-ynoate

Refernces

• 1、 Bach, Thorsten,Krüger, Lars. "The preparation of 2,3,5-tri- and 2,3-disubstituted furans by regioselective palladium(0)-catalyzed coupling reactions: Application to the syntheses of rosefuran and the F5 furan fatty acid". . p. 2045 - 2057. Retrieved 2007/10/03.
• 2、 Marson, Charles M.,Harper, Steven. "Catalytic isomerization of 1-alkynyl-2,3-epoxy alcohols to substituted furans: Succinct routes to furanoid fatty acids and difurylmethanes". . p. 9223 - 9231. Retrieved 2007/10/03.