Methyl 8-(5-hexylfuran-2-YL)octanoate

Base Information

• Chemical Name: Methyl 8-(5-hexylfuran-2-YL)octanoate
• CAS No.: 10038-16-1
• Molecular Formula: C₁₉H₃₂O₃
• Molecular Weight: 308.461
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID60537983
• Metabolomics Workbench ID: 75051
• Nikkaji Number: J1.011.243E
• Wikidata: Q82413175
• Mol file: 10038-16-1.mol

Synonyms:10038-16-1;METHYL 8-(5-HEXYLFURAN-2-YL)OCTANOATE;METHYL 8-(5-HEXYL-2-FURYL)-OCTANOATE;Methyl-8-(5-hexyl-2-furyl)-octanoate;Methyl 5-hexyl-2-Furanoctanoate;2-Furanoctanoic acid, 5-hexyl-, methyl ester;DTXSID60537983;ZZSFTHVENQKCDJ-UHFFFAOYSA-N;LMFA01150006;AKOS015910385;Methyl 8-(5-Hexyl-2-furyl)octanoate;methyl 9,12-epoxyoctadeca-9,11-dienoate;J-000122

Chemical Property of Methyl 8-(5-hexylfuran-2-YL)octanoate

Chemical Property:

• PSA: 39.44000
• LogP: 5.45850
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 308.23514488
• Heavy Atom Count: 22
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

METHYL-8-(5-HEXYL-2-FURYL)-OCTANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC1=CC=C(O1)CCCCCCCC(=O)OC

Technology Process of Methyl 8-(5-hexylfuran-2-YL)octanoate

There total 20 articles about Methyl 8-(5-hexylfuran-2-YL)octanoate 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: 95.0%

9,12-Dioxo-octadecanoic acid (4179-48-0) → methyl 8-(5-hexyl-2-furyl)-octanoate (10038-16-1)

Guidance literature:

With boron trichloride; In methanol; for 0.5h; Heating;

DOI:10.1039/c39830001057

Reference yield: 73.0%

(11R)-methyl 8,9-epoxy-11-hydroxyoctadecanoate → methyl 8-(5-hexyl-2-furyl)-octanoate (10038-16-1) + methyl 8-(5-hexyl-3-hydroxytetrahydrofuran-2-yl)octanoate

Guidance literature:

With Nafion, SAC-13 (Nafion-silica composite); for 2h; Inert atmosphere; Reflux;

DOI:10.1039/c9cy01899a

Reference yield: 50.0%

6-hexyl-3-(7-methoxycarbonylheptyl)-3,6-dihydro-1,2-dioxine (95336-35-9) → methyl 8-(5-hexyl-2-furyl)-octanoate (10038-16-1) + methyl 9,10:11,12-bisepoxyoctadecanoate (95336-36-0)

Guidance literature:

With iron(II) sulfate; In tetrahydrofuran; water; for 5h; Further byproducts given; Ambient temperature;

upstream raw materials:

methyl 8-(3-((3-pentyloxiran-2-yl)methyl)oxiran-2-yl)octanoate

methyl 12-oxo-9,10-epoxyoctadecanoate

methyl (9Z)-12-oxo-9-octadecenoate

9,12-Dioxo-octadecanoic acid

Downstream raw materials:

methyl 8-oxooctanoate

methyl 13-oxo-9,12-epoxytrideca-9,11-dienoate

Refernces

• 1、 Lie Ken Jie,Lam. "". . p. 1,3,7. Retrieved 1977.
• 2、 Foglia,Sonnet,Nunez,Dudley. "Selective oxidations of methyl ricinoleate: Diastereoselective epoxidation with titaniumIV catalysts". . p. 601 - 607. Retrieved 1998.
• 3、 Swaminathan, Shankar,Singh, Vinod K.,Dev, Sukh. "Ricinoleic Acid to Prostaglandins-I: Synthesis of Methyl 2-(6'-Methoxycarbonylhexyl)-cyclopent-2-en-1-one-3-carboxylate and PGE1". . p. 1069 - 1075. Retrieved 2007/10/02.