beta-Eleostearic acid

Base Information

• Chemical Name: beta-Eleostearic acid
• CAS No.: 13296-76-9
• Molecular Formula: C18H30O2
• Molecular Weight: 278.435
• Hs Code.: 2916190090
• European Community (EC) Number: 208-877-3,236-317-8
• NSC Number: 281244
• UNII: LA17B88161
• DSSTox Substance ID: DTXSID901016803
• Nikkaji Number: J12.230K,J19.381J,J6.420C,J213.816F
• Wikipedia: Beta-Eleostearic_acid
• Wikidata: Q2823242
• RXCUI: 2469352
• Metabolomics Workbench ID: 580
• Mol file: 13296-76-9.mol

Synonyms:9,11,13-CLN;9,11,13-conjugated linolenic acid;9,11,13-octadecatrienoic acid;9c,11t,13t-CLN;9cis,11trans,13trans-conjugated linolenic acid;eleostearic acid;eleostearic acid, (E,E,E)-isomer;eleostearic acid, (E,Z,E)-isomer;eleostearic acid, (Z,E,E)-isomer;eleostearic acid, (Z,Z,E)-isomer;trichosanic acid

Chemical Property of beta-Eleostearic acid

Chemical Property:

• Vapor Pressure: 3.45E-07mmHg at 25°C
• Melting Point: 71 °C
• Refractive Index: 1.49
• Boiling Point: 390.6 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 287.4 °C
• PSA: 37.30000
• Density: 0.924g/cm³
• LogP: 5.66050
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 278.224580195
• Heavy Atom Count: 20
• Complexity: 301

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of beta-Eleostearic acid

There total 21 articles about beta-Eleostearic 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: 54.0%

(+/-)-t-butyl coriolate (111699-15-1) → eleostearic acid (506-23-0,544-72-9,544-73-0,3884-88-6,4337-71-7,13296-76-9,24022-76-2,146525-62-4)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 25 ℃; for 3h;

DOI:10.1246/bcsj.60.1103

Reference yield:

octadeca-11t,13t-dien-9-ynoic acid (95168-90-4) → eleostearic acid (506-23-0,544-72-9,544-73-0,3884-88-6,4337-71-7,13296-76-9,24022-76-2,146525-62-4)

Guidance literature:

With quinoline; Lindlar's catalyst; Ethyl propionate; Hydrogenation;

DOI:10.1039/jr9570001622

Reference yield:

methyl α-eleostearate (4175-47-7) → eleostearic acid (506-23-0,544-72-9,544-73-0,3884-88-6,4337-71-7,13296-76-9,24022-76-2,146525-62-4)

Guidance literature:

DOI:10.1016/S0040-4039(01)81743-3

upstream raw materials:

octadeca-11t,13t-dien-9-ynoic acid

methyl α-eleostearate

(+/-)-t-butyl coriolate

(Z)-9-octadecenoyl chloride

Downstream raw materials:

(9E,11E,13E)-9,11,13-octadecatrienoic acid

octadeca-9,11,13-trienoic acid ethyl ester

octane-1,8-dioic acid

butyric acid

Refernces

• 1、 -. "NEW CONJUGATED LINOLENIC ACIDS AND METHODS FOR COMMERCIAL PREPARATION AND PURIFICATION". Page 17-18. . Retrieved 2008/06/13.
• 2、 Ratovelomanana, Victorin,Linstrumelle, Gerard. "STEREOSELECTIVE PREPARATION OF 1-CHLORO-(E,E)-1,3-DIENES. APPLICATION TO THE SYNTHESIS OF METHYL ELEOSTEARATE.". . p. 6001 - 6004. Retrieved 2007/10/02.