9-Eicosenoic acid

Base Information

• Chemical Name: 9-Eicosenoic acid
• CAS No.: 506-31-0
• Molecular Formula: C₂₀H₃₈O₂
• Molecular Weight: 310.521
• European Community (EC) Number: 208-032-9
• DSSTox Substance ID: DTXSID6060135
• Nikkaji Number: J182.261F
• Wikidata: Q27114927
• Metabolomics Workbench ID: 1054
• Mol file: 506-31-0.mol

Synonyms:9-Eicosenoic acid;gadelaidic acid;506-31-0;(E)-icos-9-enoic acid;9E-Eicosenoic acid;C20:1n-11;Gadoleinsaure;9t-Eicosensaeure;9-icosenoic acid;Eicos-9t-ensaeure;eicos-9t-enoic acid;(E)-eicos-9-enoic acid;(9E)-icos-9-enoic acid;Eikosen-(9)-saeure-(20);SCHEMBL150978;trans-Delta(9)-eicosenoic acid;DTXSID6060135;CHEBI:32422;Nonadecen-(10)-carbonsaeure-(1);LMFA01030700;Q27114927

Chemical Property of 9-Eicosenoic acid

Chemical Property:

• Vapor Pressure: 1.3E-07mmHg at 25°C
• Melting Point: 23°C
• Refractive Index: 1.467
• Boiling Point: 402.7 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 299.5 °C
• PSA: 37.30000
• Density: 0.895 g/cm³
• LogP: 6.88870
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 310.287180451
• Heavy Atom Count: 22
• Complexity: 258

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC=CCCCCCCCC(=O)O
• Isomeric SMILES: CCCCCCCCCC/C=C/CCCCCCCC(=O)O

Technology Process of 9-Eicosenoic acid

There total 12 articles about 9-Eicosenoic 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: 100.0%

cis-Eicos-9-enoic acid methyl ester (67810-35-9) → gadoleic acid (29204-02-2,506-31-0)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.jmedchem.9b01287

Reference yield:

borage oil → 6Z,8E,12Z-C18:3 (657403-47-9) + 7E,9Z,11E-C18:3 + cis-Δ9-docosenoic acid (25692-11-9,14134-53-3) + cis-Octadecenoic acid (112-80-1,2027-47-6) + cis-9,trans-11-octadecadienoic acid (544-70-7,544-71-8,872-23-1,1839-11-8,2540-56-9) + trans-10,cis-12-octadecadienoic acid (1072-36-2,2420-44-2,2420-56-6,7307-45-1,22880-03-1) + cis-vaccenic acid (506-17-2) + 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) + gadoleic acid (29204-02-2,506-31-0) + (9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) + 1-hexadecylcarboxylic acid (57-10-3) + stearic acid (57-11-4) + (6Z,10E,12Z)-octadeca-6,10,12-trienoic acid (109241-60-3)

Guidance literature:

With sodium hydroxide; In propylene glycol; at 160 ℃; for 2h;

Reference yield:

safflower oil (8001-23-8) → cis-9-hexadecenoic acid (373-49-9,2091-29-4) + cis-Octadecenoic acid (112-80-1,2027-47-6) + Elaidic acid (112-79-8,2027-47-6) + (9Z,12Z)-octadeca-9,11-dienoic acid (544-70-7) + cis-9,trans-11-octadecadienoic acid (544-70-7,544-71-8,872-23-1,1839-11-8,2540-56-9) + (10Z,12Z)-Octadeca-9,11-dienoic acid (7307-45-1) + trans-10,cis-12-octadecadienoic acid (1072-36-2,2420-44-2,2420-56-6,7307-45-1,22880-03-1) + 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) + (9E,12E)-Octadeca-9,12-dienoic 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) + gadoleic acid (29204-02-2,506-31-0) + Arachidic acid (506-30-9) + n-docosanoic acid (112-85-6) + n-tetradecanoic acid (544-63-8) + 1-hexadecylcarboxylic acid (57-10-3) + stearic acid (57-11-4) + octadeca-11Z,13Z-dienoic acid (117624-52-9)

Guidance literature:

With sodium hydroxide; ethanol; water; at 150 - 215 ℃; for 0 - 6h; under 7500.75 - 24002.4 Torr; Product distribution / selectivity;

upstream raw materials:

eicos-9c-enoic acid ethyl ester

undecylaldehyde

safflower oil

methyl 8-bromooctanoate

Downstream raw materials:

eicos-9t-enoic acid

linoleic acid

Refernces

• 1、 -. "Process". Page/Page column 4-5. . Retrieved 2008/06/13.