trans-11-Eicosenoic acid

Base Information

• Chemical Name: trans-11-Eicosenoic acid
• CAS No.: 62322-84-3
• Molecular Formula: C₂₀H₃₈O₂
• Molecular Weight: 310.521
• UNII: NLK3O5O6L3
• DSSTox Substance ID: DTXSID001348007
• Nikkaji Number: J1.148.060H,J426.807E
• Wikidata: Q27284938
• Metabolomics Workbench ID: 519
• Mol file: 62322-84-3.mol

Synonyms:62322-84-3;trans-11-eicosenoic acid;(E)-icos-11-enoic acid;11Tr-eicosenoic acid;trans-gondoic acid;(11E)-11-Eicosenoic acid;2462-94-4;icos-11-enoic acid;11E-eicosenoic acid;11-Eicosenoic acid, (11E)-;trans-11-icosenoic acid;11-trans-eicosenoic acid;NLK3O5O6L3;11-Eicosenoic acid, (E)-;C20:1n-9;UNII-8AH862AO6J;11TR-EICOSENOICACID;(E)-11-Icosenoic acid;UNII-NLK3O5O6L3;SCHEMBL148673;SCHEMBL309675;8AH862AO6J;CHEBI:180275;DTXSID001348007;11-EICOSENOIC ACID, TRANS;LMFA01030086;AKOS015839817;AS-76442;PD060483;trans-11-Eicosenoic acid, analytical standard;5-(4-METHOXYPHENYL)-2-THIOPHENECARBOXYLICACID;Q27284938

Chemical Property of trans-11-Eicosenoic acid

Chemical Property:

• Melting Point: 52-53℃
• Boiling Point: 426.3±14.0 °C(Predicted)
• PKA: 4.78±0.10(Predicted)
• Flash Point: 110 °C
• PSA: 37.30000
• Density: 0.895±0.06 g/cm3(Predicted)
• LogP: 6.88870
• Storage Temp.: −20°C
• 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%,99%, ^*data from raw suppliers

(11E)-11-EicosenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCCCC(=O)O
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCCCC(=O)O
• Uses: (11E)-11-Eicosenoic Acid, is a 20 carbon fatty acid which is used to study phospholipid membranes. It has also shown to be able to inhibit glycerophosphate acyltransferase, cholinephosphotransferase and ethanolaminephosphotransferase in V79-R cells.

Technology Process of trans-11-Eicosenoic acid

There total 11 articles about trans-11-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: 90.0%

13,14-dibromo-docosanoic acid → trans-11-eicosenoic acid (62322-84-3)

Guidance literature:

With 1-phenyl-2-(2-pyridyl)-1,2-disodiumethane; In tetrahydrofuran; at 0 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2005.12.054

Reference yield:

behenolic acid (506-35-4) → 11-eicosenoic acid (5561-99-9,62322-84-3,2462-94-4)

Guidance literature:

With potassium hydroxide; at 260 ℃;

Reference yield:

→ 11-eicosenoic acid (5561-99-9,62322-84-3,2462-94-4)

Guidance literature:

Stearinsaeure, Malonyl-Coenzym A, Coenzym A, NADPH, Rattenlebermikrosomen 11-Eicosensaeure>;

upstream raw materials:

behenolic acid

(Z)-1-bromo-9-octadecene

sodium diethylmalonate

11-eicosenoic acid

Downstream raw materials:

trans-11-eicosenoic acid methyl ester

(E)-Icos-11-enoic acid 2-((E)-icos-11-enoyloxy)-1-((E)-icos-11-enoyloxymethyl)-ethyl ester

eicosa-11,14-dienoic acid

9-octadecene

Refernces

• 1、 Lie Ken Jie, Marcel S.F.,Lam. "1H-Nuclear magnetic resonance spectroscopic studies of saturated, acetylenic and ethylenic triacylglycerols". . p. 155 - 171. Retrieved 2007/10/03.