5,8,11-Eicosatriynoic acid

Base Information

• Chemical Name: 5,8,11-Eicosatriynoic acid
• CAS No.: 13488-22-7
• Molecular Formula: C20H28O2
• Molecular Weight: 300.44
• Hs Code.: 2916190090
• UNII: R7EU6LY7HJ
• DSSTox Substance ID: DTXSID10159018
• Nikkaji Number: J415.916K
• Wikidata: Q27124059
• Metabolomics Workbench ID: 1050
• ChEMBL ID: CHEMBL1449344
• Mol file: 13488-22-7.mol

Synonyms:5,8,11-eicosatriynoic acid

Chemical Property of 5,8,11-Eicosatriynoic acid

Chemical Property:

• Vapor Pressure: 2.78E-10mmHg at 25°C
• Melting Point: 70.5-71.5 °C
• Refractive Index: 1.507
• Boiling Point: 473.8 °C at 760 mmHg
• PKA: 4.61±0.10(Predicted)
• Flash Point: 221.9 °C
• PSA: 37.30000
• Density: 0.99 g/cm³
• LogP: 4.78230
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 300.208930132
• Heavy Atom Count: 22
• Complexity: 489

Purity/Quality:

99% ^*data from raw suppliers

ETI ^*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#CCC#CCC#CCCCC(=O)O
• Uses: ETI is a leukotriene antagonist and selective 5-LO (5-lipoxygenase) inhibitor.

Technology Process of 5,8,11-Eicosatriynoic acid

There total 4 articles about 5,8,11-Eicosatriynoic 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:

1-bromoundec-2-yne (18495-28-8) → 5,8,11-eicosatriynoic acid (13488-22-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) EtMgBr, (ii) CuCl, THF, (iii) /BRN= 1816644/

2: PBr₃, Py / diethyl ether

3: (i) EtMgBr, THF, (ii) CuCN, (iii) /BRN= 1817884/

With pyridine; phosphorus tribromide; In diethyl ether;

Reference yield:

tetradeca-2,5-diyn-1-ol (13488-14-7) → 5,8,11-eicosatriynoic acid (13488-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: PBr₃, Py / diethyl ether

2: (i) EtMgBr, THF, (ii) CuCN, (iii) /BRN= 1817884/

With pyridine; phosphorus tribromide; In diethyl ether;

Reference yield:

hex-5-ynoic acid (53293-00-8) + 1-bromo-tetradeca-2,5-diyne (13488-18-1) → 5,8,11-eicosatriynoic acid (13488-22-7)

Guidance literature:

Multistep reaction; (i) EtMgBr, THF, (ii) CuCN, (iii) /BRN= 1817884/;

upstream raw materials:

hex-5-ynoic acid

1-bromo-tetradeca-2,5-diyne

1-bromoundec-2-yne

tetradeca-2,5-diyn-1-ol

Downstream raw materials:

methyl 5Z,8Z,11Z eicosatrienoate

Refernces