2-Tridecenoic acid

Base Information

• Chemical Name: 2-Tridecenoic acid
• CAS No.: 6969-16-0
• Molecular Formula: C13H24 O2
• Molecular Weight: 212.332
• European Community (EC) Number: 251-062-2,678-508-2
• UNII: L5X07YC9IV
• DSSTox Substance ID: DTXSID501313980
• Nikkaji Number: J236.515D,J208.985H
• Wikidata: Q27282748
• Metabolomics Workbench ID: 479
• ChEMBL ID: CHEMBL4474796
• Mol file: 6969-16-0.mol

Synonyms:2-Tridecenoic acid;(E)-Tridec-2-enoic acid;6969-16-0;32466-55-0;trans-2-Tridecenoic acid;3-n-decyl acrylic acid;2-Tridecenoic acid, (2E)-;2-Tridecenoic Acid ,;(E)-2-Tridecenoic acid;UNII-L5X07YC9IV;(2E)-2-Tridecenoic acid;(2E)-tridec-2-enoic acid;L5X07YC9IV;2-Tridecenoic acid, (E)-;EINECS 251-062-2;C13:1n-11;(Z)-tridec-2-enoic acid;Tridecenoic acid;(2E)-2-Tridecenoic acid #;SCHEMBL1768111;CHEMBL4474796;CHEBI:184969;GQVYBECSNBLQJV-VAWYXSNFSA-N;DTXSID501313980;132636-26-1;LMFA01030044;MFCD00020487;NSC 66204;AKOS015839096;HY-W127562;CS-0185784;T0759;Q27282748

Chemical Property of 2-Tridecenoic acid

Chemical Property:

• Melting Point: 36°C
• Refractive Index: 1.4612
• Boiling Point: 335.46°C (estimate)
• Flash Point: 231.6oC
• PSA: 37.30000
• Density: 0.8591 (rough estimate)
• LogP: 4.15800
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 212.177630004
• Heavy Atom Count: 15
• Complexity: 173

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Tridecenoic Acid >80.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Tridecenoic acid

There total 1 articles about 2-Tridecenoic 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:

malonic acid (141-82-2) + undecylaldehyde (112-44-7) → 2-tridecenoic acid (6969-16-0)

Guidance literature:

With morpholine; pyridine;

DOI:10.1039/c4ra15975f

Reference yield: 37.0%

2-tridecenoic acid (6969-16-0) + thiophenol (108-98-5) → C19H28OS

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 130 ℃; for 0.166667h;

DOI:10.1039/c9sc01090d

Reference yield:

2-tridecenoic acid (6969-16-0) → tridecylenic aldehyde (7774-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / diethyl ether / 20 °C

2: bis(dibenzylideneacetone)-palladium⁽⁰⁾; tris(2,4,6-trimethylphenyl)phosphine; methyldiphenylsilane / toluene / 1.5 h / 40 °C / Schlenk technique; Inert atmosphere

With thionyl chloride; methyldiphenylsilane; tris(2,4,6-trimethylphenyl)phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In diethyl ether; toluene;

DOI:10.1055/s-0032-1317155

upstream raw materials:

malonic acid

undecylaldehyde

Downstream raw materials:

2-tridecenoyl chloride

tridecylenic aldehyde

Refernces

• 1、 Gucma, Miroslaw,Golbiewski, W. Marek,Krawczyk, Maria. "Application of chiral ligands: Carbohydrates, nucleoside-lanthanides and other Lewis acid complexes to control regio- and stereoselectivity of the dipolar cycloaddition reactions of nitrile oxides and esters". . p. 13112 - 13124. Retrieved 2015/02/19.