2-Tridecenoic acid

Base Information

• Chemical Name: 2-Tridecenoic acid
• CAS No.: 32466-55-0
• 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: 32466-55-0.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:

• Vapor Pressure: 3.93E-05mmHg at 25°C
• Boiling Point: 327.8°Cat760mmHg
• Flash Point: 231.6°C
• PSA: 37.30000
• Density: 0.917g/cm³
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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 7 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: 85.0%

tridecanoic acid (638-53-9) → (E)-tridec-2-enoic acid (32466-55-0)

Guidance literature:

tridecanoic acid; With Zn(2,2,6,6-tetramethylpiperidine)_2*2LiCl; zinc(II) chloride; In tetrahydrofuran; at -40 ℃; for 1.5h; Inert atmosphere; Sealed tube;

With bis(η3-allyl-μ-chloropalladium(II)); Allyl acetate; In tetrahydrofuran; at -40 - 60 ℃; for 12h; diastereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201706893

Reference yield: 72.0%

malonic acid (141-82-2) + undecylaldehyde (112-44-7) → (E)-tridec-2-enoic acid (32466-55-0) + trans-3-tridecenoic acid (56749-73-6)

Guidance literature:

With triethylamine; for 10.5h; Heating;

DOI:10.1016/S0040-4020(98)00688-7

Reference yield: 62.0%

trans-2-tridecen-1-ol (68480-25-1) → (E)-tridec-2-enoic acid (32466-55-0) + (2E)-tridecenal (7069-41-2) + (E)-4-oxotridec-2-enal

Guidance literature:

With tert-butyl 1-hydroxy-2-methyl-6-trifluoromethyl-1H-indole-3-carboxylate; oxygen; copper(l) chloride; In N,N-dimethyl-formamide; at 50 ℃; for 24h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2011.12.058

upstream raw materials:

malonic acid

undecylaldehyde

(2E)-tridecenal

trans-2-tridecen-1-ol

Downstream raw materials:

tridecan-1-ol

undecylenic acid

trans-2-undecenoic acid

Refernces

• 1、 Shen, Shu-Su,Kartika, Vita,Tan, Ying Shan,Webster, Richard D.,Narasaka, Koichi. "Selective aerobic oxidation of allylic and benzylic alcohols catalyzed by N-hydroxyindole and copper(I) chloride". supporting information; experimental part. p. 986 - 990. Retrieved 2012/03/12.
• 2、 Berkenbusch, Thilo,Brueckner, Reinhard. "Synthesis of (+)-ginnol, a type R(long)-CH(OH)-R'(long) alcohol, by an asymmetric β,γ-unsaturated ester→γ-butyrolactone conversion". . p. 11471 - 11480. Retrieved 2007/10/03.