Dimethyl octadecanedioate

Base Information

• Chemical Name: Dimethyl octadecanedioate
• CAS No.: 1472-93-1
• Molecular Formula: C20H38 O4
• Molecular Weight: 342.519
• Hs Code.: 2917190090
• European Community (EC) Number: 604-582-2
• DSSTox Substance ID: DTXSID50340721
• Nikkaji Number: J117.954C
• Wikidata: Q82110518
• Mol file: 1472-93-1.mol

Synonyms:Dimethyl octadecanedioate;1472-93-1;Octadecanedioic acid, 1,18-dimethyl ester;Octadecanedioic acid, dimethyl ester;Octadecanedioic Acid Dimethyl Ester;SCHEMBL495079;DTXSID50340721;bis-methyl 1,18-octadecanedioate;Octadecadioic acid, dimethyl ester;BAA47293;BCP32533;MFCD00673461;1,18-DIMETHYL OCTADECANEDIOATE;AS-64964;CS-0150689;D3540;D78384

Chemical Property of Dimethyl octadecanedioate

Chemical Property:

• Vapor Pressure: 7.93E-06mmHg at 25°C
• Melting Point: 60 °C
• Refractive Index: 1.449
• Boiling Point: 207 °C / 3mmHg
• Flash Point: 168.2°C
• PSA: 52.60000
• Density: 0.936g/cm³
• LogP: 5.57400
• Water Solubility.: 616ng/L at 20℃
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 19
• Exact Mass: 342.27700969
• Heavy Atom Count: 24
• Complexity: 272

Purity/Quality:

99.9% ^*data from raw suppliers

Dimethyl Octadecanedioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCCCCCCCCCC(=O)OC
• Uses: Dimethyl Octadecanedioate is used for preparation and demethylation and polymerization of self-metathesis of fatty acid methyl esters.

Technology Process of Dimethyl octadecanedioate

There total 19 articles about Dimethyl octadecanedioate 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: 99.0%

methanol (67-56-1) + octadecanedioic acid (871-70-5) → dimethyl 1,18-octadecanedioate (1472-93-1)

Guidance literature:

With sulfuric acid; for 16h; Reflux;

DOI:10.1016/j.jconrel.2014.04.019

Reference yield: 96.0%

dimethyl 9-octadecen-1,18-dioate (13481-97-5) → dimethyl 1,18-octadecanedioate (1472-93-1)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In methanol; ethyl acetate; at 20 ℃; for 1h;

DOI:10.1021/acsmedchemlett.9b00477

Reference yield: 66.0%

C22H38O4 (14202-22-3) → Methyl decanoate (110-42-9) + dimethyl 1,18-octadecanedioate (1472-93-1) + (R)-6-hexyl-tetrahydro-2H-pyran-2-one (108861-12-7)

Guidance literature:

C₂₂H₃₈O₄;

With hydrogen; at 75 ℃; for 14h; under 7500.75 Torr; regioselective reaction;

DOI:10.1002/cssc.201200320

upstream raw materials:

sebacic acid mono methyl ester

octadecanedioic acid

diazomethane

6-bromohexanoic acid

Downstream raw materials:

octadecane-1,18-diol

octadecanedioic acid

1,18-octadecanedioic acid monomethyl ester

1,18-dibromooctadecane

Refernces

• 1、 Gorecki, Lukas,Andrys, Rudolf,Schmidt, Monika,Kucera, Tomas,Psotka, Miroslav,Svobodova, Barbora,Hrabcova, Veronika,Hepnarova, Vendula,Bzonek, Petr,Jun, Daniel,Kuca, Kamil,Korabecny, Jan,Musilek, Kamil. "Cysteine-Targeted Insecticides against A. gambiae Acetylcholinesterase Are Neither Selective nor Reversible Inhibitors". . p. 65 - 71. Retrieved 2019/12/25.
• 2、 Kovács, Ervin,Sághy, Péter,Turczel, Gábor,Tóth, Imre,Lendvay, Gy?rgy,Domján, Attila,Anastas, Paul T.,Tuba, Róbert. "Metathesis of renewable polyene feedstocks – Indirect evidences of the formation of catalytically active ruthenium allylidene species". supporting information. p. 213 - 217. Retrieved 2017/09/12.