Dimethyl azelate

Base Information

• Chemical Name: Dimethyl azelate
• CAS No.: 1732-10-1
• Deprecated CAS: 141850-72-8
• Molecular Formula: C11H20O4
• Molecular Weight: 216.277
• Hs Code.: 29171310
• European Community (EC) Number: 217-060-0
• NSC Number: 59040
• UNII: 29185K7OEI
• DSSTox Substance ID: DTXSID1044807
• Nikkaji Number: J578I
• Wikidata: Q27254366
• Metabolomics Workbench ID: 130696
• ChEMBL ID: CHEMBL3188858
• Mol file: 1732-10-1.mol

Synonyms:dimethyl azelate

Chemical Property of Dimethyl azelate

Chemical Property:

• Vapor Pressure: <1 mm Hg ( 20 °C)
• Melting Point: 18°C
• Refractive Index: n20/D 1.435(lit.)
• Boiling Point: 276 °C at 760 mmHg
• Flash Point: 117.4 °C
• PSA: 52.60000
• Density: 0.996 g/cm³
• LogP: 2.06310
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: 863mg/L at 25℃
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 216.13615911
• Heavy Atom Count: 15
• Complexity: 169

Purity/Quality:

99.9% ^*data from raw suppliers

Dimethyl azelate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCC(=O)OC
• Uses: Lithium soap and lithium complex greases are the most widely used multipurpose greases. The fatty acid portion is most often 12-hydroxystearic acid, made from hydrogenated castor oil. Dimethyl azelate and sebacate have been used as complexing agents. Dimethyl Azelate is used in analytical studies in determining particulate matter in air.

Technology Process of Dimethyl azelate

There total 48 articles about Dimethyl azelate 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: 89.0%

Dihydroxystearic Acid (120-87-6) → Dimethyl azelate (1732-10-1) + nonanoic acid methyl ester (1731-84-6)

Guidance literature:

With sodium hypochlorite; at 20 ℃; for 5h;

Reference yield: 73.0%

methanol (67-56-1) + azelaic acid (123-99-9,26776-28-3) → Dimethyl azelate (1732-10-1) + azelaic monomethyl ester (2104-19-0)

Guidance literature:

With aluminum oxide; at 25 ℃; for 48h; chemoselective reaction; Green chemistry;

DOI:10.1039/c6gc01900e

Reference yield: 71.0%

methanol (67-56-1) + cis-Octadecenoic acid (112-80-1,2027-47-6) → N-hydroxynonan-1-imine (2243-24-5) + Dimethyl azelate (1732-10-1) + nonanoic acid methyl ester (1731-84-6) + methyl 9-(hydroxyimino)nonanoate (90510-91-1)

Guidance literature:

methanol; cis-Octadecenoic acid; With oxygen; ozone; at 0 - 20 ℃;

With hydroxylamine hydrochloride; In methanol; at 0 ℃; Solvent; Reagent/catalyst;

DOI:10.1134/S1070428015050036

upstream raw materials:

methanol

azelaic acid

non-4-enedioic acid dimethyl ester

diazomethane

Downstream raw materials:

azelaic monomethyl ester

1,9-Nonanediol

9-hydroxynonanoic acid

2-Hydroxy-1-cyclononanon

Refernces

• 1、 Baker,Wilson. "". . p. 346,347, 350. Retrieved 1974.
• 2、 Yang, Ji,Liu, Jiawang,Ge, Yao,Huang, Weiheng,Ferretti, Francesco,Neumann, Helfried,Jiao, Haijun,Franke, Robert,Jackstell, Ralf,Beller, Matthias. "Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters". supporting information. p. 9527 - 9533. Retrieved 2021/03/08.
• 3、 Beller, Matthias,Dühren, Ricarda,Franke, Robert,Ge, Yao,Huang, Weiheng,Jackstell, Ralf,Liu, Jiawang,Neumann, Helfried,Schneider, Carolin,Yang, Ji. "A general platinum-catalyzed alkoxycarbonylation of olefins". supporting information. p. 5235 - 5238. Retrieved 2020/07/30.