Trimethyl aconitate

Base Information

• Chemical Name: Trimethyl aconitate
• CAS No.: 20820-77-3
• Molecular Formula: C9H12O6
• Molecular Weight: 216.191
• NSC Number: 67343
• Mol file: 20820-77-3.mol

Synonyms:Trimethyl aconitate;20820-77-3;trimethyl (Z)-prop-1-ene-1,2,3-tricarboxylate;trimethyl prop-1-ene-1,2,3-tricarboxylate;1-Propene-1,2,3-tricarboxylic acid, trimethyl ester;cis-methylaconitate;starbld0004786;Aconitic Acid Trimethyl Ester;Aconitic acid, trimethyl ester;SCHEMBL10000423;DZAIBGWGBBQGPZ-UHFFFAOYSA-N;DZAIBGWGBBQGPZ-XQRVVYSFSA-N;NSC67343;NSC-67343;Trimethyl 1-propene-1,2,3-tricarboxylate;Trimethyl (1z)-1-propene-1,2,3-tricarboxylate;1,2,3-Propenetricarboxylic acid, trimethyl ester;1-Propene-1,3-tricarboxylic acid, trimethyl ester;J-013650;Trimethyl (1Z)-1-propene-1,2,3-tricarboxylate #;3-Methoxycarbonyl-pent-2-enedioic acid dimethyl ester;1-Propene-1,2,3-tricarboxylic acid, trimethyl ester, (Z)-

Chemical Property of Trimethyl aconitate

Chemical Property:

• Vapor Pressure: 0.00682mmHg at 25°C
• Boiling Point: 270.5°Cat760mmHg
• Flash Point: 116.1°C
• Density: 1.194g/cm³
• Solubility.: Chloroform, Dichloromethane, Ether
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 216.06338810
• Heavy Atom Count: 15
• Complexity: 291

Purity/Quality:

97% ^*data from raw suppliers

TrimethylAconitate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=CC(=O)OC)C(=O)OC
• Isomeric SMILES: COC(=O)C/C(=C/C(=O)OC)/C(=O)OC
• Uses: Protected Aconitic Acid.

Technology Process of Trimethyl aconitate

There total 1 articles about Trimethyl aconitate 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: 87.3%

methanol (67-56-1) + citric acid (77-92-9,906507-37-7) → 3-oxopentanedioic acid dimethyl ester (1830-54-2) + dimethyl 2-methoxypropene-1,3-dicarboxylate (100009-70-9) + trimethyl aconitate (20820-77-3) + trimethyl citrate (1587-20-8) + acetoacetic acid methyl ester (105-45-3)

Guidance literature:

citric acid; With chlorosulfonic acid; In dichloromethane; at 10 - 15 ℃; for 5 - 6h;

methanol; In dichloromethane; at 3 - 35 ℃; for 2h; Conversion of starting material;

Reference yield: 90.0%

tert.-butylhydroperoxide (75-91-2) + trimethyl aconitate (20820-77-3) + benzaldehyde (100-52-7) → C20H26O9 (1415690-34-4)

Guidance literature:

With iron(II) chloride; In decane; acetonitrile; at 85 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2012.09.110

upstream raw materials:

methanol

citric acid

Downstream raw materials:

C₂₀H₂₆O₉

Refernces