Triethyl prop-1-ene-1,1,2-tricarboxylate

Base Information

• Chemical Name: Triethyl prop-1-ene-1,1,2-tricarboxylate
• CAS No.: 30313-07-6
• Molecular Formula: C12H18 O6
• Molecular Weight: 258.271
• NSC Number: 126872
• DSSTox Substance ID: DTXSID60298906
• Nikkaji Number: J1.841.447C
• Mol file: 30313-07-6.mol

Synonyms:30313-07-6;NSC 126872;triethyl prop-1-ene-1,1,2-tricarboxylate;NSC126872;SCHEMBL13990784;DTXSID60298906;NSC-126872;1-Propene-1,1,2-tricarboxylic acid triethyl ester

Chemical Property of Triethyl prop-1-ene-1,1,2-tricarboxylate

Chemical Property:

• Vapor Pressure: 0.0017mmHg at 25°C
• Boiling Point: 293.7°Cat760mmHg
• Flash Point: 122.8°C
• Density: 1.121g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 258.11033829
• Heavy Atom Count: 18
• Complexity: 336

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=C(C(=O)OCC)C(=O)OCC)C

Technology Process of Triethyl prop-1-ene-1,1,2-tricarboxylate

There total 7 articles about Triethyl prop-1-ene-1,1,2-tricarboxylate 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: 81.0%

(carbethoxyethylidene)triphenylphosphorane (21382-82-1) + Diethyl ketomalonate (609-09-6) → diethyl 2-ethoxycarbonyl-3-methylbutadienoate (30313-07-6)

Guidance literature:

In toluene; at 0 - 20 ℃; for 3h;

DOI:10.1021/jo300173g

Reference yield: 66.0%

2-oxo-propionic acid ethyl ester (617-35-6) + diethyl malonate (105-53-3) → diethyl 2-ethoxycarbonyl-3-methylbutadienoate (30313-07-6)

Guidance literature:

With acetic anhydride; zinc(II) chloride; at 100 ℃;

DOI:10.1016/S0040-4020(97)00390-6

Reference yield:

triethyl 1-bromopropane-1,1,2-tricarboxylate (92084-92-9) → diethyl 2-ethoxycarbonyl-3-methylbutadienoate (30313-07-6) + triethyl prop-2-ene-1,1,2-tricarboxylate (71195-11-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 ℃; for 3h; Title compound not separated from byproducts.;

DOI:10.1021/ja020340f

upstream raw materials:

2-oxo-propionic acid ethyl ester

diethyl malonate

triethyl 1-bromopropane-1,1,2-tricarboxylate

triethyl propane-1,1,2-tricarboxylate

Downstream raw materials:

α-methylene-γ-butyrolactone-β-carboxylic acid

diethyl α-methylene-γ-butyrolactone-β-dicarboxylate

methyleneaspartic acid hydrochloride

2-methylenesuccinic acid

Refernces

• 1、 Murakami, Yukito,Hisaeda, Yoshio,Ohno, Teruhisa. "Artificial Glutamate Mutase Composed of Hydrophobic Vitamin B12 and Synthetic Bilayer Membrane". . p. 1357 - 1360. Retrieved 1987.
• 2、 Pierik, Antonio J.,Ciceri, Daniele,Broeker, Gerd,Edwards, Christopher H.,McFarlane, William,Winter, Joachim,Buckel, Wolfgang,Golding, Bernard T.. "Rotation of the exo-methylene group of (R)-3-methylitaconate catalyzed by coenzyme B12-dependent 2-methyleneglutarate mutase from Eubacterium barkeri". . p. 14039 - 14048. Retrieved 2007/10/03.