Tetramethyl ethylenetetracarboxylate

Base Information

• Chemical Name: Tetramethyl ethylenetetracarboxylate
• CAS No.: 1733-15-9
• Molecular Formula: C10H12 O8
• Molecular Weight: 260.2
• Hs Code.: 2917190090
• European Community (EC) Number: 217-065-8
• NSC Number: 21377
• UNII: ERG9UE2DFW
• DSSTox Substance ID: DTXSID10169576
• Nikkaji Number: J203.131K
• Wikidata: Q83039296
• Mol file: 1733-15-9.mol

Synonyms:Tetramethyl ethylenetetracarboxylate;1733-15-9;tetramethyl ethene-1,1,2,2-tetracarboxylate;ERG9UE2DFW;EINECS 217-065-8;NSC-21377;NSC21377;UNII-ERG9UE2DFW;SCHEMBL10797814;Tetramethyl ethenetetracarboxylate;DTXSID10169576;NSC 21377;Ethenetetracarboxylic acid tetramethyl ester;1,1,2,2-TETRAMETHYL 1,1,2,2-ETHENETETRACARBOXYLATE;1,1,2,2-ETHENETETRACARBOXYLIC ACID, 1,1,2,2-TETRAMETHYL ESTER

Chemical Property of Tetramethyl ethylenetetracarboxylate

Chemical Property:

• Vapor Pressure: 0.0197mmHg at 25°C
• Boiling Point: 252.1°C at 760 mmHg
• Flash Point: 101.9°C
• PSA: 105.20000
• Density: 1.296g/cm³
• LogP: -1.02500
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 260.05321734
• Heavy Atom Count: 18
• Complexity: 332

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=C(C(=O)OC)C(=O)OC)C(=O)OC

Technology Process of Tetramethyl ethylenetetracarboxylate

There total 70 articles about Tetramethyl ethylenetetracarboxylate 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: 98.0%

tetramethyl 1-hydroxyethane-1,1,2,2-tetracarboxylate (121079-94-5) → Tetramethyl ethylenetetracarboxylate (1733-15-9)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1002/(SICI)1521-3773(20000303)39:5<902::AID-ANIE902>3.0.CO;2-5

Reference yield: 88.0%

dimethyl diazomalonate (6773-29-1) → Tetramethyl ethylenetetracarboxylate (1733-15-9)

Guidance literature:

With rhodium(II) acetate; 2-furancarbonitrile;

DOI:10.1007/BF00952639

Reference yield: 83.0%

dimethyl dibromomalonate (37167-59-2) → Tetramethyl ethylenetetracarboxylate (1733-15-9)

Guidance literature:

With tributylstibine; at 60 ℃; for 4h;

DOI:10.1016/S0040-4020(01)80128-9

upstream raw materials:

tetramethyl 1-hydroxyethane-1,1,2,2-tetracarboxylate

acetic anhydride

(E)-3-Ureido-but-2-enoic acid ethyl ester

malonic acid dimethyl ester

Downstream raw materials:

2-methyl-4-(4-nitro-phenyl)-3-oxo-1-phenyl-7-oxa-2-aza-bicyclo[2.2.1]heptane-5,5,6,6-tetracarboxylic acid tetramethyl ester

Tetramethyl 1-(p-Methoxyphenyl)-2,2,3,3-cyclobutanetetracarboxylate

1--2,2,3,3-tetrakis(carbomethoxy)cyclobutane

2,2,3,3-tetraphenyl-1,4-dithiane

Refernces

• 1、 Saltykova, L. E.,Vasil'vitskii, A. E.,Shostakovskii, V. M.,Nefedov, O. M.. "REACTION OF FURFURAL AND ITS DIETHYLACETAL WITH DIAZOACETATES AND DIMETHYL DIAZOMALONATE IN THE PRESENCE OF BORON TRIFLUORIDE ETHERATE OR RHODIUM ACETATE". . p. 722 - 727. Retrieved 1988.
• 2、 Wulfman et al.. "". . p. 1360. Retrieved 1971.
• 3、 Cho, Liu Yao,Romero, Jose Ricardo. "Chemical and Electrochemical Oxidative Dimerization of Carbonyl Compounds by Cerium(IV) Salts. A Comparative Study". . p. 8757 - 8760. Retrieved 1995.
• 4、 Li, Lei,Xu, Guo-Yong,Xuan, Jun,Zhao, Yan-Rui. "All-Carbon Tetrasubstituted Olefins Synthesis from Diazo Compounds and Iodonium Ylides under Blue LED Irradiation". . . Retrieved 2021/12/08.
• 5、 Ahmed-Omer, Batool,Sliwinski, Eric,Cerroti, John P.,Ley, Steven V.. "Continuous Processing and Efficient in Situ Reaction Monitoring of a Hypervalent Iodine(III) Mediated Cyclopropanation Using Benchtop NMR Spectroscopy". . p. 1603 - 1614. Retrieved 2016/09/23.