1733-15-9

Usage

Uses

Used in Polymer and Resin Production:
Tetramethyl ethylenetetracarboxylate is used as a crosslinking agent for enhancing the properties of polymers and resins. It helps in improving the strength, durability, and stability of the final product.
Used in Pharmaceutical Synthesis:
Tetramethyl ethylenetetracarboxylate is used as a chemical intermediate in the synthesis of various pharmaceuticals. It plays a crucial role in the development of new drugs and medicines.
Used in Agrochemical Synthesis:
Tetramethyl ethylenetetracarboxylate is also used as a chemical intermediate in the synthesis of agrochemicals. It contributes to the development of effective pesticides and other agricultural products.
Safety Measures:
It is important to handle tetramethyl ethylenetetracarboxylate with caution and follow proper safety measures when working with it, as it can cause irritation to the skin and eyes, and may be harmful if inhaled or ingested.

InChI:InChI=1/C10H12O8/c1-15-7(11)5(8(12)16-2)6(9(13)17-3)10(14)18-4/h1-4H3

Upstream product

• 121079-94-5 tetramethyl 1-hydroxyethane-1,1,2,2-tetracarboxylate 
• 108-24-7 acetic anhydride 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 108-59-8 malonic acid dimethyl ester 
• 2905-56-8 N-Benzylpiperidine 
• 868-26-8 dimethyl 2-bromomalonate 
• 3298-40-6 mesoxalate de methyle 
• 37167-59-2 dimethyl dibromomalonate 
• 6773-29-1 dimethyl diazomalonate 
• 67-56-1 methanol 
• 5464-22-2 tetramethyl ethane-1,1,2,2-tetracarboxylate 
• 592-41-6 1-hexene 
• 118163-37-4 phenyliodoniomethanesulfonate 
• 3844-94-8 1-(trimethylsilyl)-1-hexyne 

Downstream Products

• 56822-02-7 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 
• 77321-39-2 Tetramethyl 1-(p-Methoxyphenyl)-2,2,3,3-cyclobutanetetracarboxylate 
• 72542-00-8 1--2,2,3,3-tetrakis(carbomethoxy)cyclobutane 
• 79999-61-4 2,2,3,3-tetraphenyl-1,4-dithiane 
• 88692-03-9 tetramethyl 2,2-diphenylthiolane-3,3,4,4-tetracarboxylate 
• 77771-69-8 (2R,5S)-1-Benzyl-2,5-diphenyl-pyrrolidine-3,3,4,4-tetracarboxylic acid tetramethyl ester 
• 82522-60-9 C₃₀H₂₄O₁₄ 
• 279683-82-8 [Pd(η2-tetramethyl ethylene tetracarboxylate)(C6H5SCH2C5H4N)] 
• 279683-83-9 [Pd(η2-tetramethyl ethylene tetracarboxylate)(C6H5SCH2C5H3NCH3)] 
• 343304-60-9 [Pd(η2-tetramethylethylenetetracarboxylate)(2,6-bis(phenylthiomethyl)pyridine)] 
• 177574-63-9 [Pd(η2-tetramethyl ethylene tetracarboxylate)(2-NC5H4CH=NC6H4OMe-4)] 
• 500205-45-8 Pt(C₂(CH₃CO₂)4)(C₅H₄NCH₂SC₆H₅) 
• 500205-50-5 Pt(C₂(CH₃CO₂)4)(C₅H₄NCHNC₆H₄OCH₃) 
• 869966-63-2 [Pd(η2-tetramethylethylentetracarboxylate)(6-chloro-2-phenylthiomethylpyridine)] 

Relevant academic research and scientific papers

CATHODIC SYNTHESIS OF ESTERS OF 1,1,2,2-CYCLOALKANETETRACARBOXYLIC ACIDS DERIVED FROM 1,1,2,2-ETHANE- OR ETHYLENECARBOXYLATE ESTERS

The cathodic electrolysis of esters of 1,1,2,2-ethane- or ethylenetetracarboxylic acids in the presence of dihaloalkanes leads to esters of 1,1,2,2-cycloalkanetetracarboxylic acids. Keywords: acyclic compounds, esters, alkyl bromides, electrochemical synthesis, electrolytic reduction.

Electrochemical oxidation of malonic esters in acetonitrile in the presence of iodides as mediators

Electrochemical oxidation of malonic esters in acetonitrile in the presence of iodides follows two different pathways depending on the nature of the cation. In the presence of LiI, alkyl 1,1,2,2,3,3-propanetetracarboxylates were obtained in 85-98% yields. In the presence of NaI, KI, or Bu4NI, the formation of 1,1,2,2-ethanetetracarboxylates and their subsequent dehydrogenation to ethenetetracarboxylates was the main reaction pathway.

Chemical and Electrochemical Oxidative Dimerization of Carbonyl Compounds by Cerium(IV) Salts. A Comparative Study

β-dicarbonyl and β-cyanocarbonyl compounds were dimerized chemically by CAN or by electrocatalysis using cerous nitrate as mediator.The saturated and unsaturated products of these oxidations are presented.

Simple synthesis of tetra-acceptor-substituted alkenes by the formal dehydrodimerization of malonates

Only two steps are required for the synthesis of tetra-acceptor- substituted alkenes from simple malonates in excellent yields [Eq. (1)]. The method is characterized by cheap and commercially available precursors, and ultrasound remarkably accelerates the radical reaction as well as the successive Knoevenagel reaction.

All-Carbon Tetrasubstituted Olefins Synthesis from Diazo Compounds and Iodonium Ylides under Blue LED Irradiation

A route for the construction of all-carbon tetra-substituted olefins through visible-light promoted coupling of diazo compounds with iodonium ylides was developed. A wide range of all-carbon tetra-substituted olefins was obtained in moderate to good yields. The synthetic values of the current method were further approved by the synthesis of natural isolates modified alkenes and the successful transformation of final olefins into important heterocycles. (Figure presented.).

Cu-Mediated arylselenylation of aryl halides with trifluoromethyl aryl selenonium ylides

An unprecedented arylselenylation of aryl halides with trifluoromethyl aryl selenonium ylides in the presence of copper is described. The reaction proceeded at 100-140 °C under ligand- and additive-free conditions for 3-20 h to form a variety of unsymmetrical diaryl selenides in good to high yields. Arylselenylation is easy to operate, has good functional group tolerance, and demonstrates the different reaction profiles of trifluoromethyl aryl selenonium ylides from the homologous trifluoromethyl aryl sulfonium ylides.

Continuous Processing and Efficient in Situ Reaction Monitoring of a Hypervalent Iodine(III) Mediated Cyclopropanation Using Benchtop NMR Spectroscopy

Real-time NMR spectroscopy has proven to be a rapid and an effective monitoring tool to study the hypervalent iodine(III) mediated cyclopropanation. With the ever increasing number of new synthetic methods for carbon-carbon bond formation, the NMR in situ monitoring of reactions is becoming a highly desirable enabling method. In this study, we have demonstrated the versatility of benchtop NMR using inline and online real-time monitoring methods to access mutually complementary information for process understanding, and we developed new approaches for real-time monitoring addressing challenges associated with better integration into continuous processes.

A catalytic approach to the base-promoted reaction of epoxides with activated methylenes

This contribution reports the results obtained in the definition of a catalytic method for the nucleophilic ring opening of epoxides by activated methylenes promoted by a polymer-supported base. The attention has been focused on the use of polymer supported bases and the best results have been obtained by using 4-(dimethylamino)pyridine (PS-DMAP) and 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine both on polystyrene (PS-BEMP). Solvent-free conditions has been essential for reaching a sufficient reactivity to realize this process, in fact when a reaction medium is used, the processes are almost unfeasible.

RhII-catalyzed cycloadditions of carbomethoxy iodonium ylides

Carbomethoxy iodonium ylides, generated from methyl acetoacetate and methyl malonate, respectively, are exploited in synthesis of cyclopropanes, cyclopropenes as well as various heterocycles.

Tetramethyl ethene-1,1,2,2-tetracarboxylate: Oxidative homocoupling of dimethyl malonate in the presence of magnesium oxide

Dimethyl malonate oxidized with CAN in the presence of magnesium oxide forms tetramethyl 1-hydroxyethane-1,1,2,2-tetracarboxylate and tetramethyl ethene-1,1,2,2-tetracarboxylate in high yield. Subsequent dehydration of the mixture provides exclusively tetramethyl ethene-1,1,2,2-tetracarboxylate.