729-87-3

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1,2,3-Cyclopropanetricarboxylic acid, triethyl ester is used as a precursor in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure and reactivity make it a valuable component in the development of new drugs and pesticides.
Used in Specialty Polymer Production:
1,2,3-Cyclopropanetricarboxylic acid, triethyl ester is employed in the production of specialty polymers, where its properties contribute to the creation of materials with specific characteristics, such as enhanced strength, flexibility, or chemical resistance.
Used as a Crosslinking Agent in Coatings and Adhesives Manufacturing:
1,2,3-Cyclopropanetricarboxylic acid, triethyl ester is utilized as a crosslinking agent in the manufacture of coatings and adhesives. Its ability to form strong chemical bonds between polymer chains enhances the durability and performance of these products.

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 105-36-2 ethyl bromoacetate 
• 141035-02-1 3,4,5-triethyl 4,5-dihydro-1H-pyrazole-3,4,5-tricarboxylate 
• 7380-81-6 ethyl (dimethylsulfuranylidene)acetate 
• 105-39-5 chloroacetic acid ethyl ester 
• 141-05-9 Diethyl maleate 
• 5187-82-6 (ethoxycarbonylmethyl)dimethylsulfonium bromide 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 74-85-1 ethene 
• 623-91-6 diethyl Fumarate 

Downstream Products

• 48126-70-1 cyclopropane-1r,2,3t-tricarboxylic acid 
• 48126-70-1 cis,trans-cyclopropane-1,2,3-tricarboxylic acid 
• 613242-30-1 C₆H₁₂N₆O₃ 
• 5266-58-0 trans-1,2,3-Trimethylol-cyclopropan 
• 22554-08-1 1trans,2trans,3ref-Tris-(diphenylhydroxymethyl)-cyclopropan 
• 1087-44-1 trans-1,2,3-Tris-(acetoxymethyl)-cyclopropan 
• 68198-35-6 cyclopropane-1r,2,3t-tricarboxylic acid trimethyl ester 

Relevant academic research and scientific papers

Gold-catalyzed ethylene cyclopropanation

Ethylene can be directly converted into ethyl 1-cyclopropylcarboxylate upon reaction with ethyl diazoacetate (N2CHCO2Et, EDA) in the presence of catalytic amounts of IPrAuCl/NaBArF4 (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene; BArF4 = tetrakis(3,5-bis(trifluoromethyl)phenyl)borate).

Polyoxometalates: Powerful catalysts for atom-efficient cyclopropanations

The polyoxometalate-based catalytic cyclopropanation of olefins by ethyl diazoacetate (EDA) is reported. The outstanding catalyst productivity (TONs up to 100,000) and the use of equimolar EDA/olefin ratio confer to the methodology a high sustainability. Preliminary mechanistic investigations are also discussed.

Cobalt-catalyzed asymmetric cyclopropanation of electron-deficient olefins

The cobalt(II) complex of a D2-symmetric chiral porphyrin [Co(1)] is an effective catalyst for asymmetric cyclopropanation of electron-deficient olefins, including α,β-unsaturated esters, amides, ketones, and nitriles. Due to the absence of dimerization of diazo compounds, the catalytic reactions can be performed in one-pot protocol using olefins as the limiting reagent, forming the desired electrophilic cyclopropane derivatives in high yields and selectivities under mild conditions. In most cases, both excellent diastereo- and enantioselectivity were achieved. Copyright

2-(Tosylamino)benzyltrimethylammonium halides as precursors of 2-substituted indoles

The reactions of 2-(tosylamino)benzyltrimethylammonium halides (1) with dimethylsulfonium 2-oxo-2-phenylethylide (6b), dimethylsulfonium 2-ethoxy-2-oxo-ethylide (6c) and dimethylsulfonium cyanomethylide (6d) are useful synthetic routes to 2-substituted indoles (8b-d). The relationship between reaction conditions and selectivity is discussed.

Reactions of Hexaphenylcarbodiphosphorane, IV. Reactions of Hexaphenylcarbodiphosphorane with Halogen Compounds. Diphosphaallyl Cations

Hexaphenylcarbodiphosphorane (1) undergoes nucleophilic displacement reaction with halogen compounds 3 with formation of compounds 5 which can be regarded as salts of the diphosphaallylcation. 1 reacts with bromoacetic ester 11 as base, with proton abstraction and formation of a carbanion 12 which gives rise to formation of (E)-cyclopropantricarboxylicacid ester (13).In an analogous way, 1 attacks isothiocyanatoaceticacid ester (14) with formation of an ionpair 15 which undergoes a cycloaddition with a second molecule 14 forming 16, which can be converted into the mercaptothiazol derivative 17 by treatment with HCl. - Key words: Hexaphenylcarbodiphosphorane Diphosphaallyl Cations, 13C NMR Spectra