4580-40-9

Usage

General Description

Diprop-2-ynyl butanedioate, also known as dipropargyl succinate, is a chemical compound that belongs to the class of alkynes and carboxylic acid esters. It is commonly used as a crosslinking agent in the production of polymers, adhesives, and coatings. Its unique structure with two reactive alkynyl groups allows it to form strong and durable bonds, making it suitable for applications requiring high performance and resistance to heat and chemicals. It is also utilized as a monomer in the synthesis of functionalized materials and as a building block in organic synthesis. However, it is important to handle diprop-2-ynyl butanedioate with caution, as it can cause skin and eye irritation and may be harmful if swallowed or inhaled.

InChI:InChI=1/C10H10O4/c1-3-7-13-9(11)5-6-10(12)14-8-4-2/h1-2H,5-8H2

Upstream product

• 110-15-6 succinic acid 
• 107-19-7 propargyl alcohol 
• 108-30-5 succinic acid anhydride 
• 53024-63-8 diprop-2-ynyl fumarate 
• 543-20-4 succinoyl dichloride 

Downstream Products

• 1384100-07-5 bis((1-phenethyl-1H-1,2,3-triazol-4-yl)methyl) succinate 
• 1384100-04-2 bis((1-benzyl-1H-1,2,3-triazol-4-yl)methyl) succinate 

Relevant academic research and scientific papers

Preparation and properties of semi-interpenetrating networks combined by thermoplastic polyurethane and a thermosetting elastomer

A thermosetting elastomer has been introduced into hydroxyl-terminated polyether thermoplastic polyurethane systems by semi-interpenetrating technology. The novel energetic macromolecule materials are investigated by Fourier transform infrared spectroscopy (FTIR), uniaxial tensile test, dynamic mechanical analysis (DMA) and thermal gravimetric analysis (TGA). The results show that this material has good mechanical properties with a stress of 9.7 MPa and strain of 1010.7% when the mass percentage of triazole segments is 20 wt%. It is worth noting that the network structure parameters of semi-interpenetrating materials are quantitatively calculated for the first time based on the relationship between the elastic modulus and the effective crosslinking density. The damping analysis results show that the linear polyurethane domains are tightly embedded into the tridimensional network of triazole domains. In addition, it is confirmed from thermal stability and energy analysis that the samples exhibit good thermal stability and positive heat of formation. Therefore, the novel energetic materials are of potential applied value in the areas of aerospace industry and missile technology.

Neighboring Carbonyl Group Assisted Oxyacetoxylation of Propargylic Carboxylates with Retention of Chirality under Metal Free Condition

A metal-free oxyacetoxylation method of primary, secondary and tertiary propargylic carboxylates with retention of chirality was presented. The reaction proceeds through the intramolecular nucleophilic attack of the neighboring carbonyl group on an alkynyliodonium intermediate. The process is general with broad substrate scope and is amenable for application to a variety of propargyl carboxylates including those obtained from natural products. Insight into the mechanistic pathway by isotopic labelling (using H2O18 and D2O) and controlled experiments confirmed. (Figure presented.).

REDUCTION METHOD USING WATER AS PROTON SOURCE BY MEANS OF N-HETEROCYCLIC CARBENE

PROBLEM TO BE SOLVED: To provide a reduction method using water as a proton source by means of N-heterocyclic carbene, in which the N-heterocyclic carbene is used actively as a reaction accelerator to realize a hydrogenation reaction by using water as the proton source. SOLUTION: A solution, which is obtained by mixing: a reaction substrate shown at an upper stage of the following formulae; a precursor of the triazole-based N-heterocyclic carbene (NHC) shown at a lower stage; water; and 1,2-dimethoxyethane being a solvent, is reacted at 100°C or higher temperature for 2 hours or more while making the solution to pass through a microwave reaction unit and the reacted solution is subjected to reduced-pressure distillation to obtain a hydrogenated product. The formulae: (EWG1-EWG4 are each an ester group, a cyano group, a ketone group, an amido group or an imido group;R1-R5 are each a 1-20C aliphatic group, a 3-12C alicyclic group or 6-30C aromatic group) SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT

Transfer hydrogenation promoted by N-heterocyclic carbene and water

N-Heterocyclic carbenes (NHCs) promote the transfer hydrogenation of various activated C=C, C=N, and N=N bonds with water as the proton source. The NHCs act as reducing reagents to be converted into their oxides. A detailed reaction mechanism is proposed on the basis of deuterium-labeling experiments.

Regioselective synthesis and antimicrobial studies of ester linked 1,4-disubstituted 1,2,3-bistriazoles

A series of 1,4-disubstituted 1,2,3-bistriazoles was synthesized via click chemistry by cycloaddition of various bisalkynes with benzyl/2-phenylethyl azide. Synthesized triazoles were characterized by IR, 1H NMR, 13C NMR and mass spe