58484-44-9

Usage

Type of compound

Cyclic ether

Ring size

Twelve-membered ring

Carbonyl groups

Located at the 11th and 13th positions

Application

Crosslinking agent in polymer and resin production

Bonding potential

Forms strong and stable bonds with other molecules

Uses

Manufacturing of adhesives, coatings, and composites

Structure

Cyclic structure with carbonyl groups

Utility

Organic synthesis and as a building block for complex chemical compounds

Upstream product

• 1663-67-8 malonoyl dichloride 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 

Relevant academic research and scientific papers

Selective syntheses of novel polyether fullerene multiple adducts

We have applied a modified macrocyclic tether approach to control multiple additions to C60. The technique of 3He NMR was used to confirm the selective formation of specific C60 multiple adducts by the macrocyclic tether approach. An oligoglycol was used as a flexible linker to produce macrocyclic polyether-linked malonates 5, 6, 8, and 9 under solid-liquid PTC (phase-transfer-catalysis) conditions. The formation of a single C60 tris-adduct, 3, from macrocyclic malonate 1 and 3He@C60 was proven by 3He NMR. Similarly, multiple additions to C60 of macrocyclic polyether malonate 5 gave C60 bis-adduct 10 selectively, while the reaction of C60 with macrocyclic malonate 8 gave bis-adducts 11 and 12. A similar process with macrocyclic malonate 6 gave tris-adduct 13 with high selectivity as well. Saponification of these C60 multiple adducts gives the corresponding polyacids that are potentially useful in biological applications. Macrocyclic polyether fullerenes are a new class of ionophores, which could be interesting for molecular recognition and for the development of biosensors.

Quick synthesis method of crown ethers

The invention discloses a quick synthesis method of crown ethers. Oxalyl chloride, propandioic acid, polyethylene glycol and toluene are subjected to heating reaction and then are subjected to subsequent processing to obtain a finished product. The method comprises the following steps: 1) enabling the oxalyl chloride and the propandioic acid to be subjected to reaction, and performing stirring atnormal temperature to prepare malonyl dichloride; 2) mixing the malonyl dichloride, the polyethylene glycol and the toluene at normal temperature in a container; 3) enabling the mixture to flow through a jacketed pipeline, heating a jacket with vapor, controlling the retention time of the reactant in the pipeline, and collecting the outflow reaction liquid; and 4) performing distillation, extraction, re-crystallization and the like on the outflow reaction liquid to obtain white acicular crystal. The synthesis method disclosed by the invention is simple in process and very short in reaction time, improves the yield, and can be used for obtaining different crown ethers by taking different polyethylene glycols as reactants.

Macrocyclic cyclo[n]malonates - Synthetic aspects and observation of columnar arrangements by X-ray crystallography

A variety of achiral and chiral macrocyclic oligomalonates were synthesised in a one-step procedure through condensation of malonyl dichloride with α,ω-diols. We have investigated the applicability of this method by varying the length and type of the spac