17361-58-9

Usage

Uses

Used in Polymer Production:
1,3-Dioxan-2-one, 4-methylis utilized as a monomer in the production of biodegradable polymers, contributing to the development of sustainable materials that have a reduced environmental impact.
Used in Chemical Reactions as a Solvent:
In the chemical industry, 1,3-Dioxan-2-one, 4-methylserves as a solvent, facilitating various chemical reactions and processes that require a stable and mild-odored liquid medium.
Used in Pharmaceutical and Medical Applications:
Although not explicitly mentioned in the provided materials, given its properties and applications in polymer synthesis, 1,3-Dioxan-2-one, 4-methylcould potentially be used in the development of biodegradable medical devices or drug delivery systems, where its biodegradability and chemical reactivity would be advantageous.
Used in Research and Development:
Methyl glycolide's unique properties make it a valuable compound in scientific research and development, where it can be explored for new applications and to enhance existing processes in material science and polymer chemistry.

Upstream product

• 18826-95-4 1.3-butanediol 
• 105-58-8 Diethyl carbonate 
• 2167-39-7 (+/-)-2-methyloxetane 
• 124-38-9 carbon dioxide 
• 1659-31-0 2,2'-dipyridyl carbonate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 201230-82-2 carbon monoxide 
• 616-38-6 carbonic acid dimethyl ester 
• 50-00-0 formaldehyd 
• 187737-37-7 propene 
• 57-13-6 urea 

Downstream Products

• 99855-05-7 6-methyl-3-phenyl-1,3-oxazinan-2-one 
• 67-63-0 isopropyl alcohol 
• 67-64-1 acetone 
• 98110-11-3 4,4,5,5,4',4',5',5'-octamethyl-2,2'-(1-methyl-propane-1,3-diyldioxy)-bis-[1,3,2]dioxaborolane 
• 67-56-1 methanol 
• 18826-95-4 1.3-butanediol 

Relevant academic research and scientific papers

A novel and efficient method for the catalytic direct oxidative carbonylation of 1,2- and 1,3-diols to 5-membered and 6-membered cyclic carbonates

In the presence of a PdI2-based catalytic system, 1,2-diols undergo an oxidative carbonylation process to afford 5-membered cyclic carbonates in good to excellent yields (84-94%) and with unprecedented catalytic efficiencies for this kind of reaction (up to ca. 190 mol of product per mol of PdI2). Under similar conditions, 6-membered cyclic carbonates are obtained for the first time through a direct catalytic oxidative carbonylation of 1,3-diols (66-74% yields).

Development of a H3PW12O40/CeO2 catalyst for bulk ring-opening polymerization of a cyclic carbonate

A new reaction system involving a heterogeneous H3PW12O40/CeO2 catalyst and methyl iodide initiator was developed for bulk ring-opening polymerization (ROP) of trimethylene carbonate (TMC). Combination of a Br?nsted acid (H3PW12O40) and Lewis base (CeO2) had a synergic effect on a well-controlled ROP without decarboxylation, which gave poly(TMC) of molecular weight (Mn) 30-000 and Polydispersity Index (PDI) of 1.80 at 60 °C and 24 h. Fourier transform infrared (FTIR) spectroscopy elucidated a reaction mechanism in which H3PW12O40 promoted the initiation reaction and CeO2 activated TMC, and the interface of these two components was an active site for ROP. The catalyst was removed readily by filtrating a dimethyl carbonate solution of poly(TMC), which was confirmed by inductively coupled plasma-atomic emission spectroscopy. In addition, various kinds of biomass-derived poly(aliphatic carbonate)s were synthesized and thermal properties were investigated by differential scanning calorimetry and thermogravimetry-differential thermal analysis. In particular, pyrolysis-gas chromatography mass spectrometry of these polymers revealed that the degradation mechanism was highly dependent upon a small amount of ether linkages and a pendant methyl group.

A general and expedient synthesis of 5- and 6-membered cyclic carbonates by palladium-catalyzed oxidative carbonylation of 1,2- and 1,3-diols

We present a general, practical, and efficient approach to 5- and 6-membered organic carbonates by palladium-catalyzed direct oxidative carbonylation of 1,2- and 1,3-diols, respectively. Reactions were carried out at 100 °C in N,N-dimethylacetamide as the solvent under 20 atm (at 25 °C; 1 atm=101.3 kPa) of a 4:1 v/v CO/air mixture in the presence of 0.5-2 mol % of PdI2 and KI (KI/PdI2 molar ratio=10). Excess dehydrating agent, such as trimethyl orthoacetate, was necessary in several cases to obtain appreciable results. The method could also be applied to the synthesis of a high-value-added glycerol carbonate from glycerol, a readily available raw material. When applied to α-D-glucose, a double carbonylation process took place, with direct formation of α-D-glucofuranose 1,2:5,6-dicarbonate.

Preparation method of aliphatic cyclic polycarbonate

The invention discloses a preparation method of cyclic carbonate. According to the method, olefin, aldehydes and carbon dioxide are co-converted into a more valuable cyclic carbonate chemical, and carbon dioxide is in a supercritical state and is used as a reactant and a solvent at the same time. According to the method, a novel composite heterogeneous nano catalyst material for simultaneously activating carbon dioxide and olefin is also adopted, and is used for jointly activating carbon dioxide and olefin, so that the aim of preparing cyclic carbonate through high-yield conversion under mild conditions is fulfilled. The process raw materials are cheap and easy to obtain, the catalyst is non-corrosive, the process is simple to operate, other reaction steps are not needed, the process is efficient, simple and feasible, economic and pollution-free, and large-scale industrial production of the cyclic carbonate is facilitated.

Highly synergistic effect of ionic liquids and Zn-based catalysts for synthesis of cyclic carbonates from urea and diols

The development of stable and efficient catalysts is an attractive topic for green chemistry reactions under mild reaction conditions. In order to improve solvent-free synthesis of cyclic carbonates from urea and diols, a binary catalyst systems of Zn-based and different ionic liquids (ILs) were developed and examined in this study. The yield of ethylene carbonate (EC) could reach to 92.2% in the presence of C16mimCl/ZnCl2 catalyst. Through exploring the structure-activity relationships of cation and anion, it was confirmed that a synergistic effect of cation and anion of catalyst had important influences on urea alcoholysis. Additionally, the controlling step of EC synthesis reaction involving the elimination of an ammonia molecule from intermediates had been revealed by in situ FT-IR. This could afford a guided insight for synthesizing cyclic carbonates with high yield. Furthermore, a possible mechanism for the catalytic process was proposed based on DFT and the experimental results via FT-IR, 1H-NMR and 13C NMR analysis, which revealed that not only a probable synergistic effects of cation-anion matters, but also C(2)-H of ILs and Zn2+ played a key role in accelerating the reaction of urea alcoholysis. This catalytic mechanism study is to provide a preliminary basis to develop novel catalysts for cyclic carbonates from urea and diols through a green synthetic pathway.

Ionic liquids/ZnO nanoparticles as recyclable catalyst for polycarbonate depolymerization

A useful protocol for waste bis-phenol A-polycarbonates (BPA-PC) chemical recycling is proposed based on a bifunctional acid/basic catalyst composed by nanostructured zinc oxide and tetrabutylammonium chloride (ZnO-NPs/NBu4Cl) in quality of Lewis acid and base, respectively. Retro-polymerization reaction proved to be of general application for several nucleophiles, including water, alcohols, amines, polyols, aminols and polyamines, leading to the complete recovery of BPA monomer and enabling the PC polymer to function as a green carbonylating agent (green phosgene alternative) for preparing carbonates, urethanes and ureas. A complete depolymerization can be obtained in seven hours at 100 °C and ZnO nanocatalyst can be recycled several times without sensible loss of activity. Remarkably, when polycarbonate is reacted with glycerol, it is possible to realize in a single process the conversion of two industrial wastes (BPA-PC and glycerol) into two valuable chemicals like BPA monomer and glycerol carbonate (the latter being a useful industrial solvent and fuel additive).

Chlorine-Free Synthesis of Organic Alkyl Carbonates and Five- and Six-Membered Cyclic Carbonates

This report presents a new, one-pot, facile, selective and green method for methoxycarbonylation of alcohols and synthesis of five- and six-membered cyclic carbonates from corresponding alcohols with dimethyl carbonate (DMC) in the presence of molecular sieves without any additional solvent and catalyst. Syntheses of bifunctional structures comprising a six-membered cyclic carbonate with allyl ether and methacrylate groups, respectively, for different polymerization modes, were also achieved and showed reproducibility on up-scaling the processes.

Synthesis of 6-membered cyclic carbonates from 1,3-diols and low CO2 pressure: A novel mild strategy to replace phosgene reagents

Low pressure carbon dioxide is used as the carbonation agent in a simple, safe and efficient procedure for the synthesis of 6-membered cyclic carbonates from 1,3-diols. Using readily available reagents and proceeding at room temperature, this route offers a novel mild alternative to phosgene derivatives.

Direct cyclic carbonate synthesis from CO2 and diol over carboxylation/hydration cascade catalyst of CeO2 with 2-cyanopyridine

We first achieved direct synthesis of propylene carbonate from CO 2 and 1,2-propanediol in excellent yield (>99%) using a carboxylation/hydration cascade catalyst of CeO2 with 2-cyanopyridine. The catalyst system can be applied to syntheses of various cyclic carbonates, including 6-membered ring carbonates that are difficult to synthesize in high yields (62->99%).

METHOD FOR PRODUCING CYCLIC CARBONATES

Linear or cyclic carbonates as potential monomers for isocyanate-free polyurethanes and polycarbonates were prepared from polyols and dialkylcarbonatesor diphenyl carbonates. This invention was developed to produce linear or cyclic carbonates with or without using catalysts. Polyol compounds were reacted with carbonates such as dimethylcarbonate and diethylcarbonate to produce thecorresponding linear and/or cyclic carbonate.