June 17, 2024 Longchang Chemical

Dimethyl oxalate CAS 553-90-2

Chemical Name: Dimethyl oxalate

Other Name: 1,2-dimethyl ester Ethanedioic acid; Ethanedioic acid, dimethyl ester; Oxalic acid dimethyl ester

CAS No.: 553-90-2

Molecular Fomula: C4H6O4

Chemical Structure:image.png

Molecular weight:118.09

EINECS: 209-053-6

Appearance: White crystal

Dimethyl oxalateTypical Properties

Item Indicator
Appearance Colorless crystals
Molecular weight 118.09
Melting point 51~55℃
Boiling point 163.4℃
Density 1.148g/cm3 (25℃)
Flash Point 75℃

Use of Dimethyl oxalate

1. Dimethyl oxalate, as an important chemical and pharmaceutical raw material, is often used in the preparation of a variety of organic solvents, extractants, adhesives, plasticizers and a variety of pharmaceutical intermediates, such as for the synthesis of vitamin B13, the hydrogenation of methyl glycolate, ethylene glycol, instead of diethyl oxalate to synthesize sulfamethoxazole and so on.
2. such as using dimethyl oxalate instead of diethyl oxalate as the starting raw material, without changing the rest of the production process and raw materials, through the Kirschner, acidification, cyclization and ammonia decomposition and other multi-step reaction to produce 5-methyl-3-formyl isoxazole, and the resulting products were tested and analyzed, and it was found that there was no difference in the quality of the products; at the same time, due to the lower price of dimethyl oxalate compared to diethyl oxalate, it reduces the cost of production of the products that improves its competitiveness in the market.

3. Dimethyl oxalate can also act with ammonia to produce oxalamide, which can be used as stabilizer of nitrocellulose products, and can be used as a gas generator and cooling agent in gas generator, and oxalamide can also be used as a slow-release nitrogen fertilizer and so on.

Dimethyl oxalatePackaging and Shipping

Bag, 25 kg

Dimethyl oxalateStorage

Stored in a cool, dry and ventilated place, , keep container tightly closed to prevent leakage.

Avoid contact oxidation material.

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What are the directions of transformation for coal-to-ethylene glycol enterprises?

Coal to ethylene glycol refers to the process of utilizing coal to produce methanol and then producing ethylene glycol, which is an important representative of replacing petroleum-based ethylene glycol. The main products in the production process of coal to glycol are glycol, dimethyl oxalate, methanol and other products, of which the downstream of glycol can be extended in a clear direction, the direction of the niche for the PTT polyester, which is an upgraded alternative to the traditional polyester, but at present constrained by the slow development of the PDO industry constraints, so do not do too much to explain here.

The focus is on dimethyl oxalate, a by-product of coal-based ethylene glycol, which can be extended in the following directions: oxalic acid, methyl glycolate, glycolic acid, polyglycolic acid, dimethyl carbonate, methyl ethyl carbonate, polycarbonate, glyoxalic acid, diethyl oxalate, etc. Among them, the downstream extension of the industrial chain using dimethyl oxalate and oxalic acid as the raw material is considered by Pinto to be a certain feasible direction of research, and it is the most important direction for the extension of fine chemical industry chain of coal-based ethylene glycol enterprises at present. It is also an important direction for the extension of fine chemical industry chain of coal to ethylene glycol enterprises.

Regarding the downstream industry chain extension direction of dimethyl oxalate, there are some promising ones: oxalic acid, methyl ethanoate, glyoxalic acid, methyl ethyl carbonate and so on, which have a wide range of downstream application fields and the attributes related to new energy sources, and are worthy of further research.

The great development of China’s coal-to-glycol industry has made the large-scale production of PGA from dimethyl oxalate (DMO) a feasible process route.In July 2020, the website of the Ministry of Industry and Information Technology (MIIT) published an article entitled “China’s Polyglycolic Acid (PGA) Biodegradable Plastics Industry Gathers Pace”.

Dimethyl oxalate (DMO) is the most important intermediate product in the coal to ethylene glycol process route.

DMO can be hydrogenated either to glycol or to methyl glycolate (MG). By replacing the hydrogenation catalyst of DMO, it is possible to switch from the production of glycol to the production of methyl glycolate (MG) and glycolic acid (GA), and consequently to the production of PGA.

The project utilizes the existing project’s Ende Furnace pulverized coal gasification technology to produce syngas, mainly carbon monoxide and hydrogen, and carbonylates the syngas to synthesize dimethyl oxalate, which undergoes a hydrolysis reaction when it is heated with water to produce oxalic acid and methanol containing two crystalline waters. The methanol is recycled for the production of ethylene glycol in the existing project, and the oxalic acid with two crystalline waters is crystallized, filtered, dried and packaged as a product in the combined warehouse.

The 200,000t/a coal-to-ethylene glycol plant is the world’s first production line that uses syngas to prepare oxalate and then hydrogenate it to obtain ethylene glycol, and the project is located in Tongliao Economic and Technological Development Zone, Inner Mongolia. The first phase of the 200,000t/a media-based ethylene glycol project started in August 2007 and was put into operation at the end of 2009. In December 2009, the process was completed and qualified products were produced. After the linkage test run, on May 3, 2010, we produced qualified oxalic acid products, and on November 18, 2011, we successfully reached the production capacity.

There are two main process routes to produce polyglycolic acid (PGA) from methyl glycolate (MG):

1. Methyl Glycolate (MG) is directly polycondensed to synthesize PGA by heating and dehydrogenation under the action of catalyst.
The process is carried out in two steps: pre-polymerization and final polycondensation. Pre-polymerization is under pressure to obtain a low molecular weight PGA polymer, while separating the by-product methanol from the reaction system and recovering the methanol.

The final polycondensation is the final polymerization of low molecular weight PGA under high vacuum. The final polymerization process further removes the methanol, resulting in a high molecular weight PGA polymer, and a by-product, ethyl acetate, is generated under high vacuum. After the end of the final polycondensation reaction, the PGA is transported out of the material through the melt pump and pulled into strips, and the material is cooled into a solid by the cooling water, and then pelletized by the granulator.

2. Methyl Glycolate (MG) hydrolyzed to make ethanoic acid, ethanoic acid to make the intermediate product of ethyl cross ester, ethyl cross ester ring-opening polymerization into PGA.

This process firstly needs to hydrolyze methyl glycolate (MG) to make ethanoic acid solution, the water-containing ethanoic acid solution in a certain temperature and vacuum to remove free water to get pure ethanoic acid.

Glycolic acid is esterified, pre-polymerized, depolymerized and cyclized to obtain an important intermediate product – ethyl cross ester. The ethyl cross ester is prepared by distillation and purification process to obtain high purity ethyl cross ester monomer. In the polymerization kettle, PGA is prepared by ring-opening polymerization of ethoxylate, and PGA is extruded, cooled and pelletized to obtain PGA resin particles.

Direct condensation polymerization method is shorter than the ring-opening polymerization process, simple operation, low synthetic cost. The open ring polymerization method has been studied more at home and abroad, and the method can use a variety of catalysts. Open ring polymerization method requires raw material ethyl acetate preparation process is complex, purification difficulty, high cost, long process flow, PGA production cost is high, and the products are easy to have heavy metal residues. However, the open ring polymerization method can produce PGA with high average molecular weight.

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