Diethyl oxalate
- CAS No.
- 95-92-1
- Chemical Name:
- Diethyl oxalate
- Synonyms
- ETHYL OXALATE;OXALIC ACID DIETHYL ESTER;Oxalic ether;Ceftriaxone Impurity 5;GKSW;oxalicether;EthyIoxalate;Diethyl oxate;Diαthyloxalat;DIethlyoxalate
- CBNumber:
- CB4400958
- Molecular Formula:
- C6H10O4
- Molecular Weight:
- 146.14
- MDL Number:
- MFCD00009119
- MOL File:
- 95-92-1.mol
- MSDS File:
- SDS
Melting point | -41 °C (lit.) |
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Boiling point | 185 °C (lit.) |
Density | 1.076 g/mL at 25 °C (lit.) |
vapor density | 5.03 (vs air) |
vapor pressure | 1 mm Hg ( 47 °C) |
refractive index |
n |
Flash point | 168 °F |
storage temp. | Store below +30°C. |
solubility | Miscible with alcohols, ether and other common organic solvents. |
form | Liquid |
color | Clear |
explosive limit | 0.42-2.67%(V) |
Water Solubility | MAY DECOMPOSE |
Sensitive | Moisture Sensitive |
Merck | 14,3125 |
BRN | 606350 |
Dielectric constant | 8.2(21℃) |
Stability | Stable, but moisture sensitive. Incompatible with strong oxidizing agents. |
InChIKey | WYACBZDAHNBPPB-UHFFFAOYSA-N |
LogP | 0.560 |
Indirect Additives used in Food Contact Substances | DIETHYL OXALATE |
FDA 21 CFR | 175.105 |
CAS DataBase Reference | 95-92-1(CAS DataBase Reference) |
EWG's Food Scores | 1-3 |
FDA UNII | 860M3ZWF6J |
NIST Chemistry Reference | Ethanedioic acid, diethyl ester(95-92-1) |
EPA Substance Registry System | Ethyl oxalate (95-92-1) |
UNSPSC Code | 12352108 |
NACRES | NA.22 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() ![]() GHS05,GHS07,GHS08 |
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Signal word | Danger | |||||||||
Hazard statements | H302-H314-H373 | |||||||||
Precautionary statements | P260-P280-P301+P312-P303+P361+P353-P305+P351+P338-P314 | |||||||||
Hazard Codes | Xn,T | |||||||||
Risk Statements | 22-36-68/21-48/25-35-61-60 | |||||||||
Safety Statements | 23-45-36/37/39-28-26-25-24-53 | |||||||||
RIDADR | UN 2525 6.1/PG 3 | |||||||||
WGK Germany | 1 | |||||||||
RTECS | RO2800000 | |||||||||
Autoignition Temperature | 410 °C | |||||||||
TSCA | Yes | |||||||||
HazardClass | 6.1 | |||||||||
PackingGroup | III | |||||||||
HS Code | 29171900 | |||||||||
Hazardous Substances Data | 95-92-1(Hazardous Substances Data) | |||||||||
Toxicity | LD50 orally in Rabbit: 400 mg/kg | |||||||||
Limited Quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) | |||||||||
Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) | |||||||||
NFPA 704 |
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Diethyl oxalate price More Price(44)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 8.07059 | Diethyl oxalate for synthesis | 95-92-1 | 100mL | $34 | 2025-07-31 | Buy |
Sigma-Aldrich | 8.07059 | Diethyl oxalate for synthesis | 95-92-1 | 500mL | $37.4 | 2025-07-31 | Buy |
Sigma-Aldrich | 8.07059 | Diethyl oxalate for synthesis | 95-92-1 | 1L | $53 | 2025-07-31 | Buy |
Sigma-Aldrich | 8.07059 | Diethyl oxalate for synthesis | 95-92-1 | 25L | $685 | 2025-07-31 | Buy |
Sigma-Aldrich | 135364 | Diethyl oxalate ≥99% | 95-92-1 | 1kg | $62.41 | 2025-07-31 | Buy |
Diethyl oxalate Chemical Properties,Uses,Production
Chemical Properties
A colourless, oily liquid with an aromatic odour. It is miscible with ethanol, ether, acetone, and other common organic solvents, but only slightly soluble in water.
Uses
manufacture of phenobarbital, ethylbenzyl malonate, triethylamine, and similar chemicals, plastics, dyestuff intermediates. Solvent for cellulose esters, perfumes.
Uses
Diethyl oxalate is used to prepare active pharmaceutical ingredients (API), plastics and dyestuff intermediates. It is also used as a solvent for cellulose esters, ethers, resins, perfumes and lacquers for electronics. It is involved in the transesterification reaction with phenol to get dipheny oxalate. It is also involved in the Claisen condensation ketosteroids to prepare glyoxalyl derivatives. Further, it is used to prepare sym-1,4-diphenyl-1,4-dihydro-1,2,4,5-polytetrazine. In addition to this, it is utilized in the microemulsion synthesis of zinc oxide nanoparticles.
Application
Diethyl oxalate has the general properties of esters. It absorbs moisture in the air and decomposes slowly. It reacts with ammonia to form amide compounds and condenses with acetone to ethyl pyruvate. It is mainly used in the pharmaceutical industry. It is an intermediate of azathioprine, peripheral sulfanilamide, carboxyphenyllipase penicillin, ethoxybenzylpenicillin, chloroquine lactate, thiabendazole, sulfamethoxazole and other drugs. It can be used as an intermediate of plastics, dyes and other products, and as a solvent of cellulose and spices.
Diethyl acetate is often used as the substrate of nucleophilic reagent α,γ- Dicarbonyl esters, ketone compounds, synthesis of heterocyclic compounds, etc. synthesis α,γ- Dicarbonyl esters can be formed by nucleophilic substitution reaction between ketones and diethyl oxalate under alkaline conditions α,γ- Dicarbonyl ester (formula 1). The dicarbonyl ester often exists in enol structure and can be used to synthesize heterocyclic compounds (formula 2)
Preparation
Anhydrous oxalic acid and ethanol were esterified in the presence of toluene to produce crude diethyl oxalate. The crude ester was distilled to obtain the finished product. The raw material consumption per ton of product was: 985 kg of oxalic acid, 744 kg of ethanol (95%), and 73.4 kg of toluene.
Another preparation method was as follows: Ethanol, benzene, and oxalic acid were added into the reactor and heated to 68 °C for azeotropic reflux dehydration. The reaction endpoint was determined by the cessation of water separation. Benzene was then recovered to yield crude diethyl oxalate, which was distilled under reduced pressure, with the fraction collected at 103 °C / 6 kPa being diethyl oxalate. The product was purified by washing with a dilute sodium carbonate solution, drying over anhydrous potassium carbonate or sodium sulfate, and vacuum distillation.
Another preparation method involved adding 45 g (0.5 mol) of anhydrous oxalic acid ①, 81 g (1.76 mol) of anhydrous ethanol, 200 mL of benzene, and 10 mL of concentrated sulfuric acid into a reaction flask equipped with a stirrer and a water separator. The mixture was heated under stirring and refluxed at 68–70 °C for azeotropic dehydration. After most of the water had been evaporated, ethanol and benzene were removed by evaporation. The crude product was washed with water after cooling, then washed with a saturated sodium bicarbonate solution, followed by another water wash, and finally dried with anhydrous sodium sulfate. Diethyl oxalate (57 g) was obtained by atmospheric distillation, with the fraction collected at 182–184 °C, giving a yield of 78%.
① Preparation of anhydrous oxalic acid: Oxalic acid was dehydrated with anhydrous chloroform until crystallization occurred, as follows: The mixture was steamed with anhydrous oxalic acid and injected into a powder containing carbon. The product was filtered by suction, dried, and stored in a desiccator for later use. Anhydrous oxalic acid could also be prepared by drying directly in an oven. In this experiment, a corresponding amount of oxalic acid containing water of crystallization could also be used, but the reaction time was longer.
Production Methods
Diethyl oxalate is produced via esterification of ethanol and oxalic acid. It is a preferred solvent for cellulose acetate and nitrate.
General Description
Ethyl oxalate appears as a colorless liquid. Slightly denser than water and insoluble in water. Hence sinks in water. May irritate skin and mucous membranes; may be mildly toxic by ingestion; may emit irritating fumes in a fire. Vapors are much heavier than air. Used as a solvent for plastics and in the manufacture of perfumes and pharmaceuticals.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Diethyl oxalate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides
Hazard
Toxic by ingestion, strong irritant to skin and mucous membranes.
Health Hazard
TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.
Safety Profile
Poison by ingestion. Flammable liquid when exposed to heat or flame; can react with oxidzing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also OXALATES and ESTERS.
Diethyl oxalate Preparation Products And Raw materials
Raw materials
Preparation Products
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Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Anhui Royal Chemical Co., Ltd. | +86-025-86655873 +8613962173137 | marketing@royal-chem.com | China | 199 | 55 |
Zouping mingyuan import & export trading co., ltd | +86-0543-2240078 +8618364991597 | myzhao793@163.com | China | 981 | 58 |
Jinan Chengyuan Chemical Co. , Ltd. | +86-0531-88274992 +8615552568189 | 2408152070@qq.com | China | 10 | 58 |
Hebei Chuanghai Biotechnology Co., Ltd | +8617732866630 | abby@chuanghaibio.com | China | 8773 | 58 |
Hebei Mujin Biotechnology Co.,Ltd | +8613288715578 | sales@hbmojin.com | China | 12248 | 58 |
Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5251 | 58 |
Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29734 | 60 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21620 | 55 |
Shanghai Time Chemicals CO., Ltd. | +86-021-57951555 +8617317452075 | jack.li@time-chemicals.com | China | 1803 | 55 |
Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418679 +8618949832763 | info@tnjchem.com | China | 2988 | 55 |
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View Lastest Price from Diethyl oxalate manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2025-10-07 | Diethyl oxalate
95-92-1
|
US $0.00 / Kg/Drum | 1KG | 99% | 2000mt/year | Jinan Finer Chemical Co., Ltd | |
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2025-08-08 | Diethyl oxalate
95-92-1
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mujin Biotechnology Co.,Ltd | |
![]() |
2025-06-24 | Diethyl oxalate
95-92-1
|
US $10.00 / kg | 1kg | 99% | 100 mt | Hebei Chuanghai Biotechnology Co., Ltd |
-
- Diethyl oxalate
95-92-1
- US $0.00 / Kg/Drum
- 99%
- Jinan Finer Chemical Co., Ltd
-
- Diethyl oxalate
95-92-1
- US $0.00 / KG
- 99%
- Hebei Mujin Biotechnology Co.,Ltd
-
- Diethyl oxalate
95-92-1
- US $10.00 / kg
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
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