DIETHYL OXALATE

DIETHYL OXALATE - Names and Identifiers

Name	Diethyl oxalate
Synonyms	ETHYL OXALATE Ethyl oxalate C2H5OCOCOOC2H5 Diethyl oxalate DIETHYL OXALATE AKOS BBS-00004457 RARECHEM AL BI 0114 diethyl ethanedioate DIETHYL ETHANEDIOATE OXALIC ACID DIETHYL ESTER Oxalic acid diethyl ester Ethanedioic acid diethyl ester
CAS	95-92-1
EINECS	202-464-1
InChI	InChI=1/C6H10O4/c1-3-9-5(7)6(8)10-4-2/h3-4H2,1-2H3
InChIKey	WYACBZDAHNBPPB-UHFFFAOYSA-N

DIETHYL OXALATE - Physico-chemical Properties

Molecular Formula	C6H10O4
Molar Mass	146.14
Density	1.076 g/mL at 25 °C (lit.)
Melting Point	-41 °C (lit.)
Boling Point	185 °C (lit.)
Flash Point	168°F
Water Solubility	MAY DECOMPOSE
Solubility	Miscible with alcohols, ether and other common organic solvents.
Vapor Presure	1 mm Hg ( 47 °C)
Vapor Density	5.03 (vs air)
Appearance	Liquid
Color	Clear
Merck	14,3125
BRN	606350
Storage Condition	Store below +30°C.
Stability	Stable, but moisture sensitive. Incompatible with strong oxidizing agents.
Sensitive	Moisture Sensitive
Explosive Limit	0.42-2.67%(V)
Refractive Index	n20/D 1.410(lit.)
Physical and Chemical Properties	Colorless oily liquid with aromatic odor. melting point -40.6 ℃ boiling point 185.4 ℃ relative density 1.0785 refractive index 1.4101 solubility miscible with common solvents such as ethanol, ether and acetone. Slightly soluble in water.
Use	As a drug phenobarbital, azathioprine, solid sulfonamide intermediates and plastic accelerator

DIETHYL OXALATE - Risk and Safety

Risk Codes	R22 - Harmful if swallowed R36 - Irritating to the eyes R68/21 - R48/25 - R35 - Causes severe burns R61 - May cause harm to the unborn child R60 - May impair fertility
Safety Description	S23 - Do not breathe vapour. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S28 - After contact with skin, wash immediately with plenty of soap-suds. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S25 - Avoid contact with eyes. S24 - Avoid contact with skin. S53 - Avoid exposure - obtain special instructions before use.
UN IDs	UN 2525 6.1/PG 3
WGK Germany	1
RTECS	RO2800000
TSCA	Yes
HS Code	29171900
Hazard Class	6.1
Packing Group	III
Toxicity	LD50 orally in Rabbit: 400 mg/kg

DIETHYL OXALATE - Reference Information

Open Data Unverified Data

NIST chemical information	information provided by: webbook.nist.gov (external link)
EPA chemical substance information	information provided by: ofmpeb.epa.gov (external link)
Introduction	diethyl oxalate is a colorless oily liquid with aromatic odor and solubility, which is miscible with ethanol, diethyl ether, ethyl acetate and other most organic solvents; Density: Relative density (water = 1)1.08; Relative density (Air = 1)5.04; Stability: stable. It is mainly used as a solvent, dye intermediates, and paint, drug synthesis.
properties	diethyl oxalate, also known as diethyl oxalate (DEO), is a colorless oily liquid with aromatic odor at room temperature, belong to the toxic substances of moderate toxicity, can be mixed with ethanol, ethyl ether, ethyl acetate and other common organic solvents, slightly soluble in water, flammable.
Application	diethyl oxalate is an important organic chemical raw material and ethylation reagent, which can react with fatty acid esters, amide or aniline compounds and many heterocyclic compounds are subjected to condensation reactions. In medicine, it is the manufacture of phenobarbital, carboxymethyl Ester penicillin and thiabendazole and other drug intermediates; In organic synthesis, it can be used for the manufacture of plastic accelerator, textile additives and dye-sensitized cell additives; In other aspects, it can interact with the corrosion of the carbonate matrix to form a unique oxalate surface layer to prevent further corrosion of the matrix, direct replacement of oxalic acid for sawdust paper industry or extraction of semi-fiber sugar from plant fiber; it is also possible to synthesize ethylene malonate instead of highly toxic chloroacetic acid or to prepare oxalic acid and diethyl carbonate which have important chemical applications by hydrolysis and decarbonylation.
preparation	diethyl oxalate is a carboxylic acid ester organic substance which can be obtained by esterification of oxalic acid and ethanol.
Use	used as solvent and extractant for esters and ethers of fiber, also used in organic synthesis diethyl oxalate is an intermediate of cypermethrin and also a pharmaceutical intermediate. diethyl diacetate is mainly used in the pharmaceutical industry, phenobarbital, azathioprine, sulfamethoxazole, sulfamethoxazole, carboxyphenyl Ester penicillin, ampicillin, chloroquine lactate, thiabendazole and other drug intermediates. It is also a plastic accelerator, dye intermediates. It is also used as a solvent for cellulose esters and spices. used as phenobarbital, azathioprine, solid sulfonamide intermediates and plastic accelerators used as solvent, dye intermediates, and paint, drug synthesis
production method	anhydrous oxalic acid is esterified with ethanol in the presence of the solvent toluene to produce crude diethyl oxalate. The crude ester is subjected to distillation to the finished product. Raw material consumption quota: oxalic acid 985kg/t, ethanol (95%)744kg/t, toluene 73.4/t. The preparation method is to add ethanol, benzene, oxalic acid into the reaction kettle to heat to 68 ℃, azeotropic reflux dehydration, to anhydrous out as the end of the reaction, and then recover benzene, the crude diethyl oxalate was obtained and distilled under reduced pressure to collect a 103 ° C./6kPa fraction as diethyl oxalate.
category	toxic substances
toxicity grade	poisoning
Acute toxicity	oral-mouse LD50: 2000 mg/kg
stimulation data	Skin-guinea pig 500 mg/24 h mild
flammability hazard characteristics	high-heat, open flame flammable; Emission of irritant gas during combustion
storage and transportation characteristics	The warehouse is ventilated and dried at low temperature; It is stored separately from oxidants and food additives
fire extinguishing agent	foam, carbon dioxide, dry powder, sand
spontaneous combustion temperature	410°C
toxic substance data	information provided by: pubchem.ncbi.nlm.nih.gov (external link)

Last Update：2024-04-09 19:43:38

DIETHYL OXALATE - Nature

Open Data Verified Data

colorless oily liquid with aromatic odor. The relative density was 1.0785. Melting Point -40.6 °c. Boiling point 185.4 °c. Refractive index 4101. Heat of vaporization: 284 J/g. Specific heat capacity 1.81 J/(g. C). With ethanol, ether, acetone and other common solvents miscible. Slightly soluble in water, and gradually decomposed by water.

Last Update：2024-01-02 23:10:35

DIETHYL OXALATE - Preparation Method

Open Data Verified Data

anhydrous oxalic acid was esterified with ethanol in the presence of toluene to produce crude diethyl oxalate. The crude ester is subjected to distillation to a finished product.

Last Update：2022-01-01 10:33:35

DIETHYL OXALATE - Use

Open Data Verified Data

It is mainly used as a pharmaceutical raw material intermediate. It is the intermediate of phenobarbital, azathioprine, sulfamethoxazole, sulfamethoxazole, carbenicillin, ampicillin, chloroquine lactate, thiabendazole and other drugs. It is also an intermediate for dyes and can be used as an accelerator for plastics.

Last Update：2022-01-01 10:33:34

DIETHYL OXALATE - Safety

Open Data Verified Data

This product is toxic, in the body can be hydrolyzed into acid and alcohol and cause strong corrosion and irritation. The oral LD50 of rats was 0.4-1.6g/kg. Its prominent symptoms are respiratory disorders and muscle tremors. Care should be taken to avoid inhalation of vapors and contact with the skin.
This product is packaged in a galvanized iron drum with a specification of 200kg. According to the provisions of the storage and transportation of toxic chemicals.

Last Update：2022-01-01 10:33:35