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Diethyl carbonate

CAS No.
105-58-8
Chemical Name:
Diethyl carbonate
Synonyms
ETHYL CARBONATE;EUFIN;CED;Diethylcarbonat;2-CHLORO-N,N-DIETHYLAMINE HYDROCHLORIDE;TGFB;progressive;Diethyl carbote;2-CHLORO-N,N-DIETHYLETHYLAMINE HYDROCHLORIDE;DPD1
CBNumber:
CB8852663
Molecular Formula:
C5H10O3
Molecular Weight:
118.13
MDL Number:
MFCD00009107
MOL File:
105-58-8.mol
MSDS File:
SDS
Last updated:2023-11-28 16:31:43

Diethyl carbonate Properties

Melting point -43 °C (lit.)
Boiling point 126-128 °C (lit.)
Density 0.975 g/mL at 25 °C (lit.)
vapor density 4.1 (vs air)
vapor pressure 10 mm Hg ( 23.8 °C)
refractive index n20/D 1.384(lit.)
Flash point 88 °F
storage temp. no restrictions.
solubility 18.8mg/l insoluble
form Liquid
color Clear
PH 6.3 (1g/l, H2O)
Odor Pleasant, etheral; mild and nonresidual.
explosive limit 1.4-11.0%(V)
Water Solubility Negligible
Sensitive Moisture Sensitive
Merck 14,3780
BRN 956591
Dielectric constant 2.8(Ambient)
Stability Stable. Flammable. Incompatible with strong acids, strong bases, reducing agents, oxidizing agents. Protect from moisture.
LogP 1.21 at 25℃
CAS DataBase Reference 105-58-8(CAS DataBase Reference)
FDA UNII 3UA92692HG
NIST Chemistry Reference Carbonic acid, diethyl ester(105-58-8)
EPA Substance Registry System Diethyl carbonate (105-58-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P210-P233-P240-P241-P242-P243
Hazard Codes  T,Xi
Risk Statements  23/24/25-36/37/38-10
Safety Statements  26-36-45-16-23
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS  YE1050000
21
Autoignition Temperature 445 °C
TSCA  Yes
HS Code  2920 90 10
HazardClass  3
PackingGroup  III
Toxicity LD50 orally in Rabbit: > 4900 mg/kg
LC50 (inhalation) > 21 mg/kg (mouse)
TDL0 500 mg/kg (mouse)
LD50 (s.c.) 8500 mg/kg (rat)
NFPA 704
3
1 1

Diethyl carbonate price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SAB5300197 Monoclonal Anti-TGFB1 antibody produced in mouse clone 4F9C10, ascites fluid 105-58-8 100μL $524 2024-03-01 Buy
Sigma-Aldrich 8.02898 Diethyl carbonate for synthesis 105-58-8 100mL $36.8 2024-03-01 Buy
Sigma-Aldrich 8.02898 Diethyl carbonate for synthesis 105-58-8 500mL $49.2 2024-03-01 Buy
Sigma-Aldrich 8.02898 Diethyl carbonate for synthesis 105-58-8 1L $68.7 2024-03-01 Buy
Sigma-Aldrich 517135 Diethyl carbonate anhydrous, ≥99% 105-58-8 100ml $52.1 2024-03-01 Buy
Product number Packaging Price Buy
SAB5300197 100μL $524 Buy
8.02898 100mL $36.8 Buy
8.02898 500mL $49.2 Buy
8.02898 1L $68.7 Buy
517135 100ml $52.1 Buy

Diethyl carbonate Chemical Properties,Uses,Production

Chemical Properties

Diethyl carbonate is esters, beta-enamino esters, carbamates and unsymmetrical alkyl carbonates. It is a colourless liquid with a mild odour. Insoluble in water, soluble in alcohol, ether and other organic solvents.

Uses

Diethyl carbonate (DEC) is generally used in the C-alkoxycarbonylation of enolate anions, aryl and alkyl cyanides. It reacts with 1,2-amino alcohols to yield corresponding 2-oxazolidinones. Additionally, DEC is also used as a component of electrolyte solution in lithium ion batteries.

Production Methods

Diethyl carbonate (DEC), one of the most frequently used aliphatic carbonates, is produced by passing gaseous phosgene in boiling ethanol, in a molar ratio of 1 part of phosgene to 2.5 – 4 parts of ethanol, into a glass or enamel apparatus consisting of a heatable reaction vessel with a reflux condenser and a distillation setup. The reaction gives essentially quantitative yields (≥ 99 %) and also forms hydrogen chloride. Excess ethanol is removed from the reaction mixture by distillation, and DEC is obtained as the residue.
Manufacturing steps: (a) reacting chlorine and carbon monoxide to produce (COCl2); (b) reacting phosgene with ethyl alcohol to make ethyl chlorocarbonate (ClCO2C2H5); (c) reacting ethyl chlorocarbonate with anhydrous ethyl alcohol to produce diethyl carbonate.

Definition

ChEBI: Diethyl carbonate is a carbonate ester.

Application

Diethyl carbonate is a well-known linear organic carbonate that has wide applications. It is an active component of electrolytes used in lithium which is used as a solvent for cellulose ethers, nitro cellulose, manufacture of radio tubes, fixing rare earths to cathode elements, natural and synthetic resin and in erythromycin intramuscular injections. It is also used in the synthesis of 3-ethyl-4-methyl-5-phenyl-3H-oxazol-2-one, phenobarbital, pyrethrum batteries.

Preparation

Diethyl carbonate is prepared by reaction of phosgene and ethyl alcohol to produce ethyl chlorocarbonate followed by reaction with anhydrous ethylalcohol at elevated temperatures. direct synthesis of diethyl carbonate (dec) by carboxylation of ethanol with co2 was investigated over ceria catalysts.

Synthesis Reference(s)

Journal of the American Chemical Society, 104, p. 1769, 1982 DOI: 10.1021/ja00370a068

General Description

Diethyl carbonate appears as a colorless liquid with a mild pleasant odor. It is slightly less dense than water and insoluble in water.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

Diethyl carbonate reacts with acids to liberate heat along with ethanol and carbon dioxide. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction with caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides.

Health Hazard

High vapor concentrations can cause headache, irritation of eyes and respiratory tract, dizziness, nausea, weakness, loss of consciousness.

Flammability and Explosibility

Flammable

Safety Profile

Wdly toxic by subcutaneous route. Questionable carcinogen with experimental tumorigenic and teratogenic data. A dangerous fire hazard when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also ANHYDRIDES.

Carcinogenicity

A study using male and female mice treated with 0, 50, 250, or 1000 ppm (0–140 mg/kg/day) diethyl carbonate in drinking water indicated no carcinogenic effects.

Purification Methods

Wash the ester (100mL) with an aqueous 10% Na2CO3 (20mL) solution, saturated CaCl2 (20mL), then water (30mL). After drying by standing over solid CaCl2 for 1hour (note that prolonged contact should be avoided because slow combination with CaCl2 occurs), it should be fractionally distilled. Also dry it over MgSO4 and distil it. [Beilstein 3 H 5, 3 I 4, 3 II 4, 3 III 5, 3 IV 5.]

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View Lastest Price from Diethyl carbonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diethyl carbonate pictures 2023-07-27 Diethyl carbonate
105-58-8
US $1.50 / g 1g 99.0% Min 100 Tons Shaanxi Didu New Materials Co. Ltd
Ethyl 3- (4-chlorophenyl) -3-Oxopropanoate pictures 2023-03-06 Ethyl 3- (4-chlorophenyl) -3-Oxopropanoate
105-58-8
US $15.00 / KG 1KG 99% 50 ton Hebei Guanlang Biotechnology Co,.LTD
Ethyl carbonate pictures 2023-01-31 Ethyl carbonate
105-58-8
US $0.00 / KG 25KG 99.99% 200ton Hebei Mojin Biotechnology Co., Ltd
  • Ethyl carbonate pictures
  • Ethyl carbonate
    105-58-8
  • US $0.00 / KG
  • 99.99%
  • Hebei Mojin Biotechnology Co., Ltd
DPD1 diaphyseal dysplasia 1 Diethyl carbonate >=99%, acid <10 ppm, H2O <10 ppm diethylesterkyselinyuhlicite Diethylkarbonat Ethyl carbonate ((EtO)2CO) NCI-C60899 N,N-DIETHYL-N-2-CHLOROETHYLAMMONIUM CHLORIDE N-(2-CHLOROETHYL)-N,N-DIETHYLAMMONIUM CHLORIDE arbonic ether DIETHYL CARBONATE extrapure Carbonic acid diethyl Diethyl carbonate, 99% 500ML Diethyl carbonate, anhydrous, AcroSeal, 99% 2-Chloro-N,N-diethylethanaMine Hydrochloride (2-ChlorotriethylaMine Hydrochloride IMp. H (EP) as Hydrochloride: 2-Chloro-N,N-diethylethanaMine Hydrochloride (2-ChlorotriethylaMine Hydrochloride Diethyl carbonate, anhydrous Diethyl carbonate anhydrous, >=99% N-(2-CHLOROETHYL)DIETHYLAMINE HYDROCHLORIDE DIETHYL CARBONATE, 99+%, ANHYDROUS DIETHYL CARBONATE 99+% DiethylCarbonateForSynthesis DiethylCarbonate(Dec) Diethyl carbonate, 98+% C2H5OC(O)OC2H5 Diaethylcarbonat Diatol Diethyl ester of carbonic acid Diethylester kyseliny uhlicite 2-DIETHYLAMINO ETHYLCHLORIDE HCL 2-CHLORO ETHYL DIETHYL AMINE HCL (2-CHLORO-ETHYL)-DIETHYL-AMINE HYDROCHLORIDE 2 CHLORO-N,N-DIETHYLETHANAMINE HYDROCHLORIDE CARBONIC ACID DIETHYL ESTER CARBONIC ACID DIETHYL ESTHER carbonic ether DIETHYL CARBONATE DIETHYLAMINO ETHYL CHLORIDE HCL DIETHYLAMINOETHYLCHLORIDE HYDROCHLORIDE BETA-DIETHYLAMINOETHYLCHLORIDE HYDROCHLORIDE BETA-CHLOROETHYLDIETHYLAMINE HCL B-CHLOROETHYLDIETHYLAMINE HYDROCHLORIDE Diethyl carbonate, 99.5%, SuperDry, J&Kseal 3-Oxo-4-aza-androst-1,5-diene-17-carboxylic Acid 21-&beta DIETHYL CARBONATE, 99%DIETHYL CARBONATE, 99%DIETHYL CARBONATE, 99% Diethyl Carbonate > Diethyl Carbonate LR TGFB progressive Diethyl carbote Diethylcarbonat 2-CHLORO-N,N-DIETHYLAMINE HYDROCHLORIDE 2-CHLORO-N,N-DIETHYLETHYLAMINE HYDROCHLORIDE CED EUFIN ETHYL CARBONATE Monoclonal Anti-TGFB1 antibody produced in mouse Anti-TGF β1, C-Terminal antibody produced in rabbit