ChemicalBook > CAS DataBase List > Diethyl carbonate

Diethyl carbonate

Product Name
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
Formula Weight
118.13
MOL File
105-58-8.mol
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Diethyl carbonate Property

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
Odor
Pleasant, etheral; mild and nonresidual.
PH
6.3 (1g/l, H2O)
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)
NIST Chemistry Reference
Carbonic acid, diethyl ester(105-58-8)
EPA Substance Registry System
Diethyl carbonate (105-58-8)
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Safety

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
F 
21
Autoignition Temperature
445 °C
TSCA 
Yes
HS Code 
2920 90 10
HazardClass 
3
PackingGroup 
III
Hazardous Substances Data
105-58-8(Hazardous Substances Data)
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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SAB5300197
Product name
Monoclonal Anti-TGFB1 antibody produced in mouse
Purity
clone 4F9C10, ascites fluid
Packaging
100μL
Price
$524
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02898
Product name
Diethyl carbonate
Purity
for synthesis
Packaging
100mL
Price
$36.8
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02898
Product name
Diethyl carbonate
Purity
for synthesis
Packaging
500mL
Price
$49.2
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02898
Product name
Diethyl carbonate
Purity
for synthesis
Packaging
1L
Price
$68.7
Updated
2024/03/01
Sigma-Aldrich
Product number
517135
Product name
Diethyl carbonate
Purity
anhydrous, ≥99%
Packaging
100ml
Price
$52.1
Updated
2024/03/01
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Diethyl carbonate Chemical Properties,Usage,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.

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.

Definition

ChEBI: Diethyl carbonate is a carbonate ester.

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.

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.]

Diethyl carbonate Preparation Products And Raw materials

Raw materials

Ethyl chloroformate Dimethyl carbonate

Preparation Products

6-HYDROXY-7-METHOXY-4-PHENYLCOUMARIN Xanthine 5-[2-(METHYLTHIO)PYRIMIDIN-4-YL]THIOPHENE-2-SULFONYL CHLORIDE Clomiphene Citrate Ethyl carbazate 4-Hydroxycoumarin 1,2-BENZISOXAZOLE-3-ACETIC ACID Ciprofloxacin hydrochloride Guaifenesin 4-[2-(diethylamino)ethoxy]benzophenone Diethyl 2-ethyl-2-phenylmalonate Ethyl benzoylacetate 6-PHENYL-2-THIOURACIL 4-Phenylurazole Methocarbamol 3-BROMO-4-HYDROXY-CHROMEN-2-ONE Ethyl methyl carbonate Thidiazuron TEMAFLOXACIN Amiodarone FLURAZEPAM 3-OXO-3-THIOPHEN-2-YL-PROPIONIC ACID ETHYL ESTER Sarafloxacin 6-(TERT-BUTYL)PYRIMIDINE-2,4-DIAMINE Ethyl 2-oxocyclohexanecarboxylate (DHQ)2PYR (DHQD)2PYR 4-BUTYLAMINO-CHROMEN-2-ONE 3-Ethyl-3-pentanol lithium-ion battery 4-AMINO-CHROMEN-2-ONE 4-HYDROXY-2-OXO-2H-CHROMENE-3-CARBALDEHYDE Phenobarbital N-(4-HYDROXY-2-OXO-2H-CHROMEN-3-YL)-ACETAMIDE Ethyltriphenylphosphonium acetate 3-AMINO-4-HYDROXY-CHROMEN-2-ONE
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View Lastest Price from Diethyl carbonate manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
Ethyl carbonate 105-58-8
Price
US $0.00/KG
Min. Order
25KG
Purity
99.99%
Supply Ability
200ton
Release date
2021-10-08
Hebei Guanlang Biotechnology Co,.LTD
Product
Ethyl 3- (4-chlorophenyl) -3-Oxopropanoate 105-58-8
Price
US $15.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50 ton
Release date
2021-06-24
Hebei Guanlang Biotechnology Co., Ltd.
Product
Diethyl carbonate 105-58-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2020-12-31

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