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105-58-8 - Diethyl carbonate, 99+% - Carbonic acid diethyl ester - Ethyl carbonate - A12477 - Alfa Aesar

A12477 Diethyl carbonate, 99+%

CAS Number
105-58-8
Synonyms
Carbonic acid diethyl ester
Ethyl carbonate

Size Price ($) Quantity Availability
500ml 34.71
2500ml 83.84
10000ml 288.40
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Diethyl carbonate, 99+%

MDL
MFCD00009107
EINECS
203-311-1

Chemical Properties

Formula
(CH3CH2O)2C=O
Formula Weight
118.13
Melting point
-43°
Boiling Point
126-128°
Flash Point
31°(87°F)
Density
0.975
Refractive Index
1.3845
Sensitivity
Moisture Sensitive
Solubility
Miscible with diehtyl ether, ethanol and chloroform.Immiscible with water.

Applications

Diethyl carbonate is esters, beta-enamino esters, carbamates and unsymmetrical alkyl carbonates. It is an active component of electrolytes used in lithium which is used as a solvent for cellulose ethers, nitro cellulose, 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.

Notes

Store in cool place. Moisture sensitive. Incompatible with strong acids, oxidizing agents, strong bases and reducing agents.

Literature References

Carboethoxylates carbanions derived from ketones, nitriles, esters, etc. For examples, see: Org. Synth. Coll., 4, 461 (1963); 5, 198 (1973); 6, 611 (1988). Arylacetic esters are converted to arylmalonic diesters: Org. Prep. Proced. Int., 6, 5 (1974). The dianions of carboxylic acids can be carboethoxylated with diethyl carbonate (or Ethyl­ chloroformate, L06311), to give monoesters of malonic acids: Tetrahedron Lett., 2721 (1974).

For use as an alkylating agent for alcohols, phenols, thiols, etc., see Dimethyl­ carbonate, A13104.

1,3-Diols undergo dehydration to give oxetanes; see, e.g.: Tetrahedron Lett., 24, 5571 (1983):

Srilakshmi, M.; Krishna, T. S.; Narendra, K.; Dey, R.; Ratnakar, A. Influence of alkyl group and temperature on excess thermodynamic properties of diethyl carbonate and their binary mixtures at 0.1 MPa. J. Mol. Liq. 2015, 211, 854-867.

Li, F.; Li, H.; Wang, L.; He, P.; Cao, Y. Magnesium oxide nanosheets as effective catalysts for the synthesis of diethyl carbonate from ethyl carbamate and ethanol. Catal. Sci. Technol. 2015, 5 (2), 1021-1034.

GHS Hazard and Precautionary Statements

Hazard Statements: H226-H315-H319-H335

Flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P261-P280-P240-P303+P361+P353-P305+P351+P338-P304+P340-P362-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,3780
Beilstein
956591
Hazard Class
3
Packing Group
III
Harmonized Tariff Code
2920.90
TSCA
Yes
RTECS
FF9800000

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