Diethyl carbonate

Base Information

• Chemical Name: Diethyl carbonate
• CAS No.: 105-58-8
• Molecular Formula: C5H10O3
• Molecular Weight: 118.133
• Hs Code.: 2920909090
• European Community (EC) Number: 203-311-1,803-728-4
• ICSC Number: 1022
• NSC Number: 8849
• UN Number: 2366
• UNII: 3UA92692HG
• DSSTox Substance ID: DTXSID3025041
• Nikkaji Number: J5.045H
• Wikipedia: Diethyl_carbonate
• Wikidata: Q420616
• Metabolomics Workbench ID: 123603
• ChEMBL ID: CHEMBL1533495
• Mol file: 105-58-8.mol

Synonyms:Diatol;Diatol (carbonate);Ethyl carbonate;Ethyl carbonate((EtO)2CO);Eufin;H-DEC;NSC 8849;Carbonicacid, diethyl ester;

Chemical Property of Diethyl carbonate

Chemical Property:

• Appearance/Colour: colourless liquid with a mild odour
• Vapor Pressure: 11.5mmHg at 25°C
• Melting Point: -43 °C
• Refractive Index: n20/D 1.384(lit.)
• Boiling Point: 126.8 °C at 760 mmHg
• Flash Point: 31.1 °C
• PSA: 35.53000
• Density: 0.976 g/cm³
• LogP: 1.17940
• Water Solubility.: Negligible
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 118.062994177
• Heavy Atom Count: 8
• Complexity: 62.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: R10:
• Safety Statements: S16:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CCOC(=O)OCC
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract.

Technology Process of Diethyl carbonate

There total 309 articles about Diethyl carbonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

ethanol (64-17-5) + carbonic acid dimethyl ester (616-38-6) → ethyl methyl carbonate (623-53-0,872521-98-7) + Diethyl carbonate (105-58-8,76619-83-5)

Guidance literature:

With sodium methylate; In methanol; at 69 - 120 ℃; for 6h; Reflux;

Reference yield: 66.3%

methanol (67-56-1) + ethyl N-hydroxylcarbamate (589-41-3) → ethyl methyl carbonate (623-53-0,872521-98-7) + Diethyl carbonate (105-58-8,76619-83-5)

Guidance literature:

With lead dioxide; In dichloromethane; at 40 ℃; for 0.166667h;

DOI:10.1135/cccc19961053

Reference yield: 55.0%

triethoxyacetonitrile (68714-37-4) + 4-chloro-phenol (106-48-9,82344-39-6) → 1-chloro-4-ethoxybenzene (622-61-7) + (p-Chlorphenyl)triethylorthocarbonat (81776-96-7) + Diethyl carbonate (105-58-8,76619-83-5)

Guidance literature:

In benzene; at 125 ℃; Yields of byproduct given;

upstream raw materials:

dinitrodifluorometane

sodium ethanolate

pyridine

fluoroformyl chloride

Downstream raw materials:

ethyl 2-(pyridinyl-2)acetate

1,3-bis(pyridin-2-yl)propan-2-one

3-ethoxy-4-morpholino-crotonic acid ethyl ester

dimethylenecyclourethane

Refernces

• 1、 Li, Fengjiao,Li, Huiquan,Wang, Liguo,He, Peng,Cao, Yan. "Magnesium oxide nanosheets as effective catalysts for the synthesis of diethyl carbonate from ethyl carbamate and ethanol". . p. 1021 - 1034. Retrieved 2015.
• 2、 McElvain,Weber. "-". . p. 2192,2193. Retrieved 1941.
• 3、 Li, Jinjin,Hu, Jianglin,Li, Guangxing. "Au (III)/N-containing ligand complex: A novel and efficient catalyst in carbonylation of alkyl nitrite". . p. 1401 - 1404. Retrieved 2011.
• 4、 Chang, Tao,Choi, Jun-Chul,Fukaya, Norihisa,Hamura, Satoshi,Matsumoto, Seiji,Mishima, Takayoshi,Nakagawa, Yoshinao,Tamura, Masazumi,Tomishige, Keiichi. "An effective combination catalyst of CeO2and zeolite for the direct synthesis of diethyl carbonate from CO2and ethanol with 2,2-diethoxypropane as a dehydrating agent". . p. 7321 - 7327. Retrieved 2020.
• 5、 Guilera,Bringué,Ramírez,Iborra,Tejero. "Synthesis of ethyl octyl ether from diethyl carbonate and 1-octanol over solid catalysts. A screening study". . p. 21 - 29. Retrieved 2012.
• 6、 Unnikrishnan,Srinivas. "Highly active and reusable ternary oxide catalyst for dialkyl carbonates synthesis". . p. 42 - 49. Retrieved 2015.
• 7、 Porter et al.. "". . p. 577,580. Retrieved 1976.
• 8、 Ganghi, Nader S.,Rao, D. N. Ramakrishna,Symons, Martyn C. R.. "Radical Cations of Organic Carbonates, Trimethyl Borate and Methyl Nitrate". . p. 2367 - 2376. Retrieved 1986.
• 9、 Dibenedetto, Angela,Angelini, Antonella,Aresta, Michele,Fasciano, Stefania,Cucciolito, Maria Elena,Ruffo, Francesco,Aresta, Brunella Maria,Curulla-Ferré, Daniel,De Giglio, Elvira. "Synthesis of diethylcarbonate by ethanolysis of urea: A study on the recoverability and recyclability of new Zn-based heterogeneous catalysts". . p. 1 - 7. Retrieved 2015.
• 10、 Shukla, Kartikeya,Srivastava, Vimal Chandra. "Alkaline Earth (Ca, Mg) and Transition (La, Y) Metals Promotional Effects on Zn–Al Catalysts During Diethyl Carbonate Synthesis from Ethyl Carbamate and Ethanol". . p. 1891 - 1902. Retrieved 2017.