Ethylene carbonate

Base Information

• Chemical Name: Ethylene carbonate
• CAS No.: 96-49-1
• Molecular Formula: C3H4O3
• Molecular Weight: 88.063
• Hs Code.: 29209010
• European Community (EC) Number: 202-510-0
• NSC Number: 16568,11801
• UNII: RGJ96TB7R7
• DSSTox Substance ID: DTXSID2026600
• Nikkaji Number: J360C
• Wikipedia: Ethylene_carbonate
• Wikidata: Q421145
• ChEMBL ID: CHEMBL3181803
• Mol file: 96-49-1.mol

Synonyms:1,3-dioxolan-2-one;ethylene carbonate

Chemical Property of Ethylene carbonate

Chemical Property:

• Appearance/Colour: colourless crystals
• Vapor Pressure: 0.02 mm Hg ( 36.4 °C)
• Melting Point: 35-38 °C(lit.)
• Refractive Index: 1.4199
• Boiling Point: 248.2 °C at 760 mmHg
• PKA: 3.86[at 20 ℃]
• Flash Point: 163.5 °C
• PSA: 35.53000
• Density: 1.308 g/cm³
• LogP: 0.15320
• Storage Temp.: 2-8°C
• Solubility.: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility.: 214 g/L (20 ºC)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 88.016043985
• Heavy Atom Count: 6
• Complexity: 60.4

Purity/Quality:

99% ^*data from raw suppliers

Ethylene carbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Other Solvents
• Canonical SMILES: C1COC(=O)O1
• Uses: Ethylene carbonate is an ester of ethylene glycol and carbonic acid. Ethylene carbonate is used as a polar solvent with a molecular dipole moment of 4.9 D, only 0.1 D lower than that of propylene carb onate. It can be used as a high permittivity component of electrolytes in lithium batteries. Solvent for many polymers and resins, plasticisers, rubbers and textiles.Ethylene carbonate is used as a polar solvent and a high permittivity component of electrolytes in lithium batteries. It finds application in surface coatings, dyes, fibers and plastics. It is also used as a plasticizer and as a precursor to vinylene carbonate. Further, it is used in the preparation of dimethyl carbonate, which acts as a useful solvent and a mild methylating agent. Ethylene carbonate has been used:In the synthesis of aliphatic polyurethanes using diamines and diols.As a precursor for ring-opening polymerization using KOH as initiator.As a reactant in the preparation of dimethyl carbonate, glycerol carbonate by transesterification reaction.

Technology Process of Ethylene carbonate

There total 122 articles about Ethylene 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: 61.0%

1,3-DIOXOLANE (646-06-0) → [1,3]-dioxolan-2-one (96-49-1) + ethylene glycol monoformate (628-35-3)

Guidance literature:

With oxygen; CoCl₂; In 1,2-dimethoxyethane; at 60 ℃; for 24h;

Reference yield: 50.0%

tetrachloromethane (56-23-5) + 2-(hexyloxy)-1,3-dioxolane (83498-70-8) → [1,3]-dioxolan-2-one (96-49-1) + hexane (110-54-3) + 1-Chlorohexane (544-10-5) + 2-chloroethyl formate (1487-43-0) + 1-(ethoxycarbonyloxy)hexane (87494-31-3) + hexyl 2-chloroethyl carbonate (83498-71-9)

Guidance literature:

dibenzoyl peroxide; at 90 ℃; Rate constant; Product distribution;

Reference yield: 2.0%

oxirane (75-21-8,99932-75-9) + carbon dioxide (124-38-9,18923-20-1) → [1,3]-dioxolan-2-one (96-49-1) + ethylene glycol monoformate (628-35-3) + ethylene glycol (107-21-1)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; hydrogen; tris(triphenylphosphine)ruthenium(II) chloride; at 140 ℃; for 15h; under 60800 Torr;

DOI:10.1039/c39950001489

upstream raw materials:

oxirane

tetraethylammonium bromide

methylammonium carbonate

pyridine

Downstream raw materials:

2-(2-hydroxyethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide

ethylene glycol

carbonic acid dimethyl ester

1,3-dithiolane-2-thione

Refernces

• 1、 Xu, Jie,Gan, Yu-Lin,Hu, Peng,Zheng, Huan,Xue, Bing. "Comprehensive insight into the support effect of graphitic carbon nitride for zinc halides on the catalytic transformation of CO2 into cyclic carbonates". . p. 5582 - 5593. Retrieved 2018.
• 2、 Shi, Yan-Li,Zhang, Peng,Liu, Ding-Hua,Zhou, Peng-Fei,Sun, Lin-Bing. "Homogenous dual-ligand zinc complex catalysts for chemical fixation of CO2 to propylene carbonate". . p. 1673 - 1682. Retrieved 2015.
• 3、 Kim, Hoon Sik,Kim, Jai Jun,Lee, Sang Deuk,Lah, Myoung Soo,Moon, Dohyun,Jang, Ho Gyeom. "New mechanistic insight into the coupling reactions of CO2 and epoxides in the presence of zinc complexes". . p. 678 - 686. Retrieved 2003.
• 4、 Peltier, Jesse L.,Eder Tomás-Mendivil,Tolentino, Daniel R.,Hansmann, Max M.,Jazzar, Rodolphe,Bertrand, Guy. "Realizing metal-free carbene-catalyzed carbonylation reactions with CO". . p. 18336 - 18340. Retrieved 2020.
• 5、 Xiong, Jian,Yang, Rui-Xia,Xie, Yong,Huang, Nian-Yu,Zou, Kun,Deng, Wei-Qiao. "Formation of Cyclic Carbonates from CO2 and Epoxides Catalyzed by a Cobalt-Coordinated Conjugated Microporous Polymer". . p. 2584 - 2587. Retrieved 2017.
• 6、 Doskocil, Eric J.,Bordawekar, Shailendra V.,Kaye, Brian G.,Davis, Robert J.. "UV-vis spectroscopy of iodine adsorbed on alkali-metal-modified zeolite catalysts for addition of carbon dioxide to ethylene oxide". . p. 6277 - 6282. Retrieved 1999.
• 7、 Du, Yi-Ran,Guan, Peng-Xin,Wang, Rui,Wang, Yao-Feng,Xu, Bao-Hua,Yang, Xin. "Immobilization poly(ionic liquid)s into hierarchical porous covalent organic frameworks as heterogeneous catalyst for cycloaddition of CO2 with epoxides". . . Retrieved 2022/02/14.
• 8、 Ding, Tong,Gao, Guohua,Xia, Fei,Yuan, Huixia,Zha, Jinyin,Zhang, Dawei,Zhang, Jingshun. "CO2atmosphere enables efficient catalytic hydration of ethylene oxide by ionic liquids/organic bases at low water/epoxide ratios". supporting information. p. 3386 - 3391. Retrieved 2021/05/25.