Propylene Carbonate

Base Information

• Chemical Name: Propylene Carbonate
• CAS No.: 108-32-7
• Deprecated CAS: 127128-76-1,30141-77-6,104083-03-6,30141-77-6
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• Hs Code.: 29209010
• European Community (EC) Number: 203-572-1
• NSC Number: 11784,1913
• UNII: 8D08K3S51E
• DSSTox Substance ID: DTXSID2026789
• Nikkaji Number: J5.073C
• Wikipedia: Propylene_carbonate
• Wikidata: Q415979
• NCI Thesaurus Code: C76729
• RXCUI: 1363696
• ChEMBL ID: CHEMBL1733973
• Mol file: 108-32-7.mol

Synonyms:cyclic propylene carbonate;propylene carbonate

Chemical Property of Propylene Carbonate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.13 mm Hg ( 20 °C)
• Melting Point: -49 °C
• Refractive Index: n20/D 1.421(lit.)
• Boiling Point: 241.7 °C at 760 mmHg
• PKA: 3.92[at 20 ℃]
• Flash Point: 135.3 °C
• PSA: 35.53000
• Density: 1.169 g/cm³
• LogP: 0.54170
• Storage Temp.: Store below +30°C.
• Solubility.: 240g/l
• Water Solubility.: 240 g/L (20 ºC)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 102.031694049
• Heavy Atom Count: 7
• Complexity: 88.9

Purity/Quality:

99.5%, ^*data from raw suppliers

Propylene Carbonate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: CC1COC(=O)O1
• Uses: propylene carbonate is used in chemical reactions as a solvent, plasticizer, solubilizer, or dilutent. It is also used in the synthesis of solar cells as well as lithium ion batteries.

Technology Process of Propylene Carbonate

There total 119 articles about Propylene 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: 93.4%

carbon dioxide (124-38-9,18923-20-1) + methyloxirane (75-56-9,16033-71-9) → 1,2-propylene cyclic carbonate (108-32-7) + propylene glycol (57-55-6,63625-56-9)

Guidance literature:

tetra-n-butylphosphonium chloride; at 180 ℃; for 4h; under 15001.5 - 37503.8 Torr; Product distribution / selectivity; Gas phase;

Reference yield: 90.2%

N-β-aminoethylcarbamic acid (109-58-0) + methyloxirane (75-56-9,16033-71-9) → 1,2-propylene cyclic carbonate (108-32-7) + ethylenediamine (107-15-3,85404-18-8)

Guidance literature:

With potassium fluoride; at 100 ℃; for 0.5h;

Reference yield: 54.8%

methanol (67-56-1) + carbon dioxide (124-38-9,18923-20-1) + methyloxirane (75-56-9,16033-71-9) → 1,2-propylene cyclic carbonate (108-32-7) + 1-methoxy-2-propanol (107-98-2) + 2-methoxypropanol (1589-47-5)

Guidance literature:

With lithium iodide; at 130 ℃; for 8h; under 15001.5 Torr; Reagent/catalyst; Autoclave; High pressure;

DOI:10.1016/j.jorganchem.2015.07.010

upstream raw materials:

propylene glycol

Methyl trichloroacetate

methylammonium carbonate

1-Chloro-2-propanol

Downstream raw materials:

lithium carbonate

propylene glycol

carbon dioxide

carbonic acid dimethyl ester

Refernces

• 1、 Go, Min Jeong,Lee, Kang Mun,Oh, Chang Hwa,Kang, Yi Young,Kim, So Han,Park, Hyoung Ryun,Kim, Youngjo,Lee, Junseong. "New titanium catalysts containing tetrazole for cycloaddition of CO 2 to epoxides". . p. 4452 - 4455. Retrieved 2013.
• 2、 Mizuno, Takumi,Nakai, Takeo,Mihara, Masatoshi. "Facile synthesis of glycerol carbonate from glycerol using selenium-catalyzed carbonylation with carbon monoxide". . p. 541 - 545. Retrieved 2010.
• 3、 Comerford, James W.,Hart, Sam J.,North, Michael,Whitwood, Adrian C.. "Homogeneous and silica-supported zinc complexes for the synthesis of propylene carbonate from propane-1,2-diol and carbon dioxide". . p. 4824 - 4831. Retrieved 2016.
• 4、 Wang, Jing-Lun,He, Liang-Nian,Dou, Xiao-Yong,Wu, Fang. "Poly(ethylene glycol): An alternative solvent for the synthesis of cyclic carbonate from vicinal halohydrin and carbon dioxide". . p. 917 - 920. Retrieved 2009.
• 5、 Doro, Franco,Winnertz, Patrick,Leitner, Walter,Prokofieva, Angelina,Mueller, Thomas E.. "Adapting a Wacker-type catalyst system to the palladium-catalyzed oxidative carbonylation of aliphatic polyols". . p. 292 - 295. Retrieved 2011.
• 6、 Mizuno, Takumi,Nakai, Takeo,Mihara, Masatoshi. "New synthesis of glycerol carbonate from glycerol using sulfur-assisted carbonylation with carbon monoxide". . p. 99 - 102. Retrieved 2010.
• 7、 Bobbink, Felix D.,Gruszka, Weronika,Hulla, Martin,Das, Shoubhik,Dyson, Paul J.. "Synthesis of cyclic carbonates from diols and CO2 catalyzed by carbenes". . p. 10787 - 10790. Retrieved 2016.
• 8、 Pearson, David M.,Conley, Nicholas R.,Waymouth, Robert M.. "Palladium-catalyzed carbonylation of diols to cyclic carbonates". . p. 3007 - 3013. Retrieved 2011.
• 9、 Hong, Mei,Gao, Lijing,Xiao, Guomin. "An efficient and green transesterification of glycols into cyclic carbonates catalysed by KF/Ca-Mg-Al hydrotalcite". . p. 679 - 681. Retrieved 2014.
• 10、 Xu, Jie,Wu, Fei,Jiang, Quan,Shang, Jie-Kun,Li, Yong-Xin. "Metal halides supported on mesoporous carbon nitride as efficient heterogeneous catalysts for the cycloaddition of CO2". . p. 77 - 83. Retrieved 2015.