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Sigma-Aldrich

Propylene carbonate

anhydrous, 99.7%

Synonym(s):

1,2-Propanediol cyclic carbonate, 4-Methyl-1,3-dioxolan-2-one

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About This Item

Empirical Formula (Hill Notation):
C4H6O3
CAS Number:
108-32-7
Molecular Weight:
102.09
Beilstein:
107913
EC Number:
203-572-1
MDL number:
MFCD00005385
UNSPSC Code:
12352005
PubChem Substance ID:
57648504
NACRES:
NA.21

grade

anhydrous

Quality Level

100

vapor pressure

0.13 mmHg ( 20 °C)
0.98 mmHg ( 50 °C)

Assay

99.7%

form

liquid

autoignition temp.

851 °F

expl. lim.

14.3 %

impurities

<0.002% water
<0.005% water (100 mL pkg)

refractive index

n20/D 1.421 (lit.)

pH

7 (20 °C, 200 g/L)

bp

240 °C (lit.)

mp

−55 °C (lit.)

density

1.204 g/mL at 25 °C (lit.)

SMILES string

CC1COC(=O)O1

InChI

1S/C4H6O3/c1-3-2-6-4(5)7-3/h3H,2H2,1H3

InChI key

RUOJZAUFBMNUDX-UHFFFAOYSA-N

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General description

Propylene carbonate can be synthesized from propylene oxide and CO2. Optically active form of propylene carbonate can be prepared from the reaction between CO2 and racemic epoxides. Decomposition of propylene carbonate on the graphite electrode in lithium batteries results in the formation of a lithium intercalated compound.
Propylene carbonate is a cyclic carbonate that is commonly used as a solvent and as a reactive intermediate in organic synthesis. It is being considered as a potential electrochemical solvent due to its low vapor pressure, high dielectric constant and high chemical stability.

Application

Propylene carbonate may be used as a solvent for the asymmetric hydrogenation of nonfunctionalized olefins.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

WGK

WGK 1

Flash Point(F)

269.6 °F

Flash Point(C)

132 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Catalytic performance of metal oxides for the synthesis of propylene carbonate from urea and 1, 2-propanediol.
Li Q, et al.
J. Mol. Catal. A: Chem., 270(1), 44-49 (2007)
Hajime Kawanami et al.
Chemical communications (Cambridge, England), (7)(7), 896-897 (2003-05-13)
The synthesis of propylene carbonate from propylene oxide and carbon dioxide under supercritical conditions in the presence of 1-octyl-3-methylimidazolium tetrafluoroborate was achieved in nearly 100% yield and 100% selectivity within 5 minutes, whose TOF value is 77 times larger than
Xiao-Bing Lu et al.
Journal of the American Chemical Society, 126(12), 3732-3733 (2004-03-25)
This communication describes a convenient route to optically active propylene carbonate by a catalytic kinetic resolution process resulting from the coupling reaction of CO2 and racemic epoxides using simple chiral SalenCo(III)/quaternary ammonium halide catalyst systems.
Vincenza Modafferi et al.
Nanomaterials (Basel, Switzerland), 10(8) (2020-08-19)
The effect of the type of dopant (titanium and manganese) and of the reduced graphene oxide content (rGO, 30 or 50 wt %) of the α-Fe2O3@rGO nanocomposites on their microstructural properties and electrochemical performance was investigated. Nanostructured composites were synthesized
The cathodic decomposition of propylene carbonate in lithium batteries.
Arakawa M and Yamaki JI.
Journal of Electroanalytical Chemistry, 219(1-2), 273-280 (1987)
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