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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/REAXYS Number:
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

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

269.6 °F - closed cup

flash_point_c

132 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS0083
SHBR7868
SHBR4866
SHBR8374
SHBQ9986

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The cathodic decomposition of propylene carbonate in lithium batteries.
Arakawa M and Yamaki JI.
Journal of Electroanalytical Chemistry, 219(1-2), 273-280 (1987)
Michael L Aubrey et al.
Nature materials, 17(7), 625-632 (2018-06-06)
Conductive metal-organic frameworks are an emerging class of three-dimensional architectures with degrees of modularity, synthetic flexibility and structural predictability that are unprecedented in other porous materials. However, engendering long-range charge delocalization and establishing synthetic strategies that are broadly applicable to
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
Propylene carbonate: a versatile solvent for electrochemistry and EPR.
Nelson RF & Adams RN.
J. Electroanal. Chem. Interfac. Electrochem., 13(1), 184-187 (1967)
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.
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