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Merck

310328

Sigma-Aldrich

Propylene carbonate

anhydrous, 99.7%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C4H6O3
Número de CAS:
Peso molecular:
102.09
Beilstein/REAXYS Number:
107913
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.21

grade

anhydrous

Quality Level

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

signalword

Warning

hcodes

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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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
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)
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
The cathodic decomposition of propylene carbonate in lithium batteries.
Arakawa M and Yamaki JI.
Journal of Electroanalytical Chemistry, 219(1-2), 273-280 (1987)
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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