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(R)-(+)-Propylene carbonate

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Name

(R)-(+)-Propylene carbonate

EINECS 1308068-626-2
CAS No. 16606-55-6 Density 1.169 g/cm3
PSA 35.53000 LogP 0.54170
Solubility water: 175 g/L (25 °C) Melting Point N/A
Formula C4H6O3 Boiling Point 241.7 °C at 760 mmHg
Molecular Weight 102.09 Flash Point 135.3 °C
Transport Information N/A Appearance Colorless to light yellow liquid
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 16606-55-6 ((R)-(+)-Propylene carbonate) Hazard Symbols IrritantXi
Synonyms

1,3-Dioxolan-2-one,4-methyl-, (R)-;(+)-(4R)-4-methyl-1,3-dioxolan-2-one;(R)-1,2-Propylene carbonate;(R)-Propylene carbonate;

Article Data 38

(R)-(+)-Propylene carbonate Synthetic route

124-38-9

carbon dioxide

15448-47-2

(R)-propylene oxide

16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
With 1,3-bis(2,6-diisopropylphenyl)imidazolylium-2-carboxylate In dichloromethane at 120℃; under 15001.5 Torr; for 24h;100%
With 1-n-butyl-3-methylimidazolim bromide; zinc dibromide at 120℃; under 22502.3 Torr; for 4h; Autoclave; enantioselective reaction;99%
With calcium iodide In neat (no solvent) at 25℃; under 7500.75 Torr; for 24h;94%
4254-14-2

(2R)-propane-1,2-diol

105-58-8

Diethyl carbonate

16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
With sodium ethanolate at 105 - 110℃; for 8h; Large scale;90%
With sodium methylate In ethanol at 80℃;81.2%
With sodium ethanolate Yield given;
124-38-9

carbon dioxide

75-56-9, 16033-71-9

methyloxirane

A

51260-39-0

(S)-(+)-4-methyl[1,3]dioxolan-2-one

B

16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
With 3C42H40N2O6(4-)*4Cd(2+)*4Ni(2+)*Cl(1-)*6H2O*C42H41N2O6(3-)*5C3H7NO; tetrabutylammomium bromide In neat (no solvent) at 80℃; under 15001.5 Torr; for 4h; Mechanism; Reagent/catalyst; Temperature; Time; enantioselective reaction;A n/a
B 86%
With C126H91CoN12O10; tetrabutyl-ammonium chloride In dichloromethane at 25℃; under 7500.75 Torr; for 96h; Autoclave;A 34.2%
B n/a
With C126H91CoN12O10; tetrabutyl-ammonium chloride In dichloromethane at 25℃; under 7500.75 Torr; for 96h; Autoclave;A n/a
B 31.6%
124-38-9

carbon dioxide

96882-98-3

(S)-1,2-propanediol 2-tosylate

16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In tetrahydrofuran; acetonitrile at 60℃; under 3105.31 Torr; for 96h; optical yield given as %ee; enantioselective reaction;82%
124-38-9

carbon dioxide

75-56-9, 16033-71-9

methyloxirane

A

51260-39-0

(S)-(+)-4-methyl[1,3]dioxolan-2-one

B

15448-47-2

(R)-propylene oxide

C

16088-62-3

(S)-Propylene oxide

D

16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
Stage #1: carbon dioxide; methyloxirane; bis(triphenyl-λ5-phosphanylidene)ammonium fluoride; (1R,2R)-(t-Bu)2salenCoIII(OCOCF3) at -40℃; for 120h; atmospheric pressure;
Stage #2: at 20℃; for 4h; Title compound not separated from byproducts;
75-56-9, 16033-71-9

methyloxirane

tetra-n-butylammonium methyl carbonate

A

51260-39-0

(S)-(+)-4-methyl[1,3]dioxolan-2-one

B

15448-47-2

(R)-propylene oxide

C

16088-62-3

(S)-Propylene oxide

D

16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
(1R,2R)-(t-Bu)2salenCoIII(OCOCF3) In chloroform at 10℃; for 18h; Title compound not separated from byproducts;
128765-74-2

O-(methyloxycarbonyl)-hydroxyacetone

A

1015235-29-6

C5H10O4

B

1015235-28-5

C5H10O4

C

16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
With sodium hydroxide; whole-cell catalyst of type E. coli DSM14459, containing (R)-alcohol dehydrogenase from L. kefir and glucose dehydrogenase from T. acidophilum In water at 20℃; for 25.5h; pH=~ 6.5; Product distribution / selectivity; Aqueous phosphate buffer; D-glucose;A n/a
B n/a
C n/a
105235-63-0

ethyl-2-oxo-propyl carbonate

A

1015235-30-9

C6H12O4

B

1015235-31-0

C6H12O4

C

16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
With sodium hydroxide; whole-cell catalyst of type E. coli DSM14459, containing (R)-alcohol dehydrogenase from L. kefir and glucose dehydrogenase from T. acidophilum In water at 20℃; for 25.5h; pH=~ 6.5; Product distribution / selectivity; Aqueous phosphate buffer; D-glucose;A n/a
B n/a
C n/a

O-(n-propoxycarbonyl)-hydroxyacetone

A

1015235-33-2

C7H14O4

B

1015235-32-1

C7H14O4

C

16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
With sodium hydroxide; whole-cell catalyst of type E. coli DSM14459, containing (R)-alcohol dehydrogenase from L. kefir and glucose dehydrogenase from T. acidophilum In water at 20℃; for 26h; pH=~ 6.5; Product distribution / selectivity; Aqueous phosphate buffer; D-glucose;A n/a
B n/a
C n/a
16606-55-6

(R)-1,2-propylene carbonate

Conditions
ConditionsYield
toluene-4-sulfonic acid In tert-butyl methyl ether at 60℃; for 6h; Product distribution / selectivity;n/a

(R)-(+)-Propylene carbonate Chemical Properties

Product Name: (R)-(+)-Propylene carbonate
Synonyms: (R)-1,2-PROPANEDIOL CARBONATE;  (R)-Propandiolcarbonate;R-5-Methoxymethyl-2-oxazolidinone;(R)-(+)-1,2-PROPYLENE CARBONATE; (R)-(+)-PROPYLENE CARBONATE;(R)-PROPYLENE CARBONATE;(R)-1,2-PROPYLENE CARBONATE;
Molecular formula:C4H6O3
Molecular Weight:102.09
Molecular Structure :
Melting point:240 °C(lit.)
density:1.189 g/mL at 25 °C(lit.)
vapor pressure:0.59 psi ( 20 °C)
refractive index:n20/D 1.422(lit.)
Flash point: >230 °F
Water Solubility:175 g/L (25 oC)
Appearance:Colorless to light yellow liquid

(R)-(+)-Propylene carbonate Safety Profile

R-Propylene Carbonate's Risk Statements:36/37/38:Irritating to eyes, respiratory system and skin 
R-Propylene Carbonate's Safety Statements:
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:Wear suitable protective clothing 
Hazard Codes:  Xi
WGK Germany: 3
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