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CAS No.: | 16606-55-6 |
---|---|
Name: | (R)-(+)-Propylene carbonate |
Article Data: | 38 |
Molecular Structure: | |
Formula: | C4H6O3 |
Molecular Weight: | 102.09 |
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; |
EINECS: | 1308068-626-2 |
Density: | 1.169 g/cm3 |
Boiling Point: | 241.7 °C at 760 mmHg |
Flash Point: | 135.3 °C |
Solubility: | water: 175 g/L (25 °C) |
Appearance: | Colorless to light yellow liquid |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36 |
PSA: | 35.53000 |
LogP: | 0.54170 |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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; |
carbon dioxide
methyloxirane
A
(S)-(+)-4-methyl[1,3]dioxolan-2-one
B
(R)-1,2-propylene carbonate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
carbon dioxide
methyloxirane
A
(S)-(+)-4-methyl[1,3]dioxolan-2-one
B
(R)-propylene oxide
C
(S)-Propylene oxide
D
(R)-1,2-propylene carbonate
Conditions | Yield |
---|---|
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; |
methyloxirane
A
(S)-(+)-4-methyl[1,3]dioxolan-2-one
B
(R)-propylene oxide
C
(S)-Propylene oxide
D
(R)-1,2-propylene carbonate
Conditions | Yield |
---|---|
(1R,2R)-(t-Bu)2salenCoIII(OCOCF3) In chloroform at 10℃; for 18h; Title compound not separated from byproducts; |
O-(methyloxycarbonyl)-hydroxyacetone
A
C5H10O4
B
C5H10O4
C
(R)-1,2-propylene carbonate
Conditions | Yield |
---|---|
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 |
ethyl-2-oxo-propyl carbonate
A
C6H12O4
B
C6H12O4
C
(R)-1,2-propylene carbonate
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In tert-butyl methyl ether at 60℃; for 6h; Product distribution / selectivity; | n/a |
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