(R)-(+)-Propylene carbonate supplier

Name
(R)-(+)-Propylene carbonate
EINECS 1308068-626-2
CAS No. 16606-55-6
Article Data38
CAS DataBase
Density 1.169 g/cm³
Solubility water: 175 g/L (25 °C)
Melting Point
Formula C₄H₆O₃
Boiling Point 241.7 °C at 760 mmHg
Molecular Weight 102.09
Flash Point 135.3 °C
Transport Information
Appearance Colorless to light yellow liquid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 35.53000
LogP 0.54170

Synthetic route

: 124-38-9
carbon dioxide

: 15448-47-2
(R)-propylene oxide

: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

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%

: 4254-14-2
(2R)-propane-1,2-diol

: 105-58-8
Diethyl carbonate

: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

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;

: 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

Conditions	Yield
With 3C42H40N2O6(4-)4Cd(2+)4Ni(2+)Cl(1-)6H2OC42H41N2O6(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%

...Expand

: 124-38-9
carbon dioxide

: 96882-98-3
(S)-1,2-propanediol 2-tosylate

: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

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%

: 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

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;

...Expand

: 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

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

...Expand

: 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

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

...Expand

: 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

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

...Expand

: O-(n-propoxycarbonyl)-hydroxyacetone

A: 1015235-33-2
C7H14O4

B: 1015235-32-1
C7H14O4

C: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

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

...Expand

: 1015235-30-9
C6H12O4

: 1015235-31-0
C6H12O4

: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

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

: 57-55-6
propylene glycol

: 584-08-7
potassium carbonate

: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

Conditions	Yield
With sulfuric acid

: 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: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

Conditions	Yield
With PTAT; salen-type BINOL-based Co(III) chiral catalyst at 25℃; under 3750.38 Torr; for 100h;
With tetrabutyl ammonium fluoride at 25℃; under 6000.6 Torr; for 8h; Reagent/catalyst; Autoclave; enantioselective reaction;	A n/a B n/a C n/a

...Expand

: 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: 16088-62-3
(S)-Propylene oxide

C: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride at 0℃; under 6000.6 Torr; for 8h; Autoclave; enantioselective reaction;	A n/a B n/a C n/a

...Expand

: 4254-14-2
(2R)-propane-1,2-diol

: 616-38-6
carbonic acid dimethyl ester

: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 120℃; for 0.25h; Flow reactor;

: 124-38-9
carbon dioxide

: 4254-14-2
(2R)-propane-1,2-diol

: 115-19-5
2-methyl-but-3-yn-2-ol

A: 115-22-0
3-Hydroxy-3-methyl-2-butanone

B: 16606-55-6
(R)-1,2-propylene carbonate

Conditions

Conditions	Yield
Stage #1: carbon dioxide; 2-methyl-but-3-yn-2-ol With C15H18N2O2 In acetonitrile at 25℃; under 760.051 Torr; for 24h; Inert atmosphere; Schlenk technique; Stage #2: (2R)-propane-1,2-diol With 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine In acetonitrile at 25℃; for 24h; Inert atmosphere; Schlenk technique; stereoselective reaction;	A n/a B 96 %Spectr.

...Expand

: 16606-55-6
(R)-1,2-propylene carbonate

: 108-95-2
phenol

: (R)-1-Phenoxypropan-2-ol

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 180℃; for 6.25h; Inert atmosphere; Schlenk technique;	94%

: 16958-60-4
N6-(2-hydroxypropyl)adenine

: 16606-55-6
(R)-1,2-propylene carbonate

: 1-[(9-((R)-2-hydroxypropyl)-9H-purin-6-yl)amino]-2-propanol

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 130℃; for 8h; Concentration; Reagent/catalyst; Solvent;	91.5%

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 16606-55-6
(R)-1,2-propylene carbonate

: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 145℃; Temperature; Large scale;	89.5%
With sodium hydroxide In N,N-dimethyl-formamide at 90 - 140℃; for 12h; Inert atmosphere;	87%
With sodium hydroxide In N,N-dimethyl-formamide at 130 - 140℃; for 12h; Inert atmosphere;	87%

: 73-24-5
7H-purin-6-ylamine

: 16606-55-6
(R)-1,2-propylene carbonate

A: (R)-3-(2′-hydroxyprop-1-yl)adenine

B: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide for 8h; Reflux;	A 8% B 80%

...Expand

: 6602-32-0
2-bromo-pyridin-3-ol

: 16606-55-6
(R)-1,2-propylene carbonate

: 1014986-52-7
C8H10BrNO2

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 85℃; for 72.25h; Inert atmosphere;	76%

: 16606-55-6
(R)-1,2-propylene carbonate

: (S)-3-(2-methoxy-phenyl)-2-methyl-propan-1-ol

: 1014984-98-5
C13H20O3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 72h;	76%

: 31618-90-3
diethyl (p-toluenesulfonyloxymethane)phosphonate

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 16606-55-6
(R)-1,2-propylene carbonate

: 180587-75-1
(R)-diethyl (((1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate

Conditions

Conditions	Yield
Stage #1: adenine; (R)-1,2-propylene carbonate With potassium carbonate In N,N-dimethyl-formamide at 110 - 130℃; for 14h; Inert atmosphere; Stage #2: With magnesium chloride; sodium t-butanolate In N,N-dimethyl-formamide at 60 - 80℃; for 0.5h; Stage #3: diethyl (p-toluenesulfonyloxymethane)phosphonate	64%
Stage #1: adenine; (R)-1,2-propylene carbonate With sodium hydroxide In N,N-dimethyl-formamide Heating; Stage #2: diethyl (p-toluenesulfonyloxymethane)phosphonate With magnesium 2-methylpropan-2-olate In N,N-dimethyl-formamide Temperature; Heating;

...Expand

: 10310-21-1
2-Amino-6-chloropurin

: 16606-55-6
(R)-1,2-propylene carbonate

: 352211-52-0
C8H10ClN5O

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 24h;	50%

: 18002-25-0
4-methoxy-2-pyrimidone

: 16606-55-6
(R)-1,2-propylene carbonate

: (R)-1-(2-hydroxypropyl)-4-methoxypyrimidin-2(1H)-one

Conditions

Conditions	Yield
Stage #1: 4-methoxy-2-pyrimidone With caesium carbonate In N,N-dimethyl-formamide at 120℃; for 0.333333h; Inert atmosphere; Stage #2: (R)-1,2-propylene carbonate In N,N-dimethyl-formamide at 120℃; for 5h;	45%

: 16606-55-6
(R)-1,2-propylene carbonate

: 188057-20-7
3-hydroxy-4-iodopyridine

: 1014986-59-4
C8H10INO2

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 72h;	24%

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 16606-55-6
(R)-1,2-propylene carbonate

: (R)-3-(2′-hydroxyprop-1-yl)adenine

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 90℃; Reflux;	8.2%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 1904-98-9
2,6-diaminopurine

: 16606-55-6
(R)-1,2-propylene carbonate

A: 1425688-64-7
(R)-N-(6-amino-9-(2-hydroxypropyl)-9H-purin-2-yl)formamide

B: 1425688-66-9
(R)-1-{2-amino-6-[((R)-2-hydroxypropyl)amino]-9H-purin-9-yl}propan-2-ol

C: 1425688-67-0
(E)-9-(prop-1-en-1-yl)-9H-purine-2,6-diamine

D: 1425688-65-8
(R)-1-{6-amino-2-[(R)-(2-hydroxypropyl)amino]-9H-purin-9-yl}propan-2-ol

E: 160616-34-2
(R)-9-(2-hydroxypropyl)-2,6-diaminopurine

Conditions

Conditions	Yield
With sodium hydroxide at 120℃; for 24h; regiospecific reaction;	A 5% B 3% C 0.5% D 3% E n/a

...Expand

: 16606-55-6
(R)-1,2-propylene carbonate

A: 67-56-1
methanol

B: 57-55-6
propylene glycol

Conditions

Conditions	Yield
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen In tetrahydrofuran; para-xylene at 140℃; under 38002.6 Torr; for 1h; Autoclave;	A 99 %Chromat. B 99 %Chromat.

: 24057-28-1
pyridinium p-toluenesulfonate

: 16606-55-6
(R)-1,2-propylene carbonate

: 1193-11-9, 116944-25-3
2,2,4-trimethyl-1,3-dioxolane

Conditions

Conditions	Yield
Stage #1: (R)-1,2-propylene carbonate With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen In tetrahydrofuran at 140℃; under 38002.6 Torr; for 1h; Autoclave; Stage #2: pyridinium p-toluenesulfonate In acetone at 20℃; for 1h; Autoclave;

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 16606-55-6
(R)-1,2-propylene carbonate

: 14047-27-9
(S)-1-(6-amino-9H-purin-9-yl) propan-2-ol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 16h;

: 6034-68-0
N6-Acetyladenine

: 16606-55-6
(R)-1,2-propylene carbonate

: (R)-6-acetyl-9-(2-hydroxypropyl)adenine

Conditions

Conditions	Yield
Stage #1: N6-Acetyladenine; (R)-1,2-propylene carbonate at 130℃; for 4h; Stage #2: In toluene at 20℃; for 2h; pH=9; Temperature; Cooling;	21.9 g

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 16606-55-6
(R)-1,2-propylene carbonate

A: C8H11N5O

B: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

Conditions

Conditions	Yield
Stage #1: adenine With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: (R)-1,2-propylene carbonate at 120 - 130℃; for 16h;	A 97.9 %Chromat. B 92.9 %Chromat.

...Expand

(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

Product Name

(R)-(+)-Propylene carbonate

Synthetic route

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

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

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