ChemicalBook--->CAS DataBase List--->16606-55-6

16606-55-6

16606-55-6 Structure

16606-55-6 Structure
IdentificationMore
[Name]

(R)-(+)-Propylene carbonate
[CAS]

16606-55-6
[Synonyms]

(R)-1,2-PROPANEDIOL CARBONATE
(R)-(+)-1,2-PROPYLENE CARBONATE
(R)-1,2-PROPYLENE CARBONATE
(R)-(+)-4-METHYL-1,3-DIOXOLAN-2-ONE
(R)-4-METHYL-1,3-DIOXOLAN-2-ONE
(R)-(+)-PROPYLENE CARBONATE
(R)-PROPYLENE CARBONATE
(R)-Propandiolcarbonate
R-5-Methoxymethyl-2-oxazolidinone
(R)-(+)-PROPYLENE CARBONATE, 98% (98% EE
(R-(+-PropyleneCarbonate))-IntermediateForTenofovir
(r)-1,2-propanediol cyclic carbonate
(4R)-4-Methyl-1,3-dioxolan-2-one
(R)-1,2-Propanediol cyclic carbonate, (R)-(+)-Propylene carbonate
(R)-Propylene carbonate (R)-1,2-Propanediol carbonate
(R)-(+)-PROPYLENE CARBONATE, 98% E.E. 98% ASSAY
1,3-Dioxolan-2-one,4-methyl-,(4R)-
(R)-5-Methyl-1,3-dioxolan-2-one
Carbonic acid (R)-propylene ester
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C4H6O3
[MDL Number]

MFCD00798265
[Molecular Weight]

102.09
[MOL File]

16606-55-6.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless to light yellow liqui
[Boiling 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.)
[Fp ]

>230 °F
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

Chloroform (Sparingly)
[form ]

Oil
[color ]

Clear Colourless to Pale Yellow
[Specific Gravity]

1.189
[Optical Rotation]

[α]20/D +2°, neat
[Water Solubility ]

175 g/L (25 ºC)
[InChI]

InChI=1S/C4H6O3/c1-3-2-6-4(5)7-3/h3H,2H2,1H3/t3-/m1/s1
[InChIKey]

RUOJZAUFBMNUDX-GSVOUGTGSA-N
[SMILES]

O1C[C@@H](C)OC1=O
[CAS DataBase Reference]

16606-55-6(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

FF9650000
[REACH Registrations]

Inactive
[HS Code ]

29329990
Hazard InformationBack Directory
[Description]

(R)-(+)-Propylene carbonate, also known as (R)-1,2-Propanediol cyclic carbonate, presents as a colorless to pale yellow liquid. This compound should keep the container tightly closed and stored in a cool and dark place. For best results, store under inert gas, protected from moisture, as this substance is moisture-sensitive. (R)-(+)-Propylene carbonate is incompatible with oxidizing agents and acids. This chemical causes skin irritation as well as serious eye irritation.
[Chemical Properties]

Colorless to light yellow liqui
[Uses]

(R)-1,2-Propylene Carbonate (cas# 16606-55-6) is a compound useful in organic synthesis.
[Synthesis]

(R)-(-)-1,2-Propanediol

4254-14-2

Diethyl carbonate

105-58-8

(R)-(+)-Propylene carbonate

16606-55-6

The general procedure for the synthesis of R-propylene carbonate from (R)-1,2-propanediol and diethyl carbonate was as follows: (R)-1,2-propanediol (38.05 kg, 500 mol) was added to a glass-lined reactor, followed by the addition of diethyl carbonate (70.88 kg, 600 mol) and sodium ethoxide (3.4 kg, 50 mol). The reaction mixture was heated to 105-110 °C and maintained for 8 hours. After completion of the reaction, unreacted diethyl carbonate was removed by distillation under reduced pressure. After the reaction mixture was cooled to room temperature, the insoluble material was removed by filtration. Finally, the solvent was removed by evaporation of the filtrate to afford R-propylene carbonate (34.24 kg, purity ≥99%) in 90% yield.

[References]

[1] Patent: CN105859781, 2016, A. Location in patent: Paragraph 0011-0012
[2] Patent: US2010/216822, 2010, A1. Location in patent: Page/Page column 13
[3] Tetrahedron Letters, 1998, vol. 39, # 14, p. 1853 - 1856
[4] Patent: EP1243590, 2002, A2. Location in patent: Page 9
[5] Patent: CN102977146, 2016, B. Location in patent: Paragraph 0016; 0021; 0023
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-(+)-Propylene carbonate(16606-55-6)MS
(R)-(+)-Propylene carbonate(16606-55-6)1HNMR
(R)-(+)-Propylene carbonate(16606-55-6)13CNMR
(R)-(+)-Propylene carbonate(16606-55-6)IR1
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

16606-55-6(sigmaaldrich)
[TCI AMERICA]

(R)-Propylene Carbonate,>98.0%(GC)(16606-55-6)
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