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

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.)

Flash point:

>230 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform (Sparingly)

form 

Oil

color 

Clear Colourless to Pale Yellow

Specific Gravity

1.189

optical activity

[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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

FF9650000

HS Code 

29329990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

(R)-(+)-Propylene carbonate Usage And Synthesis

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

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

(R)-(+)-Propylene carbonate(16606-55-6)Related Product Information

• Propylene oxide
• Ammonium carbonate
• PROPYLENE
• Diallyl phthalate
• 1,3,2-Dioxathiane 2-oxide
• Barium carbonate
• Dimethyl carbonate
• Sodium carbonate
• Allyl acetate
• (S)-(-)-Propylene Carbonate
• (R)-(-)-1-Amino-2-propanol
• (R)-(-)-1-METHOXY-2-PROPANOL
• Diethyl phosphite
• Calcium carbonate
• rac-Tenofovir-d7
• Chloromethyl isopropyl carbonate
• ChloroMethyl Propyl Carbonate
• (S)-Tenofovir