(R)-(+)-Propylene carbonate

Base Information

• Chemical Name: (R)-(+)-Propylene carbonate
• CAS No.: 16606-55-6
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• Hs Code.: 29329990
• European Community (EC) Number: 437-320-9,605-425-0
• DSSTox Substance ID: DTXSID901301204
• Nikkaji Number: J258.596K
• Mol file: 16606-55-6.mol

Synonyms:(R)-(+)-Propylene carbonate;16606-55-6;(R)-4-Methyl-1,3-dioxolan-2-one;(R)-Propylene Carbonate;(4R)-4-methyl-1,3-dioxolan-2-one;(R)-(+)-4-Methyl-1,3-dioxolan-2-one;1,3-Dioxolan-2-one, 4-methyl-, (4R)-;(R)-1,2-PROPYLENE CARBONATE;(R)-1,2-Propanediol cyclic carbonate;(R)-PropyleneCarbonate;MFCD00798265;SCHEMBL748245;DTXSID901301204;BCP12993;(R)-(+)-Propylene carbonate, 98%;AKOS015840866;AKOS015900872;GS-3355;NCGC00166234-01;A3681;CS-0015926;P1485;EN300-159903;J-502102

Chemical Property of (R)-(+)-Propylene carbonate

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.59 psi ( 20 °C)
• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: 241.7 °C at 760 mmHg
• Flash Point: 135.3 °C
• PSA: 35.53000
• Density: 1.169 g/cm³
• LogP: 0.54170
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly)
• Water Solubility.: 175 g/L (25 ºC)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 102.031694049
• Heavy Atom Count: 7
• Complexity: 88.9

Purity/Quality:

99% ^*data from raw suppliers

(R)-1,2-PropyleneCarbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1COC(=O)O1
• Isomeric SMILES: C[C@@H]1COC(=O)O1
• Uses: (R)-1,2-Propylene Carbonate (cas# 16606-55-6) is a compound useful in organic synthesis.

Technology Process of (R)-(+)-Propylene carbonate

There total 15 articles about (R)-(+)-Propylene carbonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

carbon dioxide (124-38-9,18923-20-1) + (R)-propylene oxide (15448-47-2) → (R)-1,2-propylene carbonate (16606-55-6)

Guidance literature:

With 1,3-bis(2,6-diisopropylphenyl)imidazolylium-2-carboxylate; In dichloromethane; at 120 ℃; for 24h; under 15001.5 Torr;

DOI:10.1021/jo801457r

Reference yield: 90.0%

(2R)-propane-1,2-diol (4254-14-2,63625-56-9) + Diethyl carbonate (105-58-8,76619-83-5) → (R)-1,2-propylene carbonate (16606-55-6)

Guidance literature:

With sodium ethanolate; at 105 - 110 ℃; for 8h; Large scale;

Reference yield: 86.0%

carbon dioxide (124-38-9,18923-20-1) + methyloxirane (75-56-9,16033-71-9) → (S)-(+)-4-methyl[1,3]dioxolan-2-one (51260-39-0) + (R)-1,2-propylene carbonate (16606-55-6)

Guidance literature:

With 3C₄₂H₄₀N₂O₆^(4-)*4Cd⁽²⁺⁾*4Ni⁽²⁺⁾*Cl^(1-)*6H₂O*C₄₂H₄₁N₂O₆^(3-)*5C₃H₇NO; tetrabutylammomium bromide; In neat (no solvent); at 80 ℃; for 4h; under 15001.5 Torr; Reagent/catalyst; Temperature; Time; enantioselective reaction; Mechanism;

DOI:10.1039/c3dt50664a

upstream raw materials:

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

Diethyl carbonate

carbon dioxide

(R)-propylene oxide

Downstream raw materials:

(R)-9-(2-hydroxypropyl)adenine

(R)-1-Phenoxypropan-2-ol

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

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

Refernces

• 1、 Paddock,Nguyen. "Chemical CO2 fixation: CR(III) salen complexes as highly efficient catalysts for the coupling of CO2 and epoxides". . p. 11498 - 11499. Retrieved 2001.
• 2、 Ren, Yanwei,Cheng, Xiaofei,Yang, Shaorong,Qi, Chaorong,Jiang, Huanfeng,Mao, Qiuping. "A chiral mixed metal-organic framework based on a Ni(saldpen) metalloligand: Synthesis, characterization and catalytic performances". . p. 9930 - 9937. Retrieved 2013.
• 3、 Paddock, Robert L.,Nguyen, Sonbinh T.. "Chiral (salen)CoIII catalyst for the synthesis of cyclic carbonates". . p. 1622 - 1623. Retrieved 2004.
• 4、 Lu, Xiao-Bing,Liang, Bin,Zhang, Yin-Ju,Tian, Yu-Zeng,Wang, Yi-Ming,Bai, Chen-Xi,Wang, Hui,Zhang, Rong. "Asymmetric Catalysis with CO2: Direct Synthesis of Optically Active Propylene Carbonate from Racemic Epoxides". . p. 3732 - 3733. Retrieved 2004.
• 5、 -. "Preparation method of high-purity tenofovir". Paragraph 0073; 0087-0089; 0134-0136; 0142-0144; 0150-0152. . Retrieved 2018/09/08.