(S)-(-)-Propylene oxide

Base Information

• Chemical Name: (S)-(-)-Propylene oxide
• CAS No.: 16088-62-3
• Molecular Formula: C3H6O
• Molecular Weight: 58.08
• Hs Code.: 29102000
• European Community (EC) Number: 240-241-0
• DSSTox Substance ID: DTXSID301315142
• Nikkaji Number: J1.315C
• Wikidata: Q27104005
• Metabolomics Workbench ID: 51915
• Mol file: 16088-62-3.mol

Synonyms:(S)-(-)-Propylene oxide;16088-62-3;(S)-Propylene oxide;(2S)-2-methyloxirane;(S)-2-Methyloxirane;(S)-1,2-Epoxypropane;(-)-Propylene oxide;(S)-(-)-1,2-Epoxypropane;(-)-Methyloxirane;(S)-methyloxirane;S-Methyloxirane;S-Epoxypropane;Oxirane, methyl-, (2S)-;(S)-(-)Propylene oxide;(S)-epoxypropane;Oxirane, methyl-, (S)-;EINECS 240-241-0;Propylene oxide, (S)-(-)-;Oxirane, 2-methyl-, (2S)-;EC 240-241-0;UN 1280;(S)-2-methyl oxirane;(S)-2-methyl-oxirane;(S)-(-)-Methyloxirane;(S)-(-)-Propyleneoxide;(2S)-2-Methyloxirane, 97%;CHEBI:28982;DTXSID301315142;(S)-(-)-Propylene oxide, 99%;Oxirane, methyl-, (S)- (9CI);MFCD00064312;AKOS015840871;AKOS015900488;AM81471;NCGC00165995-01;LS-125755;P0951;EN300-93043;A810200;Q27104005

Chemical Property of (S)-(-)-Propylene oxide

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 8.59 psi ( 20 °C)
• Melting Point: -111.9°C
• Refractive Index: n20/D 1.366(lit.)
• Boiling Point: 32.9 °C at 760 mmHg
• Flash Point: -37 °C
• PSA: 12.53000
• Density: 0.903 g/cm³
• LogP: 0.40510
• Storage Temp.: 2-8°C
• Water Solubility.: 40 g/100 mL (20 ºC)
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 58.041864811
• Heavy Atom Count: 4
• Complexity: 26.5

Purity/Quality:

99% ^*data from raw suppliers

(S)-Methyloxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,T
• Hazard Codes: F+,T
• Statements: 45-20/21/22-46-36/37/38-12
• Safety Statements: 53-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CO1
• Isomeric SMILES: C[C@H]1CO1
• Uses: (S)-(-)-Propylene oxide is widely utilized in the manufacture of polyether polyols and propylene glycol, which is used in making the polyurethane plastics. It finds an application as a fumigant for the sterilization of packaged foods and plastic medical instruments. Combine with ethanol, it used to make biological samples for electron microscopy. It is also used in model aircraft and surface vehicles as a glow fuel.

Technology Process of (S)-(-)-Propylene oxide

There total 52 articles about (S)-(-)-Propylene oxide 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: 46.0%

methyloxirane (75-56-9,16033-71-9) → (S)-1,2-Propanediol (4254-15-3,63625-56-9) + (2R)-propane-1,2-diol (4254-14-2,63625-56-9) + (S)-Propylene oxide (16088-62-3)

Guidance literature:

With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water; at 20 ℃; for 14h;

DOI:10.1021/ja016737l

Reference yield: 45.0%

methyloxirane (75-56-9,16033-71-9) → (S)-1,2-Propanediol (4254-15-3,63625-56-9) + (S)-Propylene oxide (16088-62-3)

Guidance literature:

With C₇₂H₁₀₂Co₂F₁₂N₄O₁₂P₂; water; at 0 - 20 ℃; for 2.5h; optical yield given as %ee;

DOI:10.1002/chem.201103574

Reference yield: 45.0%

methyloxirane (75-56-9,16033-71-9) → (2R)-propane-1,2-diol (4254-14-2,63625-56-9) + (R)-propylene oxide (15448-47-2) + (S)-Propylene oxide (16088-62-3)

Guidance literature:

With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water; at 0 - 20 ℃;

DOI:10.1021/ja016737l

upstream raw materials:

1-bromo-2(S)-hydroxypropane

propene

carbon tetrafluoride

2-chloro-1-propanol

Downstream raw materials:

(S) 1,1-diphenyl 1,3-dihydroxybutane

(S)-(+)-hept-4-yn-2-ol

(2S)-12-<2'-(Methoxymethoxy)phenyl>dodecan-2-ol

(S)-(+)-(2-hydroxy-1-propyl)-diphenylphosphane

Refernces

• 1、 Alluraiah, Gurrala,Sreenivasulu, Reddymasu,Chandrasekhar, Choragudi,Raju, Rudraraju Ramesh. "An alternative stereoselective total synthesis of (-)-pyrenophorol". . p. 2738 - 2743. Retrieved 2018/09/25.
• 2、 Morris, Lilliana S.,Childers, M. Ian,Coates, Geoffrey W.. "Bimetallic Chromium Catalysts with Chain Transfer Agents: A Route to Isotactic Poly(propylene oxide)s with Narrow Dispersities". supporting information. p. 5731 - 5734. Retrieved 2018/05/14.