16088-62-3

Basic information

• Product Name: (S)-(-)-Propylene oxide
• Synonyms: (S)-(-)-1,2-PROPYLENE OXIDE;(S)-(-)-1,2-EPOXYPROPANE;(S)-(-)-PROPYLENE OXIDE;(S)-PROPYLENE OXIDE;(S)-(-)-METHYLOXIRANE;(s)-(-)-propyleneoxid;(s)-2-methyloxirane;2-Methyloxirane
• CAS NO: 16088-62-3
• Molecular Formula: C₃H₆O
• Molecular Weight: 58.08
• EINECS: 240-241-0
• Product Categories: chiral;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Oxiranes;Simple 3-Membered Ring Compounds;Synthetic Organic Chemistry;Chiral Compound;Naphthyridines
• Mol File: 16088-62-3.mol
• Article Data: 52

Chemical Properties

• Melting Point: -111.9°C
• Boiling Point: 33-34 °C(lit.)
• Flash Point: −35 °F
• Appearance: Colorless to light yellow liquid
• Density: 0.829 g/mL at 20 °C(lit.)
• Vapor Density: 2 (vs air)
• Vapor Pressure: 8.59 psi ( 20 °C)
• Refractive Index: n20/D 1.366(lit.)
• Storage Temp.: 2-8°C
• Explosive Limit: 37%
• Water Solubility: 40 g/100 mL (20 ºC)
• Merck: 14,7856
• BRN: 79765
• CAS DataBase Reference: (S)-(-)-Propylene oxide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-Propylene oxide(16088-62-3)
• EPA Substance Registry System: (S)-(-)-Propylene oxide(16088-62-3)

Safety Data

• Hazard Codes: F+,T
• Statements: 45-20/21/22-46-36/37/38-12
• Safety Statements: 53-45
• RIDADR: UN 1280 3/PG 1
• WGK Germany: 3
• RTECS: UJ2651000
• HazardClass: 3
• PackingGroup: I
• Hazardous Substances Data: 16088-62-3(Hazardous Substances Data)

Usage

Description

(S)-(-)-Propylene oxide, a colorless to light yellow liquid, is an organic compound that is widely utilized in various industries due to its unique chemical properties and versatile applications.

Uses

1. Used in the Chemical Industry:
(S)-(-)-Propylene oxide is used as a key intermediate in the production of polyether polyols and propylene glycol, which are essential components in the manufacturing of polyurethane plastics. These plastics are known for their versatility and are used in a wide range of applications, including insulation materials, adhesives, and flexible foams.
2. Used in the Food Industry:
As a fumigant, (S)-(-)-Propylene oxide is employed for the sterilization of packaged foods and plastic medical instruments. Its ability to effectively kill bacteria, fungi, and other microorganisms makes it a valuable tool in maintaining the safety and quality of these products.
3. Used in the Medical Industry:
When combined with ethanol, (S)-(-)-Propylene oxide is used to prepare biological samples for electron microscopy. This application allows researchers to study the structure and function of cells and tissues at a microscopic level, contributing to the advancement of medical knowledge and the development of new treatments.
4. Used in the Model Aircraft and Surface Vehicle Industry:
(S)-(-)-Propylene oxide is also utilized as a glow fuel in model aircraft and surface vehicles. Its high energy density and ability to produce a consistent and controlled flame make it an ideal choice for these applications, providing reliable and efficient power for these miniature engines.

InChI:InChI=1/C3H6O/c1-3-2-4-3/h3H,2H2,1H3/t3-/m0/s1

Upstream product

• 187737-37-7 propene 
• 75-73-0 carbon tetrafluoride 
• 75-56-9 methyloxirane 
• 124-38-9 carbon dioxide 
• 127-00-4 1-Chloro-2-propanol 
• 39968-99-5 (S)-(-)-2-acetoxy-1-bromopropane 
• 153904-73-5 (S)-2-Acetoxypropanol 
• 687-47-8 (-)-ethyl lactate 
• 145021-07-4 Chloro-acetic acid (S)-2-tert-butylsulfanyl-1-methyl-ethyl ester 
• 37493-16-6 1-chloro-2(S)-hydroxypropane 
• 42274-61-3 (2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl 4-methylbenzenesulfonate 
• 32464-98-5 (2S)-2-hydroxypropyl 4-methylbenzenesulfonate 
• 4254-15-3 (S)-1,2-Propanediol 
• 184110-35-8 (2S,1'R/S)-Ethyl-2-(1'-ethoxyethoxy)propanoate 

Downstream Products

• 73151-77-6 (S) 1,1-diphenyl 1,3-dihydroxybutane 
• 90192-96-4 (S)-(+)-hept-4-yn-2-ol 
• 35356-70-8 Methyl 2-acetamidoacrylate 
• 95657-21-9 (S,S)-bis-(2-hydroxypropyl) sulphide 
• 95657-19-5 (S,αR)-N-acetyl-S-(2-hydroxypropyl)-L-cysteine methyl ester 
• 288585-37-5 (S)-4-Hydroxy-2-phenylsulfanyl-pentanoic acid 
• 78-92-2 (S)-(-)-sec-butyl alcohol 
• 59780-25-5 (S)-3-hydroxybutyl-triphenylphosphonium iodide 
• 184435-75-4 (5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one 
• 121959-26-0 (2S)-12-<2'-(Methoxymethoxy)phenyl>dodecan-2-ol 
• 14898-87-4 (-)-1-phenyl-2-propanol 
• 3620-18-6 (4S)-(-)-2-acetyl-4-pentanolide 
• 110065-99-1 tert-butyl[(1R)-1-methyl-5-(tetrahydro-2H-2-pyranyloxy)pentyl]oxydiphenylsilane 
• 138128-25-3 (S)-(+)-(2-hydroxy-1-propyl)-diphenylphosphane 

Relevant articles and documents

Stereoselective total synthesis of (-)-isocladospolide B and cladospolide B and C

The enantioselective synthesis of bioactive butenolides isocladospolide B, cladospolide B, and cladospolide-C has been achieved from (S)-propylene oxide. Of the three stereogenic centers, the C-4/C-5 vic-diol was obtained using diastereo- and enantio-selective Brown hydroxycrotylation, while the C-11 stereocenter was created by Jacobsen hydrolytic kinetic resolution. Georg Thieme Verlag Stuttgart · New York.

An alternative stereoselective total synthesis of (-)-pyrenophorol

The total synthesis of 16-membered C2–Symmetric dilactone (-)-Pyrenophorol was accomplished starting from commercially available (S)-epoxide prepared by hydrolytic kinetic resolution of (±)–epoxide with key steps of Grignard reaction, Swern oxidation, Wittig reaction and cyclization was achieved by intermolecular Mitsunobu cyclization. The synthesis of (-)-Pyrenophorol accomplished from cheaply available starting material, easily work-up procedures and reduction of cost in industrial process were major advantages of this route.

Homochiral Metal-Organic Cage for Gas Chromatographic Separations

Metal-organic cages (MOCs) as a new type of porous material with well-defined cavities were extensively pursued because of their relative ease of synthesis and their potential applications in host-guest chemistry, molecular recognition, separation, catalysis, gas storage, and drug delivery. Here, we first reported that a homochiral MOC [Zn3L2] is explored to fabricate [Zn3L2] coated capillary column for high-resolution gas chromatographic separation of a wide range of analytes, including n-alkanes, polycyclic aromatic hydrocarbons, and positional isomers, especially for racemates. Various kinds of racemates such as alcohols, diols, epoxides, ethers, halohydrocarbons, and esters were separated with good enantioselectivity and reproducibility on the [Zn3L2] coated capillary column. The fabricated [Zn3L2] coated capillary column exhibited significant chiral recognition complementary to that of a commercial β-DEX 120 column and our recently reported homochiral porous organic cage CC3-R coated column. The results show that the homochiral MOCs will be very attractive as a new type of chiral selector in separation science.