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

Chemical Properties

Colorless to light yellow liqui

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.

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 
• 39968-99-5 (S)-(-)-2-acetoxy-1-bromopropane 
• 37493-16-6 1-chloro-2(S)-hydroxypropane 
• 4254-15-3 (S)-1,2-Propanediol 
• 184110-35-8 (2S,1'R/S)-Ethyl-2-(1'-ethoxyethoxy)propanoate 
• 16088-60-1 1-bromo-2(S)-hydroxypropane 
• 124-38-9 carbon dioxide 
• 127-00-4 1-Chloro-2-propanol 
• 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 
• 42274-61-3 (2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl 4-methylbenzenesulfonate 

Downstream Products

• 90192-96-4 (S)-(+)-hept-4-yn-2-ol 
• 130981-23-6 2-O-<(S)-2-hydroxypropyl>-β-cyclodextrin 
• 6169-06-8 (S)-2-Octanol 
• 5978-70-1 (R)-Octan-2-ol 
• 51260-39-0 (S)-(+)-4-methyl[1,3]dioxolan-2-one 
• 130291-38-2 (2S,6S)-4-(phenylsulfonyl)heptane-2,6-diol 
• 128301-94-0 1-<2,6-Dimethoxyphenyl>propan-2-ol 
• 79435-27-1 N,N-Bis-<(S)-2-Hydroxy-propyl>-(S)-α-methylbenzylamine 
• 79402-93-0 (2S)-1-{[(2S)-2-hydroxypropyl][(1R)-phenylethyl]amino}propan-2-ol 
• 81939-73-3 (2S)-2-hydroxypent-4-yne 
• 115432-10-5 (2S,3R,4S,5R,6R)-2-(6-Isopropyl-2-methyl-cyclohexa-1,4-dienyloxy)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran 
• 132840-93-8 (S)-1-[2-((2S,3R,4S,5R,6R)-3,4,5-Trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexa-2,5-dienyl]-propan-2-ol 
• 96882-99-4 2(S)-methyl-3-phenylsulfonyl-1,5(S)-hexanediol-1-THP ether 
• 135191-48-9 (S)-6-(phenylthio)-2-hexanolN 

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.

Enantioselective Resolution Copolymerization of Racemic Epoxides and Anhydrides: Efficient Approach for Stereoregular Polyesters and Chiral Epoxides

Herein we report an efficient strategy for preparing isotactic polyesters and chiral epoxides via enantioselective resolution copolymerization of racemic terminal epoxides with anhydrides, mediated by enantiopure bimetallic complexes in conjunction with a nucleophilic cocatalyst. The chirality of both the axial linker and the diamine backbones of the ligand are responsible for the chiral induction of this kinetic resolution copolymerization process. The catalyst systems exhibit exceptional levels of enantioselectivity with a kinetic resolution coefficient exceeding 300 for various racemic epoxides, affording highly isotactic copolymers (selectivity factors of more than 300) with a completely alternating structure and low polydispersity index. Most of the produced isotactic polyesters are typical semicrystalline materials with melting temperatures in the range from 77 to 160 °C.

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.