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540021 Sigma-Aldrich

(S)-(−)-Propylene oxide

99%

Synonym: (S)-(−)-1,2-Epoxypropane, (S)-(−)-Methyloxirane

  • CAS Number 16088-62-3

  • Empirical Formula (Hill Notation) C3H6O

  • Molecular Weight 58.08

  •  Beilstein/REAXYS Number 79765

  •  EC Number 240-241-0

  •  MDL number MFCD00064312

  •  PubChem Substance ID 24878433

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Epoxides, Organic Building Blocks More...
Quality Level   100
vapor density   2 (vs air)
vapor pressure   8.59 psi ( 20 °C)
assay   99%
autoignition temp.   1378 °F
expl. lim.   37 %
refractive index   n20/D 1.366 (lit.)
bp   33-34 °C (lit.)
density   0.829 g/mL at 20 °C (lit.)
SMILES string   C[C@H]1CO1
InChI   1S/C3H6O/c1-3-2-4-3/h3H,2H2,1H3/t3-/m0/s1
InChI key   GOOHAUXETOMSMM-VKHMYHEASA-N

Description

Application

• (S)-(−)-Propylene oxide undergoes ring-opening upon treating with nucleophiles such as Grignard reagents or organolithium compounds to yield corresponding secondary alcohols.
• It can be used in the synthesis of ligands to prepare of Pb(II) based coordination nets for the fabrication of white light-emitting diode materials.
• It is a key starting material for the total synthesis of arenolide and (+)-aspicilin.

Packaging

5, 25 g in ampule

Legal Information

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN1280 - class 3 - PG 1 - Propylene oxide
WGK Germany 
WGK 3
RTECS 
UJ2651000
Flash Point(F) 
-34.6 °F - closed cup
Flash Point(C) 
-37 °C - closed cup
Protocols & Articles

Articles

GC Analysis of Propylene Oxide Enantiomers on Astec® CHIRALDEX® A-TA

From our library of Articles, Sigma-Aldrich presents GC Analysis of Propylene Oxide Enantiomers on Astec® CHIRALDEX® A-TA
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification, Separation

HKR Epoxides

One of the most effective and recent methods for obtaining several classes of chiral building blocks is Jacobsen’s hydrolytic kinetic resolution technique (HKR). The method provides general access to...
Aldrich ChemFiles 2005, 5.4, 17.
Keywords: Anti-inflammatory agents, Asymmetric synthesis, Building blocks, Chemfiles, Deprotonations, Ligands, Methods

Peer-Reviewed Papers
15

References

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