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540102 Sigma-Aldrich

(S)-(−)-Styrene oxide

98%, optical purity ee: 98% (GC)

Synonym: (S)-(−)-Phenyloxirane, (S)-Phenylethylene oxide

  • CAS Number 20780-54-5

  • Empirical Formula (Hill Notation) C8H8O

  • Molecular Weight 120.15

  •  Beilstein/REAXYS Number 3587977

  •  MDL number MFCD00064310

  •  PubChem Substance ID 24878441

  •  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
assay   98%
optical activity   [α]20/D −33°, neat
optical purity   ee: 98% (GC)
refractive index   n20/D 1.535 (lit.)
bp   192-194 °C (lit.)
density   1.051 g/mL at 25 °C (lit.)
SMILES string   C1O[C@H]1c2ccccc2
InChI   1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2/t8-/m1/s1
InChI key   AWMVMTVKBNGEAK-MRVPVSSYSA-N

Description

General description

Styrene oxide is an oxirane derivative, which is used as a monomer for the synthesis of polyesters with relatively high Tg values via ring-opening copolymerization. It can also be used as a useful intermediate in the preparation of levamisole, a nematocide and anticancer agent.

Application

(S)-(-)-Styrene oxide can undergo copolymerization with CO2 to form the corresponding polycarbonate in the presence of a cobalt-based catalyst system.

Packaging

5, 25 g in glass bottle

Caution

Product should be sampled and packaged in a glove bag under nitrogen.

Legal Information

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

Safety & Documentation

Safety Information

RIDADR 
UN 2810 6.1 / PGIII
RTECS 
CZ9625030
Flash Point(F) 
174.2 °F - closed cup
Flash Point(C) 
79 °C - closed cup
Protocols & Articles

Articles

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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