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416428 Sigma-Aldrich

2,2′-Methylenebis[(4S)-4-phenyl-2-oxazoline]

97%

Synonym: (S,S)-2,2′-Methylenebis(4-phenyl-2-oxazoline)

  • CAS Number 132098-59-0

  • Empirical Formula (Hill Notation) C19H18N2O2

  • Molecular Weight 306.36

  •  Beilstein/REAXYS Number 4202633

  •  MDL number MFCD00192295

  •  PubChem Substance ID 24866074

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Properties

Related Categories Asymmetric Synthesis, BOX, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Privileged Ligands and Complexes More...
InChI Key   IUFHJPXOLHSJTC-IAGOWNOFSA-N
assay   97%
optical activity   [α]20/D ~−90°, c = 1 in ethanol
refractive index   n20/D 1.586 (lit.)
bp   131-134 °C/0.01 mmHg(lit.)
density   1.28 g/mL at 25 °C (lit.)

Description

Application

C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

Packaging

1 g in glass bottle

250 mg in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
230 °F
Flash Point(C) 
110 °C
Protocols & Articles

Articles

BOX

C2-symmetric chiral bisoxazolines (BOX) are privileged structures because they promote a great number of transformations with unprecedented selectivity.1 In 1991, in the same Journal of American Chem...
William Sommer and Daniel Weibel
ChemFiles 2008, 8.2, 64.
Keywords: Addition reactions, Asymmetric synthesis, Catalysis, Cyclopropanations, Ligands, transformation

Peer-Reviewed Papers
15

References

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