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405973

Sigma-Aldrich

2,2′-Bis[(4S)-4-benzyl-2-oxazoline]

98%

Synonym(s):

(S,S)-4,4′-Dibenzyl-2,2′-bi(2-oxazoline), (S,S)-2,2′-Bis(4-benzyl-2-oxazoline)

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About This Item

Empirical Formula (Hill Notation):
C20H20N2O2
CAS Number:
Molecular Weight:
320.39
Beilstein:
4756827
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

optical activity

[α]20/D −40.6°, c = 1 in ethanol

mp

129-132 °C (lit.)

SMILES string

C1OC(=N[C@H]1Cc2ccccc2)C3=N[C@H](CO3)Cc4ccccc4

InChI

1S/C20H20N2O2/c1-3-7-15(8-4-1)11-17-13-23-19(21-17)20-22-18(14-24-20)12-16-9-5-2-6-10-16/h1-10,17-18H,11-14H2/t17-,18-/m0/s1

InChI key

OIEQQWQZUYZCRJ-ROUUACIJSA-N

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Application

2,2′-Bis[(4S)-4-benzyl-2-oxazoline] can be used as:
  • A catalyst for the enantioselective hydrosilylation of ketones.
  • A Schiff base ligand in the preparation of rhodium(I) and palladium(II) coordination complexes.
  • A ligand in the formation of copper(I) halide complexes; applicable in the synthesis of coordination polymers.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Helmchen, G. et al.
Synlett, 257-257 (1991)

Articles

C2-symmetric chiral bisoxazolines (BOX) are privileged structures because they promote a great number of transformations with unprecedented selectivity.1

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