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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:
133463-88-4
Molecular Weight:
320.39
Beilstein:
4756827
MDL number:
MFCD00191793
UNSPSC Code:
12352005
PubChem Substance ID:
24865344
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rhodium (I) and palladium (II) complexes with the Schiff base 2, 2′-bis ((4S)-4-benzyl-2-oxazoline)
Jones MD, et al.
Inorganica chimica acta, 357(11), 3351-3359 (2004)
Copper (I) halides: A versatile family in coordination chemistry and crystal engineering
Peng R, et al.
Coordination Chemistry Reviews, 254(1-2), 1-18 (2010)
Helmchen, G. et al.
Synlett, 257-257 (1991)

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