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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

Assay

98%

form

solid

optical activity

[α]20/D −40.6°, c = 1 in ethanol

mp

129-132 °C (lit.)

functional group

ether
phenyl

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV2812
MKCN4357
MKBX4754V
MKBJ7223V
07025CF

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

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