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477494

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2,6-Bis[(4R)-(+)-isopropyl-2-oxazolin-2-yl]pyridine

99%

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Empirical Formula (Hill Notation):
C17H23N3O2
CAS Number:
Molecular Weight:
301.38
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

optical activity

[α]20/D +118°, c = 0.7 in methylene chloride

mp

154-156 °C (lit.)

SMILES string

CC(C)[C@@H]1COC(=N1)c2cccc(n2)C3=N[C@@H](CO3)C(C)C

InChI

1S/C17H23N3O2/c1-10(2)14-8-21-16(19-14)12-6-5-7-13(18-12)17-20-15(9-22-17)11(3)4/h5-7,10-11,14-15H,8-9H2,1-4H3/t14-,15-/m0/s1

InChI key

CSGQGLBCAHGJDR-GJZGRUSLSA-N

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This Item
369756496065496073
2-Phenyl-2-oxazoline 99%

369756

2-Phenyl-2-oxazoline

mp

154-156 °C (lit.)

mp

12 °C (lit.)

mp

171-175 °C (lit.)

mp

171-175 °C (lit.)

optical activity

[α]20/D +118°, c = 0.7 in methylene chloride

optical activity

-

optical activity

[α]22/D 187°, c = 1 in methylene chloride

optical activity

[α]20/D −224°, c = 1 in chloroform

Application

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Iryna D Alshakova et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(50), 11734-11744 (2019-07-19)
This work unveils the reactivity patterns, as well as ligand and additive effect on alkali-metal-base-catalyzed transfer hydrogenation of ketones. Crucially to this reactivity is the presence of a Lewis acid (alkali cation), as opposed to a simple base effect. With
Pfaltz, A.
Accounts of Chemical Research, 26, 339-339 (1993)
Bolm, C.
Angewandte Chemie (International Edition in English), 30, 542-542 (1991)
Gant, T.G. Meyers, A.I.
Tetrahedron, 50, 2297-2297 (1994)

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