(R,R)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine - CAS 131864-67-0

2,6-Bis[(4R)-(+)-isopropyl-2-oxazolin-2-yl]pyridine is a chiral nitrogen ligand for enantioselective synthesis.

Product Information

Canonical SMILES
CC(C)C1COC(=N1)C2=NC(=CC=C2)C3=NC(CO3)C(C)C
InChI
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
Purity
>97.0%(GC)
MDL
MFCD01321334
Physical State
Solid
Appearance
White powder or crystals
Storage
Refrigerator
Boiling Point
457.1°C at 760mmHg
Melting Point
154-156°C(lit.)
Density
1.23g/cm3
Optical Activity
+115 to +124 (c=0.7 in dichloromethane)
TSCA
No
WGK Germany
3

Safety Information

Signal Word
Warning
Precautionary Statement
P261 - P305+P351+P338
Hazard Statements
H315 - H319 - H335

Reference Reading

1.Nona-coordinated chiral Eu(III) complexes with stereoselective ligand-ligand noncovalent interactions for enhanced circularly polarized luminescence.
Harada T1, Tsumatori H, Nishiyama K, Yuasa J, Hasegawa Y, Kawai T. Inorg Chem. 2012 Jun 18;51(12):6476-85. doi: 10.1021/ic202467f. Epub 2012 Jun 5.
Circularly polarized luminescence (CPL) of chiral Eu(III) complexes with nona- and octa-coordinated structures, [Eu(R/S-iPr-Pybox)(D-facam)(3)] (1-R/1-S; R/S-iPr-Pybox, 2,6-bis(4R/4S-isopropyl-2-oxazolin-2-yl)pyridine; D-facam, 3-trifluoroacetyl-d-camphor), [Eu(S,S-Me-Ph-Pybox)(D-facam)(3)] (2-SS; S,S-Me-Ph-Pybox, 2,6-bis(4S-methyl-5S-phenyl-2-oxazolin-2-yl)pyridine), and [Eu(Phen)(D-facam)(3)] (3; Phen, 1,10-phenanthroline) are reported, and their structural features are discussed on the basis of X-ray crystallographic analyses. These chiral Eu(III) complexes showed relatively intense photoluminescence due to their (5)D(0) → (7)F(1) (magnetic-dipole) and (5)D(0) → (7)F(2) (electric-dipole) transition. The dissymmetry factors of CPL (g(CPL)) at the former band of 1-R and 1-S were as large as -1.0 and -0.8, respectively, while the g(CPL) of 3 at the (5)D(0) → (7)F(1) transition was relatively small (g(CPL) = -0.46). X-ray crystallographic data indicated specific ligand-ligand hydrogen bonding in these compounds which was expected to stabilize their chiral structures even in solution phase.
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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