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467367

Sigma-Aldrich

4-(3-Phenylpropyl)pyridine N-oxide

95%

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About This Item

Empirical Formula (Hill Notation):
C14H15NO
CAS Number:
34122-28-6
Molecular Weight:
213.28
MDL number:
MFCD00129033
UNSPSC Code:
12352100
PubChem Substance ID:
24870403
NACRES:
NA.22

Assay

95%

form

solid

mp

58-65 °C (lit.)

SMILES string

[O-][n+]1ccc(CCCc2ccccc2)cc1

InChI

1S/C14H15NO/c16-15-11-9-14(10-12-15)8-4-7-13-5-2-1-3-6-13/h1-3,5-6,9-12H,4,7-8H2

InChI key

OOFBEJNEUVLZOW-UHFFFAOYSA-N

General description

4-(3-Phenylpropyl)pyridine N-oxide (P3NO, 4-PPPyNO) participates in catalytic media for manganese-salen complex in the asymmetric epoxidation of indene.

Application

4-(3-Phenylpropyl)pyridine N-oxide may be employed as a donor ligand in the managnese-salen complex catalyzed asymmetric epoxidation of indene and styrene.

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
BGBC5337V
MKBM3511V
01498PJV
01498PJ
14525JH

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The role of 4-(3-phenylpropyl) pyridine N-Oxide (P3NO) in the manganese-salen-catalyzed asymmetric epoxidation of indene.
Senanayake CH, et al.
Tetrahedron Letters, 37(19), 3271-3274 (1996)
David L. Hughes et al.
The Journal of organic chemistry, 62(7), 2222-2229 (1997-04-04)
The asymmetric epoxidation of indene using aqueous NaOCl, catalyzed by Jacobsen's chiral manganese salen complex, provides indene oxide in 90% yield and 85-88% enantioselectivity. The axial ligand, 4-(3-phenylpropyl)pyridine N-oxide (P(3)NO), increases the rate of epoxidation without affecting enantioselectivity and also
Easily recyclable polymeric ionic liquid-functionalized chiral salen Mn (III) complex for enantioselective epoxidation of styrene.
Tan R, et al.
J. Catal., 263(2), 284-291 (2009)
A novel polymeric chiral salen Mn (III) complex as solvent-regulated phase transfer catalyst in the asymmetric epoxidation of styrene.
Tan R, et al.
J. Mol. Catal. A: Chem., 259(1), 125-132 (2006)

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