1131-61-9

Basic information

• Product Name: 4-Phenylpyridine-N-oxide
• Synonyms: 4-PHENYLPYRIDINE N-OXIDE;4-phenyl-pyridin1-oxide;4-Phenyl-pyridine1-oxide;Pyridine,4-phenyl-,1-oxide;4-PHENYLPYRIDINE-N-OXIDE 97%;1-Oxido-4-phenylpyridin-1-ium;4-Phenylpyridine-n-oxide,97%;1-Oxylato-4-phenylpyridinium
• CAS NO: 1131-61-9
• Molecular Formula: C₁₁H₉NO
• Molecular Weight: 171.2
• EINECS: 214-467-5
• Product Categories: C9 to C46;Heterocyclic Building Blocks;Pyridines;Building Blocks;C11;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 1131-61-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 153-155 °C(lit.)
• Boiling Point: 301.18°C (rough estimate)
• Flash Point: 202.3 °C
• Appearance: beige to light brown crystalline powder
• Density: 1.1242 (rough estimate)
• Vapor Pressure: 1.38E-06mmHg at 25°C
• Refractive Index: 1.4900 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.89±0.10(Predicted)
• BRN: 121493
• CAS DataBase Reference: 4-Phenylpyridine-N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenylpyridine-N-oxide(1131-61-9)
• EPA Substance Registry System: 4-Phenylpyridine-N-oxide(1131-61-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 3-9
• Hazardous Substances Data: 1131-61-9(Hazardous Substances Data)

Usage

Description

4-Phenylpyridine-N-oxide is a beige to light brown crystalline powder with unique chemical properties that make it a versatile compound in various applications.

Uses

Used in Catalyst Applications:
4-Phenylpyridine-N-oxide is used as a catalyst for various chemical reactions, such as halogen bonding and enantioselective epoxidation of non-selective alkenes, leading to higher catalytic activity. This enhances the efficiency and selectivity of these reactions, making it a valuable component in the synthesis of various compounds.
Used in Chemical Synthesis Studies:
4-Phenylpyridine-N-oxide may also be utilized in chemical synthesis studies, where its unique properties can contribute to the development of new synthetic pathways and the creation of novel compounds with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Phenylpyridine-N-oxide can be used as a key intermediate or building block in the synthesis of various drugs, taking advantage of its reactivity and structural features to design and develop new therapeutic agents.
Used in Material Science:
4-Phenylpyridine-N-oxide's unique properties may also find applications in material science, where it could be used to develop new materials with specific characteristics, such as improved optical, electronic, or mechanical properties, depending on the desired application.

InChI:InChI=1/C11H9NO/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H

Upstream product

• 939-23-1 p-phenylpyridine 
• 3535-75-9 4-aminopyridine-1-oxide 
• 71-43-2 benzene 
• 1121-76-2 4-chloropyridine N-oxide 
• 98-80-6 phenylboronic acid 
• 75-57-0 tetramethlyammonium chloride 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 26274-35-1 2,4-diphenylpyridine 
• 63467-34-5 1-methoxy-4-phenyl-pyridinium; iodide 
• 939-23-1 p-phenylpyridine 
• 136887-29-1 2-(1-adamantylthio)-4-phenylpyridine 
• 136887-30-4 3-(1-adamantylthio)-4-phenylpyridine 
• 136887-37-1 Acetic acid (2S,3R,6R)-1-acetyl-2-(adamantan-1-ylsulfanyl)-6-hydroxy-4-phenyl-1,2,3,6-tetrahydro-pyridin-3-yl ester 
• 74405-01-9 2,2-Dimethyl-3-(4-phenyl-pyridin-2-yl)-2,3-dihydro-benzo[e][1,3]oxazin-4-one; hydrochloride 
• 19006-81-6 4-phenylpyridin-2-one 
• 118158-22-8 (E,E)-5-diethylamino-3-phenylpentadienenitrile 
• 118158-21-7 (Z,E)-5-diethylamino-3-phenylpentadienenitrile 
• 56164-41-1 3-phenyl-pyrrole-2-carboxaldehyde 
• 18714-16-4 4-phenyl-pyridine-2-carbonitrile 
• 92929-30-1 4-(3-nitrophenyl)pyridine 1-oxide 
• 92929-31-2 4-(4-nitrophenyl)pyridine 1-oxide 

Relevant articles and documents

Visible-Light-Induced ortho-Selective Migration on Pyridyl Ring: Trifluoromethylative Pyridylation of Unactivated Alkenes

The photocatalyzed ortho-selective migration on a pyridyl ring has been achieved for the site-selective trifluoromethylative pyridylation of unactivated alkenes. The overall process is initiated by the selective addition of a CF3 radical to the alkene to provide a nucleophilic alkyl radical intermediate, which enables an intramolecular endo addition exclusively to the ortho-position of the pyridinium salt. Both secondary and tertiary alkyl radicals are well-suited for addition to the C2-position of pyridinium salts to ultimately provide synthetically valuable C2-fluoroalkyl functionalized pyridines. Moreover, the method was successfully applied to the reaction with P-centered radicals. The utility of this transformation was further demonstrated by the late-stage functionalization of complex bioactive molecules.

Visible-Light-Mediated C-H Alkylation of Pyridine Derivatives

We report herein a visible-light-mediated C-H alkylation of pyridine derivatives that proceeds by simple combination of a large variety of N-alkoxypyridinium ions with alkanes in the presence of 2 mol % of fac-Ir(ppy)3 under blue illumination. The mild reaction conditions together with the high group functional tolerance make of this process a useful synthetic platform for the construction of structurally strained heterocycles. Detailed mechanistic investigations, including density functional theory calculations and quantum yield measurement, allowed us to understand factors controlling the reactivity and the selectivity of the reaction.

Pd-Catalyzed Direct C-H Alkenylation and Allylation of Azine N -Oxides

A Pd-catalyzed direct C2-alkenylation of azine N-oxides with allyl acetate is disclosed. The products are formed through an allylation/isomerization cascade process. The use of a tri-tert-butylphosphonium salt as the ligand precursor and KF is mandatory for optimal yields. When cinnamyl acetate is used, the same catalytic system promotes C2-cinnamylation of the azine N-oxide without subsequent isomerization. A mechanism is proposed on the basis of experimental studies and DFT calculations.