4-Phenylpyridine N-oxide

Base Information

• Chemical Name: 4-Phenylpyridine N-oxide
• CAS No.: 1131-61-9
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2933399090
• European Community (EC) Number: 214-467-5
• NSC Number: 187559
• UNII: 96ZG43F5TE
• Nikkaji Number: J203.376C
• Wikidata: Q72498555
• ChEMBL ID: CHEMBL192402
• Mol file: 1131-61-9.mol

Synonyms:4-Phenylpyridine N-oxide;1131-61-9;4-Phenylpyridine 1-oxide;4-Phenylpyridine-N-oxide;4-Phenylpyridine-1-oxide;1-oxido-4-phenylpyridin-1-ium;Pyridine, 4-phenyl-, 1-oxide;4-Phenylpyridine oxide;p-Phenylpyridine N-oxide;4-phenylpyridin-1-ium-1-olate;NSC-187559;NSC187559;4-Phenylpyridine1-oxide;4-phenyl pyridine N-oxide;SCHEMBL317079;96ZG43F5TE;CHEMBL192402;VZOPVKZLLGMDDG-UHFFFAOYSA-;4-Phenylpyridine N-oxide, 98%;EINECS 214-467-5;MFCD00006208;AKOS024318881;NSC 187559;2-METHYL-2-THIOPSEUDOUREASULFATE;PS-11550;AI3-62312;AM20050677;FT-0619413;P1406;D78188;J-002904

Chemical Property of 4-Phenylpyridine N-oxide

Chemical Property:

• Appearance/Colour: beige to light brown crystalline powder
• Vapor Pressure: 1.38E-06mmHg at 25°C
• Melting Point: 153-155 °C(lit.)
• Refractive Index: 1.573
• Boiling Point: 410.9 °C at 760 mmHg
• PKA: 0.89±0.10(Predicted)
• Flash Point: 202.3 °C
• PSA: 25.46000
• Density: 1.06 g/cm³
• LogP: 2.78210
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 146

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Phenylpyridine N-Oxide >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=[N+](C=C2)[O-]
• Uses: 4-phenylpyridine n-oxide can be used as a catalyst for various reactions, such as, halogen bonding, and enantioselective epoxidation of non-selective alkenes leading to a higher catalytic activity. 4-Phenylpyridine N-oxide may be used in chemical synthesis studies.

Technology Process of 4-Phenylpyridine N-oxide

There total 6 articles about 4-Phenylpyridine N-oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

p-phenylpyridine (939-23-1) → 4-Phenylpyridine 1-oxide (1131-61-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00689

Reference yield: 73.0%

4-aminopyridine-1-oxide (3535-75-9) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4-Phenylpyridine 1-oxide (1131-61-9)

Guidance literature:

With n-Amyl nitrite; In acetic acid; Ambient temperature;

Reference yield: 65.0%

4-chloropyridine N-oxide (1121-76-2) + phenylboronic acid (98-80-6) → 4-Phenylpyridine 1-oxide (1131-61-9)

Guidance literature:

With water; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane;

DOI:10.1055/s-1999-2533

upstream raw materials:

p-phenylpyridine

4-aminopyridine-1-oxide

benzene

4-chloropyridine N-oxide

Downstream raw materials:

2,4-diphenylpyridine

4-phenyl-pyridine-2-carbonitrile

methyltrioxorhenium(VII)

2-(4-methoxyphenyl)-4-phenylpyridine N-oxide

Refernces

• 1、 Ghosh, Prithwish,Han, Sang Hoon,Han, Sangil,Kim, Dongeun,Kim, In Su,Kim, Saegun,Kwon, Na Yeon,Mishra, Neeraj Kumar. "Deoxygenative Amination of Azine-N-oxides with Acyl Azides via [3 + 2] Cycloaddition". . p. 2476 - 2485. Retrieved 2020/03/13.
• 2、 Xu, H.-C.,Xu, P.. "Electrochemical Deoxygenation of N-Heteroaromatic N -Oxides". supporting information. p. 1219 - 1221. Retrieved 2019/06/08.