2-Phenylpyridine 1-oxide

Base Information

• Chemical Name: 2-Phenylpyridine 1-oxide
• CAS No.: 1131-33-5
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2933399090
• European Community (EC) Number: 878-888-1
• NSC Number: 187558
• DSSTox Substance ID: DTXSID10307097
• Nikkaji Number: J378.718D
• Wikidata: Q82054433
• Mol file: 1131-33-5.mol

Synonyms:2-phenylpyridine 1-oxide;1131-33-5;2-Phenylpyridine N-oxide;1-oxido-2-phenylpyridin-1-ium;2-phenylpyridin-1-ium-1-olate;2-phenyl-pyridine 1-oxide;2-PHENYLPYRIDINE1-OXIDE;NSC187558;2-Phenylpyridine, 1-oxide;Pyridine,2-phenyl-,1-oxide;SCHEMBL316983;1-oxido-2-phenyl-pyridin-1-ium;DTXSID10307097;MZBZERKDGUOLBE-UHFFFAOYSA-N;BAA13133;MFCD00234705;AKOS006228843;NSC-187558;AS-82302;FT-0704072;P2775;AC-907/25005104;A1-12009

Chemical Property of 2-Phenylpyridine 1-oxide

Chemical Property:

• Vapor Pressure: 2.86E-06mmHg at 25°C
• Melting Point: 155-155.5 °C(Solv: benzene (71-43-2))
• Refractive Index: 1.573
• Boiling Point: 400.8 °C at 760 mmHg
• PKA: 0.75±0.10(Predicted)
• Flash Point: 196.2 °C
• PSA: 25.46000
• Density: 1.06 g/cm³
• LogP: 2.78210
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

2-Phenylpyridine 1-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=[N+]2[O-]

Technology Process of 2-Phenylpyridine 1-oxide

There total 20 articles about 2-Phenylpyridine 1-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: 100.0%

2-phenylpyridine (1008-89-5) → 2-phenylpyridin N-oxide (1131-33-5)

Guidance literature:

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

DOI:10.1021/acs.orglett.8b00689

Reference yield: 96.0%

2-bromopyridine-N-oxide (14305-17-0) + phenylboronic acid (98-80-6) → 2-phenylpyridin N-oxide (1131-33-5)

Guidance literature:

With palladium diacetate; diisopropylamine; In water; at 100 ℃; for 1h; Reagent/catalyst;

DOI:10.1016/j.cclet.2014.09.019

Reference yield: 95.0%

pyridine N-oxide (694-59-7) + potassium phenyltrifluoborate → 2-phenylpyridin N-oxide (1131-33-5)

Guidance literature:

With palladium diacetate; tetra-(n-butyl)ammonium iodide; silver(l) oxide; In 1,4-dioxane; at 90 ℃; for 17h; Reagent/catalyst; Temperature; Solvent; regioselective reaction; Catalytic behavior;

DOI:10.1039/c5ob02409a

upstream raw materials:

pyridine N-oxide

2-phenylpyridine

2-aminopyridine N-oxide

benzene

Downstream raw materials:

4-chloro-2-phenyl-pyridine

2,6-diphenylpyridine-N-oxide

(E)-2-(3-tert-butoxy-3-oxoprop-1-enyl)-6-phenylpyridine N-oxide

2-(naphthalen-1-yl)-6-phenylpyridine 1-oxide

Refernces

• 1、 Zhang, Dong,Qiao, Kai,Yuan, Xin,Zheng, Mingwei,Fang, Zheng,Wan, Li,Guo, Kai. "Dehydrogenative etherification homocoupling of heterocyclic N-oxides". . p. 1752 - 1756. Retrieved 2018.
• 2、 Biswas, Aniruddha,Karmakar, Ujjwal,Pal, Arun,Samanta, Rajarshi. "Copper-Catalyzed Regioselective Cascade Alkylation and Cyclocondensation of Quinoline N-Oxides with Diazo Esters: Direct Access to Conjugated π-Systems". . p. 13826 - 13830. Retrieved 2016.
• 3、 Dyall,Pausacker. "-". . p. 18,20. Retrieved 1961.
• 4、 Sahoo, Tapan,Thakur, Dinesh,Panda, Asit Baran,Ghosh, Subhash Chandra. "Copper/manganese oxide catalyzed regioselective amination of quinoline N-oxides: An example of synergistic cooperative catalysis". supporting information. . Retrieved 2021/09/29.