2-Phenoxypyridine

Base Information

• Chemical Name: 2-Phenoxypyridine
• CAS No.: 4783-68-0
• Molecular Formula: C11H9 N O
• Molecular Weight: 171.199
• Hs Code.: 2933399090
• European Community (EC) Number: 225-328-3
• NSC Number: 85906
• DSSTox Substance ID: DTXSID20197300
• Nikkaji Number: J45.063D
• Wikidata: Q63409621
• ChEMBL ID: CHEMBL332315
• Mol file: 4783-68-0.mol

Synonyms:2-PHENOXYPYRIDINE;4783-68-0;2-phenoxy-pyridine;Pyridine, phenoxy-;phenoxypyridine;Phenyl 2-pyridyl ether;MLS002694659;EINECS 225-328-3;NSC85906;NCIOpen2_001061;SCHEMBL147539;2-PYRIDYL PHENYL ETHER;CHEMBL332315;AMY2372;DTXSID20197300;HMS3094O21;MFCD00047432;NSC 85906;NSC-85906;AKOS006241421;AC-4759;SB52556;DS-18173;SMR001560584;CS-0060561;FT-0635441;W13856;A827357;Q63409621;F6619-8930

Chemical Property of 2-Phenoxypyridine

Chemical Property:

• Vapor Pressure: 0.00906mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 274.4°Cat760mmHg
• PKA: 2.59±0.12(Predicted)
• Flash Point: 100.6°C
• PSA: 22.12000
• Density: 1.117g/cm³
• LogP: 2.87390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 143

Purity/Quality:

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

2-Phenoxypyridine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=CC=N2

Technology Process of 2-Phenoxypyridine

There total 43 articles about 2-Phenoxypyridine 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: 97.0%

diphenyl(trifluoromethanesulfonato)-λ3-iodane + 2-Pyridone (142-08-5,1199357-22-6) → 2-phenoxypyridine (4783-68-0)

Guidance literature:

With quinoline; In chlorobenzene; at 130 ℃; for 16h; Solvent; Reagent/catalyst; Temperature; chemoselective reaction;

DOI:10.1039/d0sc02516j

Reference yield: 94.0%

2-iodopyridine (5029-67-4) + phenol (108-95-2,27073-41-2) → 2-phenoxypyridine (4783-68-0)

Guidance literature:

With copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione; caesium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 24h; Air;

DOI:10.1055/s-0031-1290110

Reference yield: 90.0%

pyridine-2-carboxylic acid phenyl ester (26838-86-8) → 2-phenoxypyridine (4783-68-0)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; potassium phosphate; 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); In toluene; at 150 ℃; for 18h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/jacs.7b00049

upstream raw materials:

2-bromo-pyridine

sodium phenoxide

phenol

2-Pyridone

Downstream raw materials:

4-(pyridin-2-yloxy)-benzenesulfonyl chloride

2-(benzo[b]thiophen-2-yl)phenol

2-(diphenylphosphino)pyridine

Refernces

• 1、 Supranovich, Vyacheslav I.,Vorob'ev, Aleksey Yu.,Borodkin, Gennady I.,Gatilov, Yury V.,Shubin, Vyacheslav G.. "Study on selectivity in the reaction of 2-substituted pyridinium-N-imines with dimethyl acetylenedicarboxylate". . p. 1093 - 1096. Retrieved 2016.
• 2、 -. "Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction". Paragraph 0134-0138; 0141. . Retrieved 2021/05/29.
• 3、 Abe, Yusuke,Hanazawa, Natsumi,Katagiri, Kotone,Kuriyama, Masami,Ono, Shimpei,Onomura, Osamu,Yamamoto, Kosuke. "N - And O -arylation of pyridin-2-ones with diaryliodonium salts: Base-dependent orthogonal selectivity under metal-free conditions". . p. 8295 - 8300. Retrieved 2020/09/09.