4-Phenoxypyridine

Base Information

• Chemical Name: 4-Phenoxypyridine
• CAS No.: 4783-86-2
• Molecular Formula: C11H9 N O
• Molecular Weight: 171.199
• Hs Code.: 2933399090
• European Community (EC) Number: 610-387-3
• NSC Number: 68195
• DSSTox Substance ID: DTXSID00290343
• Nikkaji Number: J38.339B
• Wikidata: Q72501125
• ChEMBL ID: CHEMBL119600
• Mol file: 4783-86-2.mol

Synonyms:4-phenoxypyridine;4783-86-2;Pyridine, 4-phenoxy-;4-Phenoxy-pyridine;4-Phenoxy pyridine;NSC68195;4-Phenoxypyridine, AldrichCPR;CHEMBL119600;SCHEMBL1680381;DTXSID00290343;MFCD00235157;NSC 68195;NSC-68195;STK366341;AKOS005203379;AC-7566;CS-W017655;DS-1102;FS-3151;SB52358;A7305;AM20061245;FT-0646251;P1413;A827359

Chemical Property of 4-Phenoxypyridine

Chemical Property:

• Vapor Pressure: 0.00906mmHg at 25°C
• Melting Point: -94 °C
• Boiling Point: 274.4 ºC at 760 mmHg
• Flash Point: 100.6ºC
• PSA: 22.12000
• Density: 1.117 g/cm³
• LogP: 2.87390
• Storage Temp.: Inert atmosphere,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: 137

Purity/Quality:

99% ^*data from raw suppliers

4-Phenoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=NC=C2

Technology Process of 4-Phenoxypyridine

There total 17 articles about 4-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: 89.0%

4-iodopyridine (15854-87-2) + phenol (108-95-2,27073-41-2) → 4-phenoxypyridine (4783-86-2)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 24h;

DOI:10.1039/c5cy01590a

Reference yield: 84.0%

4-Chloropyridine (626-61-9) + potassium phenolate (100-67-4) → 4-phenoxypyridine (4783-86-2)

Guidance literature:

With 18-crown-6 ether; In N,N-dimethyl acetamide; at 100 - 140 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/chem.201102151

Reference yield: 83.0%

diphenyl(trifluoromethanesulfonato)-λ3-iodane + 4-pyridone (108-96-3,26266-70-6) → 4-phenoxypyridine (4783-86-2)

Guidance literature:

With quinoline; In chlorobenzene; at 130 ℃; for 1h; chemoselective reaction;

DOI:10.1039/d0sc02516j

upstream raw materials:

4-Chloropyridine

sodium phenoxide

potassium phenolate

1-(4-pyridyl)pyridinium chloride hydrochloride

Downstream raw materials:

4-(N-methyl-N-phenylamino)pyridine

dmap

N-benzyl-4-aminopyridine

4-piperidinylpyridine

Refernces

• 1、 Benaskar, Faysal,Engels, Volker,Patil, Narendra,Rebrov, Evgeny V.,Meuldijk, Jan,Hessel, Volker,Hulshof, Lumbertus A.,Jefferson, David A.,Schouten, Jaap. C.,Wheatley, Andrew E.H.. "Copper(0) in the Ullmann heterocycle-aryl ether synthesis of 4-phenoxypyridine using multimode microwave heating". . p. 248 - 251. Retrieved 2010.
• 2、 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.
• 3、 Vantourout, Julien C.,Miras, Haralampos N.,Isidro-Llobet, Albert,Sproules, Stephen,Watson, Allan J. B.. "Spectroscopic Studies of the Chan-Lam Amination: A Mechanism-Inspired Solution to Boronic Ester Reactivity". supporting information. p. 4769 - 4779. Retrieved 2017/04/11.