3-Phenoxypyridine

Base Information

• Chemical Name: 3-Phenoxypyridine
• CAS No.: 2176-45-6
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2933399090
• UNII: BJ5L85N23P
• DSSTox Substance ID: DTXSID00176158
• Nikkaji Number: J1.993.813A
• Wikidata: Q72501131
• ChEMBL ID: CHEMBL333133
• Mol file: 2176-45-6.mol

Synonyms:3-Phenoxypyridine;2176-45-6;Pyridine, 3-phenoxy-;CI 844;BJ5L85N23P;3-Phenoxy-pyridine;CI-844;UNII-BJ5L85N23P;CI-844 FREE BASE;SCHEMBL78141;CHEMBL333133;3-PYRIDINYL PHENYL ETHER;AMY2378;DTXSID00176158;MFCD00234704;AKOS006273923;AC-7568;SB53142;BL000092;DS-17664;LS-131886;CS-0060564;FT-0721278;A815654;W-206677

Chemical Property of 3-Phenoxypyridine

Chemical Property:

• Vapor Pressure: 0.00906mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 274.4 °C at 760 mmHg
• Flash Point: 100.6 °C
• PSA: 22.12000
• Density: 1.117 g/cm³
• LogP: 2.87390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• 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:

99% ^*data from raw suppliers

3-Phenoxypyridine ^*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=CN=CC=C2

Technology Process of 3-Phenoxypyridine

There total 19 articles about 3-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: 92.0%

3-Bromopyridine (626-55-1,163928-56-1) + phenol (108-95-2,27073-41-2) → 3-phenoxypyridine (2176-45-6)

Guidance literature:

With 1,1,1,5,5,5-hexafluoroacetylacetone; copper(II) ferrite; caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 135 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201200600

Reference yield: 88.0%

3-pyridylboronic acid (1692-25-7) + mesityl(phenyl)iodonium triflouromethanesulfonate (144930-50-7) → 3-phenoxypyridine (2176-45-6)

Guidance literature:

With Eosin Y; sodium t-butanolate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Irradiation; Green chemistry;

DOI:10.3184/174751916X14597761998193

Reference yield: 88.0%

(4'-methoxyphenyl)(pyridin-3-yl)iodonium triflate + phenol (108-95-2,27073-41-2) → 3-phenoxypyridine (2176-45-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 40 ℃; chemoselective reaction;

DOI:10.1002/open.201300042

upstream raw materials:

3-HYDROXYPYRIDINE

3-iodopyridine

potassium phenolate

3-Bromopyridine

Downstream raw materials:

1-phenethyl-3-phenoxy-pyridinium; bromide

3-(4-nitro-phenoxy)-pyridine

3-(2,4-dinitro-phenoxy)-pyridine

2-methyl-5-phenoxypyridine

Refernces

• 1、 Sindhu, Kallikkakam S.,Ujwaldev, Sankuviruthiyil M.,Keerthi Krishnan,Anilkumar, Gopinathan. "A green approach for arylation of phenols using iron catalysis in water under aerobic conditions". . p. 146 - 150. Retrieved 2017/03/17.
• 2、 Liu, Li,Tang, Jiaqi,Qiang, Jian,Li, Jian,He, Mingyang. "Visible-light-mediated synthesis of diaryl ethers from arylboronic acids and diaryliodonium salts". . p. 261 - 264. Retrieved 2016/07/06.