2-(Pyridin-2-yl)phenol

Base Information

• Chemical Name: 2-(Pyridin-2-yl)phenol
• CAS No.: 33421-36-2
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2933399090
• Mol file: 33421-36-2.mol

Synonyms:2-(pyridine-2-yl)phenol;2-(2-hydroxyphenyl)benzimidazole;2-(o-hydroxyphenyl)indole;2-(2-hydroxyphenyl)pyridine;2-(o-hydroxyphenyl)pyridine;2-(hydroxyphenyl)-indole;2-pyridin-2-ylphenol;2-(1H-indol-2-yl)-phenol;2-(2-hydroxyphenyl)-1H-indole;2-(2-pyridyl) phenol;2-(2'-hydroxyphenyl)-indole;2-indol-2-ylphenol;

Chemical Property of 2-(Pyridin-2-yl)phenol

Chemical Property:

• Melting Point: 56-57 °C
• Boiling Point: 135-145 °C(Press: 2 Torr)
• PKA: pK1:4.19(＋1);pK2:10.64 (20°C)
• PSA: 33.12000
• Density: 1.169
• LogP: 2.45420
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

2-(Pyridin-2-yl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(Pyridin-2-yl)phenol

There total 45 articles about 2-(Pyridin-2-yl)phenol 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%

2-(2-methoxy-phenyl)-pyridine (5957-89-1) → 2-(pyridine-2-yl)phenol (33421-36-2)

Guidance literature:

With nickel dichloride; zinc; In xylene; for 72h; Heating;

DOI:10.1081/SCC-100103322

Reference yield: 91.0%

2-phenylpyridine (1008-89-5) → 2-(pyridine-2-yl)phenol (33421-36-2)

Guidance literature:

With di-μ-chlorobis{(2-phenylpyridine)palladium(II)}; oxygen; propionaldehyde; In 1,2-dichloro-ethane; at 100 ℃; for 8h; under 760.051 Torr; Reagent/catalyst;

DOI:10.1021/acscatal.6b01539

Reference yield: 85.0%

2-phenylpyridine (1008-89-5) → 2-(pyridine-2-yl)phenol (33421-36-2) + C11H9N(18)O (1452876-54-8)

Guidance literature:

With palladium diacetate; caesium carbonate; ¹⁸O-labeled water; hydroxy(phenyl)-λ³-iodanyl diphenylphosphinate; Trimethylacetic acid; In 1,4-dioxane; at 130 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b01278

upstream raw materials:

2-iodopyridine

phenol

2-(nitroamino)pyridine

potassium phenolate

Downstream raw materials:

2-[2-(trifluoromethylsulfonyl)phenyl]pyridine

diphenylboronic acid 2-(2-pyridyl)phenol ester

Refernces

• 1、 Xiao, Yan,Li, Juan,Liu, Yajun,Wang, Shuo,Zhang, Hui,Ding, Huaiwei. "Copper(II) Catalyzed C–H Alkoxylation of 2-Phenyl Pyridines with Aliphatic Diols". . p. 3306 - 3311. Retrieved 2018.
• 2、 Holligan, Bridget M.,Jeffery, John C.,Norgett, M. Katharine,Schatz, Erik,Ward, Michael D.. "The Co-ordination Chemistry of Mixed Pyridine-Phenol Ligands; Spectroscopic and Redox Properties of Mononuclear Ruthenium Complexes with (Pyridine)6-x(Phenolate)x Donor Sets (x = 1 or 2)". . p. 3345 - 3352. Retrieved 1992.
• 3、 Riggio, Gaetano,Hopff, Wolfgang Herbert,Hofmann, Alfred Andre,Waser, Peter Gaudenz. "Hydroxyphenyl-1-methylpyridinium-iodide as Potential Reactivators of Acetylcholinesterase Poisoned with Organophosphorus Compounds". . p. 1039 - 1045. Retrieved 1983.
• 4、 Marshalkin,Yakhontov. "Arylation of the pyridine ring in the reaction of 2-(nitroamino)pyridine with potassium phenoxide". . p. 212 - 212. Retrieved 1982.
• 5、 Chiotellis, Aristeidis,Ahmed, Hazem,Betzel, Thomas,Tanriver, Matthias,White, Christopher J.,Song, Haewon,Da Ros, Sara,Schibli, Roger,Bode, Jeffrey W.,Ametamey, Simon M.. "Chemoselective 18F-incorporation into pyridyl acyltrifluoroborates for rapid radiolabelling of peptides and proteins at room temperature". . p. 723 - 726. Retrieved 2020.
• 6、 Araujo Dias, Ant?nio Junio,Nagashima, Yuki,Tanaka, Jin,Tanaka, Ken. "Photo-Induced ortho-C-H Borylation of Arenes through in Situ Generation of Rhodium(II) Ate Complexes". . p. 11325 - 11331. Retrieved 2021/08/03.