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2-(Pyridin-2-yl)phenol, also known as 2-hydroxyphenylpyridine, is a chemical compound that features a pyridine ring attached to a phenol group. This structure endows it with a variety of chemical properties, making it a valuable building block in the synthesis of pharmaceuticals and agrochemicals. Its potential antioxidant and antimicrobial properties further expand its applicability in therapeutic, cosmetic, and material development fields, with ongoing research exploring its diverse uses.

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  • 33421-36-2 Structure
  • Basic information

    1. Product Name: 2-(Pyridin-2-yl)phenol
    2. Synonyms: 2-(Pyridin-2-yl)phenol;2-(2-Hydroxyphenyl)pyridine
    3. CAS NO:33421-36-2
    4. Molecular Formula: C11H9NO
    5. Molecular Weight: 171.19526
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 33421-36-2.mol
  • Chemical Properties

    1. Melting Point: 56-57 °C
    2. Boiling Point: 135-145 °C(Press: 2 Torr)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.169
    6. Refractive Index: N/A
    7. Storage Temp.: Inert atmosphere,Room Temperature
    8. Solubility: N/A
    9. PKA: pK1:4.19(+1);pK2:10.64 (20°C)
    10. CAS DataBase Reference: 2-(Pyridin-2-yl)phenol(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-(Pyridin-2-yl)phenol(33421-36-2)
    12. EPA Substance Registry System: 2-(Pyridin-2-yl)phenol(33421-36-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 33421-36-2(Hazardous Substances Data)

33421-36-2 Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-(Pyridin-2-yl)phenol is used as a building block for the synthesis of various pharmaceuticals and agrochemicals due to its versatile chemical structure, which allows for the creation of a wide range of compounds with different therapeutic and pesticidal properties.
Used in Therapeutic Applications:
2-(Pyridin-2-yl)phenol is used as a potential therapeutic agent for its antioxidant properties, which may help in combating oxidative stress-related conditions. Its antimicrobial properties also suggest its potential use in treating infections.
Used in Cosmetic Applications:
In the cosmetic industry, 2-(Pyridin-2-yl)phenol is used as an ingredient for its potential antioxidant and antimicrobial properties, which can contribute to the development of skincare products that promote skin health and hygiene.
Used in Material Development:
2-(Pyridin-2-yl)phenol is used in the development of new materials, including its potential application as a corrosion inhibitor, which can be beneficial in various industrial applications where metal protection is required.
Used in Research and Development:
2-(Pyridin-2-yl)phenol is used as a subject of ongoing research to explore its full potential in various fields, including its synthesis methods, properties, and applications in different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 33421-36-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,4,2 and 1 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 33421-36:
(7*3)+(6*3)+(5*4)+(4*2)+(3*1)+(2*3)+(1*6)=82
82 % 10 = 2
So 33421-36-2 is a valid CAS Registry Number.

33421-36-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(2-Pyridinyl)phenol

1.2 Other means of identification

Product number -
Other names 2-(o-hydroxyphenyl)indole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:33421-36-2 SDS

33421-36-2Relevant articles and documents

SYNTHESIS OF 2-(2'-HYDROXYPHENYL)PYRIDINE-N-OXIDE AND ITS THERMAL DECOMPOSITION AS A MODEL REACTION OF ORELLANINE DEOXIDATION

Antkowiak, Wieslaw Z.,Gessner, Wieslaw P.

, p. 4045 - 4048 (1984)

2-Methoxyphenylmagnesium bromide was reacted with 2-nitropyridine-N-oxide and demethylated to give 2-(2'-hydroxyphenyl)pyridine-N-oxide (II) which was found to undergo a thermal deoxidation to the free base (VI); the process is interpreted as a oxygen shift followed by decomposition of the hydroperoxide intermediate.

Copper(II) Catalyzed C–H Alkoxylation of 2-Phenyl Pyridines with Aliphatic Diols

Xiao, Yan,Li, Juan,Liu, Yajun,Wang, Shuo,Zhang, Hui,Ding, Huaiwei

, p. 3306 - 3311 (2018)

A very simple copper(II) catalyzed C–O coupling reaction of 2-phenylpyridines and aliphatic diols was achieved by using a strategy of C–H functionalization. A series of aroxyl ethanols are easily obtained with the yields of 30–67 %. Various functional groups, as well as different length of aliphatic diols are well tolerated in the developed catalytic system. This new protocol featurs a simple reaction system, economical catalyst and good regioselectivity. In addition, a “one-pot” synthesis of 2-phenyl pyridines was developed.

Amination of the ortho C-H bonds by the Cu(OAc)2-mediated reaction of 2-phenylpyridines with anilines

Uemura, Takeshi,Imoto, Shinya,Chatani, Naoto

, p. 842 - 843 (2006)

The reaction of 2-phenylpyridines with anilines in the presence of Cu(OAc)2 as a promoter results in selective mono-amination of the ortho C-H bonds in 2-phenylpyridines to give amine derivatives in high yields per the conversion. This is the r

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)

Holligan, Bridget M.,Jeffery, John C.,Norgett, M. Katharine,Schatz, Erik,Ward, Michael D.

, p. 3345 - 3352 (1992)

Two new ruthenium complexes containing N5O and N4O2 donor sets (where N is a pyridyl donor and O a phenolate donor) were prepared, in order to study the electrochemical and spectroscopic consequences for the ruthenium centre of stepwise replacement of pyr

Synthesis and characterization of mixed ligand cyclopalladates with 2-phenylpyridine and substituted phenanthrolines: Investigation into the hydroxylation reaction of 2-phenylpyridine

Garypidou, Antonia,Ypsilantis, Konstantinos,Tsolis, Theodoros,Kourtellaris, Andreas,Plakatouras, John C.,Garoufis, Achilleas

, (2021)

Mixed ligand cyclopalladated complexes with 2-phenylpyridine (ppy) and 2,9-dimethyl-1,10-phenanthroline (ncp), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (bcp), 4,7-diphenyl-1,10-phenanthroline (bphen) were synthesized and characterized. The crystal st

Hydroxyphenyl-1-methylpyridinium-iodide as Potential Reactivators of Acetylcholinesterase Poisoned with Organophosphorus Compounds

Riggio, Gaetano,Hopff, Wolfgang Herbert,Hofmann, Alfred Andre,Waser, Peter Gaudenz

, p. 1039 - 1045 (1983)

It was our aim to reactivate acetylcholinesterase poisoned with sarin.We synthesized 2-(o-hydroxyphenyl)-1-methylpyridinium-iodide (9), 2-(p-hydroxyphenyl)-1-methylpyridinium-iodide (19) and 4-(o-hydroxyphenyl)-1-methylpyridinium-iodide (14) as potential reactivators.All substances showed moderate toxicity against mice; their reactivity potency in vitro and in vivo was negligible.

Exploring oxidation of half-sandwich rhodium complexes: Oxygen atom insertion into the rhodium-carbon bond of κ2-coordinated 2-phenylpyridine

Turlington, Christopher R.,Morris, James,White, Peter S.,Brennessel, William W.,Jones, William D.,Brookhart, Maurice,Templeton, Joseph L.

, p. 4442 - 4448 (2014)

The reactions of oxygen atom transfer reagents with Rh(Cp) complexes, each with a bidentate ligand and an accessible coordination site, are described (Cp = η5-pentamethylcyclopentadienyl). When [Rh(Cp)(phpy)(NCArF)][B(ArF)

Nickel/zinc-mediated alkyl carbon-oxygen bond cleavage of alkyl aryl ethers

Maeyama, Katsuya,Kobayashi, Masato,Yonezawa, Noriyuki

, p. 869 - 875 (2001)

Alkyl carbon-oxygen bonds of alkyl aryl ethers bearing suitable coordination sites were efficiently cleaved by treatment with nickel(II) chloride and zinc in p-xylene under neutral conditions.

Chemoselective 18F-incorporation into pyridyl acyltrifluoroborates for rapid radiolabelling of peptides and proteins at room temperature

Chiotellis, Aristeidis,Ahmed, Hazem,Betzel, Thomas,Tanriver, Matthias,White, Christopher J.,Song, Haewon,Da Ros, Sara,Schibli, Roger,Bode, Jeffrey W.,Ametamey, Simon M.

, p. 723 - 726 (2020)

A new prosthetic group is reported for 18F-labelling of peptides and proteins based on the chemoselective ligation of potassium acyltrifluoroborates (KATs) and hydroxylamines without any detectable 18F/19F isotope exchange at the acyltrifluoroborate moiety. The new building block is appended via a common amide bond at room temperature with no need for protecting groups which enables an effective orthogonal 18F-radiolabelling.

Synthesis and Characterization of Oxazaborinin Phosphonate for Blue OLED Emitter Applications

K?hling, Jonas,Kozel, Volodymyr,Jovanov, Vladislav,Pajkert, Romana,Tverdomed, Sergey N.,Gridenco, Oleg,Fugel, Malte,Grabowsky, Simon,R?schenthaler, Gerd-Volker,Wagner, Veit

, p. 665 - 671 (2019)

A blue-light emitting material based on a boron complex containing heteroaromatic phosphonate ligand is synthesized and characterized. The Phospho-Fries rearrangement is used in the synthesis route of the ligand as a convenient method of introducing phosp

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