16879-02-0

Basic information

• Product Name: 6-Chloropyridn-2-ol
• Synonyms: 2(1H)-Pyridinone, 6-chloro-;2(1H)-Pyridinone,6-chloro-;2(1H)-Pyridone, 6-chloro-;2(1H)-Pyridone,6-chloro-;2-Chloro-6-pyridinol;2-Hydroxy-6-chloropyridine;6-Chloro-1H-pyridin-2-one;6-Chloro-2(1H)-pyridinone
• CAS NO: 16879-02-0
• Molecular Formula: C₅H₄ClNO
• Molecular Weight: 129.54
• EINECS: 240-909-1
• Product Categories: PYRIDINE;Pyridines, Pyrimidines, Purines and Pteredines;Chloropyridines;Halopyridines;alcohol|alkyl chloride
• Mol File: 16879-02-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 128-130 °C(lit.)
• Boiling Point: 206 °C
• Flash Point: 163°C
• Appearance: /
• Density: 1.35
• Vapor Pressure: 0.000338mmHg at 25°C
• Refractive Index: 1.4510 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 7.33±0.10(Predicted)
• BRN: 108665
• CAS DataBase Reference: 6-Chloropyridn-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloropyridn-2-ol(16879-02-0)
• EPA Substance Registry System: 6-Chloropyridn-2-ol(16879-02-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• Hazardous Substances Data: 16879-02-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

Different sources of media describe the Uses of 16879-02-0 differently. You can refer to the following data:
1. 6-chloro-2-hydroxypyridine was used to study the synthesis, electrochemistry, spectroscopic properties and X-ray crystal structure of Os2Cl(chp)4 (chp = 6-chloro-2- hydroxypyridinate) complex. It undergoes melt reaction with Os2(O2CCH3)4CI2 at 145°C to yield Os2CI4(chp) and Os2Cl(chp)4.
2. 6-chloro-2-hydroxypyridine was used to study the synthesis, electrochemistry, spectroscopic properties and X-ray crystal structure of Os2Cl(chp)4 (chp = 6-chloro-2- hydroxypyridinate) complex.

General Description

6-chloro-2-hydroxypyridine undergoes melt reaction with Os2(O2CCH3)4CI2 at 145°C to yield Os2CI4(chp) and Os2Cl(chp)4.

InChI:InChI=1/C5H4ClNO/c6-4-2-1-3-5(8)7-4/h1-3H,(H,7,8)

Upstream product

• 4645-11-8 6-ethoxy-2-bromo-pyridine 
• 2402-78-0 2,6-dichloropyridine 
• 17228-64-7 6-chloro-2-methoxypyridine 
• 64-19-7 acetic acid 
• 3385-94-2 hexamethyldisilathiane 

Downstream Products

• 108122-24-3 1-(6-hydroxy-2-pyridyl)piperazine 
• 122751-37-5 Z-Ala-OPyCl 
• 122751-38-6 Z-Val-O-PyCl 
• 122751-40-0 Z-Gln-OPyCl 
• 122751-41-1 Z-Asp(OBzl)-OPyCl 
• 122751-39-7 Z-Phe-OPyCl 
• 125320-81-2 Dicyclohexyl-amine; compound with 6-chloro-pyridin-2-ol 
• 74546-79-5 Phenyl-phosphonothioic acid O,O-bis-(6-chloro-pyridin-2-yl) ester 
• 252980-63-5 6-chloro-2-trimethylsiloxypyridine 
• 17228-63-6 6-chloro-1-1methylpyridin-2(1H)-one 
• 442199-11-3 4-(6-chloropyridin-2-yloxy)piperidine-1-carboxylic acid tert-butyl ester 
• 442198-38-1 (2E)-3-(4-Chlorophenyl)-N-[(1S)-2-oxo-2-({2-oxo-2-[4-(2-pyridyloxy)-1-piperidinyl]ethyl}amino)-1-(2-pyridylmethyl)ethyl]-acrylamide 
• 1051392-49-4 2-(6-chloro-pyridin-2-yloxy)-1-phenyl-ethanone 
• 1137874-72-6 2-chloro-6-(MOM-O-)pyridine 

Relevant articles and documents

Quantitative Model of Solvent Effects on Hydroxypyridine-Pyridone and Mercaptopyridine-Thiopyridone Equilibria: Correlation with Reaction-Field and Hydrogen-Bonding Effects

A model for the effect of reaction field and hydrogen bonding on the relative energies of protomers is applied to the equilibria between 6-chloro-2-hydroxypyridine and 6-chloro-2-pyridone, 2-mercaptopyridine and 2-thiopyridone, 6-chloro-2-mercaptopyridine and 6-chloro-2-thiopyridone, and 4-mercaptopyridine and 4-thiopyridone in a wide range of solvents.Quantitative correlation is obtained by a multivariable analysis.In addition to satisfactory statistical tests of the correlations, estimates of the differences in free energies between the isomers in the vapor phase and of the dipole moment component of the reaction-field term are obtained which compare well with the available independent values.These criteria are shown to signal an unacceptable correlation for the case of 2-chloro-4-hydroxypyridine and 2-chloro-4-pyridone.The advantage of this model, which provides an understanding of the effect of molecular environment on protomeric equilibria in terms of reasonable physical interactions, over empirical approaches is noted.

One-pot synthesis of benzo[f]quinolin-3-ones and benzo[a]phenanthridein-5- ones by the photoanuulation of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1- ones to phenylacetylene

The one-pot synthesis of benzo[f]quinolin-3-ones and benzo[a] phenanthridein-5-ones was achieved by the inter- and intramolecular photoannulation of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1-ones with phenylacetylene or tethered phenylacetylene. The reactions were proceeded by photoaddition of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1-ones to phenylacetylene to give the chlorine-substituted stilbenoids, and then 6π electrocyclization of the stilbenoids and oxidation aromatization to afford the polycyclic products.

Demethylation of methoxypyridines with sodium trimethylsilanethiolate

Demethylation of methoxypyridines was accomplished in 55-87percent yield by use of ca. 1.5-2.5 equivalents of NaSSiMe3 in 1,3-dimethyl-2-imidazolidinone at 120-180 deg C.This method was found applicable to a methoxyquinoline and methoxypyridines containing a second substituent, such as Cl, OMe, and COOMe.