17228-74-9

Basic information

• Product Name: 2,6-DICHLORO-4-HYDROXYPYRIDINE
• Synonyms: 2,6-Dichloro-4-hydroxypyridine;2,6-dichloropyridin-4-ol;2,6-Dichloropyridine-4-ol
• CAS NO: 17228-74-9
• Molecular Formula: C₅H₃Cl₂NO
• Molecular Weight: 164
• Product Categories: Pyridine;Building Blocks;Heterocycle-Pyridine series
• Mol File: 17228-74-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 196 °C
• Boiling Point: 243.2 °C at 760 mmHg
• Flash Point: 100.9 °C
• Appearance: /
• Density: 1.52 g/cm³
• Vapor Pressure: 0.0326mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.29±0.23(Predicted)
• CAS DataBase Reference: 2,6-DICHLORO-4-HYDROXYPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DICHLORO-4-HYDROXYPYRIDINE(17228-74-9)
• EPA Substance Registry System: 2,6-DICHLORO-4-HYDROXYPYRIDINE(17228-74-9)

Safety Data

• Hazardous Substances Data: 17228-74-9(Hazardous Substances Data)

Usage

General Description

2,6-Dichloro-4-hydroxypyridine is a chemical compound with the molecular formula C5H3Cl2NO. It is a member of the pyridine family and is a pale yellow crystalline solid. 2,6-DICHLORO-4-HYDROXYPYRIDINE is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block in the production of other organic compounds. 2,6-Dichloro-4-hydroxypyridine is classified as a hazardous substance and should be handled with care, as it can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C5H3Cl2NO/c6-4-1-3(9)2-5(7)8-4/h1-2H,(H,8,9)

Upstream product

• 130433-68-0 1-fluoro-2,6-dichloropyridinium triflate 
• 408492-27-3 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 
• 2402-78-0 2,6-dichloropyridine 
• 5398-44-7 2,6-dichloropyridine-4-carboxylic acid 

Downstream Products

• 1214379-42-6 2,6-dichloro-4-(difluoromethoxy)pyridine 
• 1214349-42-4 2,6-dichloro-3-(difluoromethoxy)pyridine 

Relevant articles and documents

Decarboxylative Hydroxylation of Benzoic Acids

Herein, we report the first decarboxylative hydroxylation to synthesize phenols from benzoic acids at 35 °C via photoinduced ligand-to-metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation. The aromatic decarboxylative hydroxylation is synthetically promising due to its mild conditions, broad substrate scope, and late-stage applications.

Process for the synthesis of phenols from arenes

A process to synthesize substituted phenols such as those of the general formula RR′R″Ar(OH) wherein R, R′, and R″ are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C—H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.

Synthesis and Properties of N-Fluoropyridinium Salts

Various stable N-fluoropyridinium salts with a non- or weakly nucleophilic counter anion such as TfO-, FSO3-, BF4-, ClO4-, CH3SO3- etc., or with an electron-donating or -withdrawing substituent(s) on the pyridine ring were synthesized and their properties investigated.N-Fluoropyridinium-2-sulfonates, N-fluoroquinolinium triflate, and highly hindered N-fluoro-2,6-di-t-butylpyridinium salts were also synthesized.They were synthesized by counter anion displacement reactions of unstable pyridine-F2 conpounds, fluorination of salts of pyridines with protonic acids or silyl esters with F2, and/or fluorination of Lewis acid complexes of pyridines.The scope of each method was examined in detail.Each of the N-fluoropyridinium salts was assigned as the first stable 1:1 salt structure of the pyridine nucleus and halogen atom on the basis of the spectral and elemental analysis.The stability depended on the nucleophilicity or basicity of the counter anions and electronic nature or position of the ring substituents.These results and NMR analyses clearly showed the unstable pyridine-F2 compounds to have N-fluoropyridinium fluoride salt structure.Some N-fluoropyridinium triflates were hydrolyzed and the products were examined, suggesting a unique hydrolysis mechanism.