74115-12-1

Basic information

• Product Name: 5-Chloro-3-pyridinol
• Synonyms: 5-CHLORO-3-PYRIDINOL 99%;3-Pyridinol, 5-chloro-;5-Chloro-3-pyridinol,99%;5-Chloro-3-hydroxypyridine,99%;5-Chloro-3-hydroxypyridine 99%;5-CHLOROPYRIDIN-3-OL;5-CHLORO-3-PYRIDINOL;5-CHLORO-3-HYDROXYPYRIDINE
• CAS NO: 74115-12-1
• Molecular Formula: C₅H₄ClNO
• Molecular Weight: 129.54
• EINECS: 277-727-7
• Product Categories: PYRIDINE;Pyridines, Pyrimidines, Purines and Pteredines;Halides;Pyridines;Chloropyridines;Halopyridines;Heterocycle-Pyridine series
• Mol File: 74115-12-1.mol

Chemical Properties

• Melting Point: 160-162 °C(lit.)
• Boiling Point: 324.7 °C at 760 mmHg
• Flash Point: 150.2 °C
• Appearance: orange-brown to brown crystalline powder
• Density: 1.2309 (rough estimate)
• Vapor Pressure: 0.000128mmHg at 25°C
• Refractive Index: 1.4510 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.37±0.10(Predicted)
• Water Solubility: Soluble in water.
• BRN: 1422550
• CAS DataBase Reference: 5-Chloro-3-pyridinol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-3-pyridinol(74115-12-1)
• EPA Substance Registry System: 5-Chloro-3-pyridinol(74115-12-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 74115-12-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Chloro-3-pyridinol is used as a key intermediate in the synthesis of 4-(5-chloropyridin-3-yloxy)isoquinoline, which is a compound with potential applications in the development of new drugs.
Used in Chemical Synthesis:
5-Chloro-3-pyridinol is utilized in the preparation of hydroxybiphenyls through Suzuki-Miyaura cross-coupling reactions with 3-pyridylboronic acid in the presence of a Pd catalyst. This reaction is significant for the creation of various chemical compounds with diverse applications.

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

Upstream product

• 617-89-0 furan-2-ylmethanamine 
• 108-10-1 4-methyl-2-pentanone 
• 2457-47-8 3,5-dichloropyridine 
• 13473-01-3 5-chloro-2-methoxypyridine 

Downstream Products

• 95881-83-7 5-chloro-3-methoxypyridine 
• 508210-86-4 1-{2-[(5-Chloropyridin-3-yl)oxy]-5-nitrophenyl}propan-1-one 
• 315226-49-4 5-nitro-2-(3-chloro-5-pyridyloxy)benzonitrile 
• 315226-57-4 3-chloro-4-(3-chloro-5-pyridyloxy)nitrobenzene 
• 315226-53-0 3-fluoro-4-(3-chloro-5-pyridyloxy)nitrobenzene 
• 251996-81-3 3-(benzyloxy)-5-chloropyridine 
• 235428-02-1 2-(3-chloro-5-pyridyloxy)-5-nitrobenzotrifluoride 
• 1415146-02-9 C₁₈H₁₄ClNO 
• 1415146-27-8 C₁₂H₁₀ClNO 
• 1609345-76-7 benzyl {(2S)-3-[({6-chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}-carbonyl)amino]butan-2-yl}carbamate 
• 1609348-37-9 rac-tert-butyl {1-[({6-chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}carbonyl)amino]-3-methylbutan-2-yl}carbamate 
• 1609340-83-1 N-(2-amino-2-methylpropyl)-6-chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxamide 
• 1609341-14-1 N-(3-Amino-3-methylbutyl)-6-chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide 

Relevant articles and documents

THE REACTIONS OF SOME HALOGENATED PYRIDINES WITH METHOXYDE AND METHANETHIOLATE IONS IN DIMETHYLFORMAMIDE

The reactions of 2,6- and 2,5-dibromopyridines and of 2,3- and 3,5-dichloropyridines with sodium isopropanethiolate and methanethiolate afforded the products of mono- or of bis-substitution depending on the experimental conditions.The same pyridines reacted with sodium methoxide to give good yields of the mono-substituted products; bis-substitution occurred easily only in the case of the 2,6-dibromo- and of the 3,5-dichloropyridine.The syntheses of some methoxy thiomethoxypyridine, starting from the halogeno methoxypyridines or from the halogeno thiomethoxypyridines are also described.The bis-(alkylthio)pyridines can be fragmented by sodium in HMPA to give the bis(mercapto)pyridines.

Process for producing 3-hydroxy-5-halopyridines

A process for the production of 3-hydroxy-5-chloropyridine and 3-hydroxy-5-bromopyridine is disclosed which process comprises reacting 2-furfurylamine in aqueous mineral-acid solution at -20° to +5° C. with chlorine or bromine, neutralizing the hydrohalic acid formed, heating the reaction mixture at reflux temperature, and isolating the formed 3-hydroxy-5-halopyridine. The 3-hydroxy-5-halopyridines obtained are intermediates for the production of insecticides.