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3-Hydroxy-6-methylpyridine

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3-Hydroxy-6-methylpyridine Basic information
Synthesis
Product Name:3-Hydroxy-6-methylpyridine
Synonyms:6-methyl-3-pyridino;2-METHYL-5-HYDROXY PYRIDINE;5-HYDROXY-2-PICOLINE;6-METHYL-3-HYDROXYPYRIDINE;6-METHYL-3-PYRIDINOL;3-HYDROXY-6-METHYLPYRIDINE;3-HYDROXY-6-METHYLPYRIDINE 99%;5-HYDROXY-2-METHYLPYRIDINE 99%
CAS:1121-78-4
MF:C6H7NO
MW:109.13
EINECS:214-337-8
Product Categories:Heterocycle-Pyridine series;Pyridine;Heterocycles;Pyridine Series;Pyridines, Pyrimidines, Purines and Pteredines
Mol File:1121-78-4.mol
3-Hydroxy-6-methylpyridine Structure
3-Hydroxy-6-methylpyridine Chemical Properties
Melting point 168-170 °C(lit.)
Boiling point 204.59°C (rough estimate)
density 1.1143 (rough estimate)
refractive index 1.5040 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility dichloromethane: soluble
pka9.49±0.10(Predicted)
form Crystalline Powder
color Beige to light tan
BRN 107077
InChIInChI=1S/C6H7NO/c1-5-2-3-6(8)4-7-5/h2-4,8H,1H3
InChIKeyDHLUJPLHLZJUBW-UHFFFAOYSA-N
SMILESC1=NC(C)=CC=C1O
LogP0.418 (est)
CAS DataBase Reference1121-78-4(CAS DataBase Reference)
NIST Chemistry Reference3-Pyridinol, 6-methyl-(1121-78-4)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-37/38-41-40-36/37/38
Safety Statements 26-39-24/25-36-22
WGK Germany 3
RTECS UU7714900
HS Code 29333990
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Toxicitymouse,LD50,intraperitoneal,846mg/kg (846mg/kg),Toxicon. Vol. 23, Pg. 815, 1985.
MSDS Information
ProviderLanguage
6-Methyl-3-pyridinol English
SigmaAldrich English
ACROS English
ALFA English
3-Hydroxy-6-methylpyridine Usage And Synthesis
Synthesissolution of K₂CO₃ (0.552 g, 4 mmol) in 30 mL of methanol was added to a polysubstituted 5-(trimethylsilyl)pent-1-en-4-yn-3-ol. The mixture was stirred at room temperature. The reaction mixture was filtered through a short silica gel stopper. The mixture was concentrated and filtered. The product, 3-hydroxy-6-methylpyridine, was purified by rapid chromatography.
Chemical Propertiesbeige to light tan crystalline powder
Uses
  • 5-Hydroxy-2-methylpyridine was used as starting reagent for the synthesis of 5-[(4-methoxybenzyl)oxy]-2-pyridinecarbaldehyde.
  • It was used in synthesis of [HNC6H6OH]2[Cu(NC5H5)4(NbOF5)2].
  • It was used as ligand of a platinum complex which showed protein kinase inhibitory action at nanomolar levels.
  • It forms a chiral pyridinium ionic liquid on reaction with L-menthol chloromethyl ether.
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