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2-Hydroxy-5-methylpyridine

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2-Hydroxy-5-methylpyridine Basic information

Product Name:
2-Hydroxy-5-methylpyridine
Synonyms:
  • 6-HYDROXY-3-PICOLINE
  • 5-METHYL-2(1H)PYPRIDINONE
  • 5-METHYL-2(1H)-PYRIDINONE
  • 5-METHYL-2(1H)PYRIDONE
  • 5-METHYL-2-PYRIDINOL
  • 5-METHYL-PYRIDIN-2-OL
  • 5-METHYLPYRIDINE-2-ONE
  • AKOS BBS-00002970
CAS:
1003-68-5
MF:
C6H7NO
MW:
109.13
EINECS:
213-713-9
Product Categories:
  • Imidazoles
  • Heterocycle-Pyridine series
  • Pyridine
  • Pyridines
  • Chemical Amines
  • alcohol
  • Amines
  • Aromatics
  • Heterocycles
  • C6
  • Heterocyclic Building Blocks
Mol File:
1003-68-5.mol
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2-Hydroxy-5-methylpyridine Chemical Properties

Melting point:
183-187 °C (lit.)
Boiling point:
304.2±15.0 °C(Predicted)
Density 
1.053±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form 
Solid
pka
12.43±0.10(Predicted)
color 
Pale Yellow to Light Yellow
BRN 
107074
InChI
InChI=1S/C6H7NO/c1-5-2-3-6(8)7-4-5/h2-4H,1H3,(H,7,8)
InChIKey
SOHMZGMHXUQHGE-UHFFFAOYSA-N
SMILES
C1(=O)NC=C(C)C=C1
CAS DataBase Reference
1003-68-5(CAS DataBase Reference)
NIST Chemistry Reference
2(1H)-pyridinone, 5-methyl-(1003-68-5)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-37/38-41-36/37/39
Safety Statements 
26-36-37
WGK Germany 
3
HS Code 
29333990

MSDS

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2-Hydroxy-5-methylpyridine Usage And Synthesis

Chemical Properties

White Solid

Uses

2-Hydroxy-5-methylpyridine (cas# 1003-68-5) is a useful compound for organic synthesis. In particular it has been used for the diastereoselective preparation of cyclobutane-fused pyridinyl sulfonyl fluorides.

Definition

ChEBI: 5-Methyl-2-pyridinol is a member of methylpyridines.

Synthesis

3-cyano-6-hydroxypyridine and sodium lauryl sulfate were added to a mixed solvent of n-butanol and water. Subsequently, the temperature was raised to 50 °C., and sulfuric acid water obtained by dissolving 98% sulfuric acid in water was added dropwise at the temperature. After stirring for about 20 minutes, the mixture was cooled to room temperature, and 5% Pd / C was added. The system was replaced with hydrogen, and hydrogenation was carried out at atmospheric pressure for 6 hours. After the reaction was completed, the catalyst was removed by filtration, and the solution was washed with 10% sodium hydroxide aqueous solution. After partially neutralizing to H = 5 and extraction with n-butanol, a solution of crude 3-methyl-6-hydroxypyridine in butanol was obtained. When this solution was quantified by liquid chromatography, the pass-through rate was 99.2%, and the yield of 2-hydroxy-5-methylpyridine was 83%.

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