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5-Fluoro-2-hydroxypyridine

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5-Fluoro-2-hydroxypyridine Basic information

Product Name:
5-Fluoro-2-hydroxypyridine
Synonyms:
  • 2-HYDROXY-5-FLUOROPYRIDINE
  • 5-FLUORO-2-HYDROXYPYRIDINE
  • 3-Fluoro-6-hydroxypyridine
  • 5-Fluoropyridin-2-ol
  • 5-Fluoropyridin-2(1H)-one
  • 5- fluoro-2-hydroxyl pyridine
  • 5-Fluoro-2-pyridinol
  • uoro-2-hydroxypyridine
CAS:
51173-05-8
MF:
C5H4FNO
MW:
113.09
Product Categories:
  • Fluorine series
  • blocks
  • Fluorin-contained pyridine series
  • FluoroCompounds
  • Pyridines
  • Pyridine
Mol File:
51173-05-8.mol
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5-Fluoro-2-hydroxypyridine Chemical Properties

Melting point:
150-155°C
Boiling point:
251.7±40.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
10.09±0.10(Predicted)
form 
Crystalline Powder
color 
White to off-white
InChIKey
KLULSYPVWLJZAO-UHFFFAOYSA-N
CAS DataBase Reference
51173-05-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-37/38-41
Safety Statements 
26-39
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29333999
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5-Fluoro-2-hydroxypyridine Usage And Synthesis

Uses

5-Fluoro-2-hydroxypyridine is a halogenated compound used in the synthesis of 5-Fluoro-2-hydroxy-3-nitropyridine and 5-halogenated pyrimidine compounds.

Synthesis

5-Fluoro-2-hydroxypyridine is synthesised using 5-fluoro-2-methoxypyridine as a raw material by chemical reaction. The specific synthesis steps are as follows:
A total of 4.6 L of toluene solution containing 3-80 was placed in several sealed tubes and treated with 900 ml of 35percent HCl at 145° C. for 2 hr. LC/MS showed no starting material, only 4. The toluene solution was decanted and discarded. The aqueous phase was washed with EtOAc and concentrated down to remove volatiles to afford a brown solid containing the desired fluoro-hydroxypyridine 4-80. [1488] A total of 244 g of this solid was collected and taken to next step as is (it was not completely dry). [1489] Note: We have subsequently run this by decanting the toluene layer first prior to heating to reduce volumes. Same reaction was carried out using HBr (48percent in H2O) at 100° C. for 6 h with similar result to the literature procedure 49percent yield. [1490] Ref: J. Heterocyclic Chem., 10, 779, 1973 (for above Reactions, Including Analytical Data).

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