5-Fluoro-2-hydroxypyridine
Synonym(s):5-Fluoro-2-pyridinol
- CAS NO.:51173-05-8
- Empirical Formula: C5H4FNO
- Molecular Weight: 113.09
- MDL number: MFCD03092918
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-25 17:59:01
What is 5-Fluoro-2-hydroxypyridine?
The Uses of 5-Fluoro-2-hydroxypyridine
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).
Properties of 5-Fluoro-2-hydroxypyridine
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 |
form | Crystalline Powder |
pka | 10.09±0.10(Predicted) |
color | White to off-white |
CAS DataBase Reference | 51173-05-8(CAS DataBase Reference) |
Safety information for 5-Fluoro-2-hydroxypyridine
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. |
Computed Descriptors for 5-Fluoro-2-hydroxypyridine
InChIKey | KLULSYPVWLJZAO-UHFFFAOYSA-N |
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