3-iodopyridin-4-ol Chemical Properties

Melting point:

303 °C(Solv: water (7732-18-5))

Boiling point:

336.1±22.0 °C(Predicted)

Density 

2.142±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

3.79±0.18(Predicted)

Appearance

White to light yellow Solid

InChI

InChI=1S/C5H4INO/c6-4-3-7-2-1-5(4)8/h1-3H,(H,7,8)

InChIKey

YMAIMLIFWHAIKB-UHFFFAOYSA-N

SMILES

C1=NC=CC(O)=C1I

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2933399990

3-iodopyridin-4-ol Usage And Synthesis

Synthesis

1. 4-Hydroxypyridine (4.76 g, 50.1 mmol) and sodium carbonate (Na2CO3, 10.8 g, 100 mmol) were dissolved in 200 mL of water. 2. Iodine (I2, 12.7 g, 50.1 mmol) was added to the above solution and the reaction mixture was stirred for 14 hours. 3. After completion of the reaction, the pH of the reaction mixture was adjusted to 5 with concentrated hydrochloric acid (HCl). 4. The solid obtained was suspended in boiling ethanol and thermally filtered. 5. After removal of solvent, the resulting solid was recrystallized from methanol (MeOH) to give 4-hydroxy-3-iodopyridine (5.1 g, 46% yield). 6. The product was characterized by 1H NMR (DMSO-d6) δ 8.26 (br s, 1H), 7.70 (s, 1H), 7.69 (d, J = 7 Hz, 1H), 6.14 (d, J = 7 Hz, 1H); MS (DCI/NH3) m/z: 222 (M + H)+, 239 (M + NH4)+.

References

[1] Patent: US6001849, 1999, A

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