2-Fluoro-4-iodopyridine Chemical Properties

Melting point:

57 °C

Boiling point:

223.0±20.0 °C(Predicted)

Density 

2.046±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

-1.81±0.10(Predicted)

color 

White to Light yellow

Sensitive 

Light Sensitive

InChI

InChI=1S/C5H3FIN/c6-5-3-4(7)1-2-8-5/h1-3H

InChIKey

ADPRIAVYIGHFSO-UHFFFAOYSA-N

SMILES

C1(F)=NC=CC(I)=C1

CAS DataBase Reference

22282-70-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38-22

Safety Statements 

22-26-36/37/39

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

2933399990

2-Fluoro-4-iodopyridine Usage And Synthesis

Chemical Properties

Salmon-coloured solid

Synthesis

The general procedure for the synthesis of 2-fluoro-4-iodopyridine from 2-fluoro-3-iodopyridine was as follows: to a solution of 2-fluoro-3-iodopyridine (4.0 g, 17.9 mmol) in anhydrous THF (50 mL) was added slowly and dropwise to LDA (8.96 mL, 2 M THF solution, 17.9 mmol) at -78°C. After the reaction mixture was stirred at -78°C for 4 h, a THF (1 mL) solution of H2O (0.5 mL) was added. Subsequently, the reaction mixture was slowly warmed to room temperature and quenched by the addition of brine (30 mL). The organic layer was separated, washed with brine, dried over anhydrous Na2SO4 and concentrated to give the crude product. The crude product was purified by column chromatography to give 2-fluoro-4-iodopyridine (3.5 g, yield: 87.5%) as a white solid.LC/MS analysis showed m/z (M++H)=224.

References

[1] Organic and Biomolecular Chemistry, 2006, vol. 4, # 10, p. 1927 - 1948
[2] Journal of Organic Chemistry, 1993, vol. 58, # 27, p. 7832 - 7838
[3] Patent: WO2004/76424, 2004, A1. Location in patent: Page 85
[4] Patent: EP1559320, 2005, A1. Location in patent: Page/Page column 6
[5] Patent: WO2013/6792, 2013, A1. Location in patent: Paragraph 0189

2-Fluoro-4-iodopyridine(22282-70-8)Related Product Information

• 2-Fluoropyridine
• Trifluoromethyl iodide
• Heptafluoroisopropyl iodide
• 4-Iodopyridine
• 4-Bromo-2-fluoropyridine
• Flupirtine
• 2-Iodo-1,1,1-trifluoroethane
• 2-CHLORO-5-FLUORO-4-IODOPYRIDINE
• 2-FLUORO-4-IODOPYRIDINE-3-CARBOXALDEHYDE
• 3-FLUORO-2-IODOPYRIDINE-4-CARBOXYLIC ACID
• 3-BROMO-2-FLUORO-4-IODOPYRIDINE
• 2,3-Difluoro-4-iodopyridine
• 2-FLUORO-3-IODOPYRIDINE
• 5-FLUORO-2-IODOPYRIDINE
• 5-CHLORO-2-FLUORO-4-IODOPYRIDINE
• 2-FLUORO-5-IODOPYRIDINE,2-Fluoro-5-iodopyridine ,97%,2-Fluoro-5-iodopyridine 98%,2-Fluoro-5-iodopyridine98%
• 2-CHLORO-3-FLUORO-5-IODOPYRIDINE
• Fluorine