2-Fluoro-3-iodopyridine Chemical Properties

Melting point:

45 °C

Boiling point:

99°C/17mmHg(lit.)

Density 

2.046±0.06 g/cm3(Predicted)

Flash point:

>110°C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

-2.45±0.10(Predicted)

form 

powder to crystal

color 

White to Light yellow

Sensitive 

Light Sensitive

InChIKey

WCDCAXVNBOLWNO-UHFFFAOYSA-N

CAS DataBase Reference

113975-22-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38-41-37/38

Safety Statements 

22-26-36/37/39-39-37

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29333990

MSDS

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2-Fluoro-3-iodopyridine Usage And Synthesis

Chemical Properties

Salmon-coloured solid

Uses

2-Fluoro-3-iodopyridine is typically used in scientific research and should not be used as a medicine, home remedy, or for other purposes.

Synthesis

General procedure for the synthesis of 2-fluoro-3-iodopyridine from 2-fluoropyridine: LDA (25.8 mL of a 2M THF solution, 51.5 mmol) was added slowly and dropwise to an anhydrous THF (50 mL) solution of 2-fluoropyridine (5.0 g, 51.5 mmol) at -78 °C. The reaction mixture was stirred continuously at -78 °C for 1 hour. Subsequently, a THF (30 mL) solution of I2 (13.07 g, 51.5 mmol) was added dropwise to the reaction system at the same temperature. After the reaction mixture continued to be stirred at -78 °C for 3 h, the reaction was quenched by the addition of H2O (10 mL) and slowly warmed to room temperature. Na2SO3 (50 mL, 2 M solution in water) was added to remove excess iodine. The organic layer was separated, washed with brine, dried over anhydrous Na2SO4 and then concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography to afford 2-fluoro-3-iodopyridine (9.6 g, 83.6% yield) as a white solid. lC/MS analysis: m/z (M++H) = 224.

References

[1] Patent: EP1559320, 2005, A1. Location in patent: Page/Page column 6
[2] Journal of Organic Chemistry, 2002, vol. 67, # 10, p. 3487 - 3493
[3] Tetrahedron Letters, 2004, vol. 45, # 36, p. 6697 - 6701
[4] Patent: WO2013/6792, 2013, A1. Location in patent: Paragraph 0188
[5] Tetrahedron, 2004, vol. 60, # 29, p. 6113 - 6120

2-Fluoro-3-iodopyridine(113975-22-7)Related Product Information

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