ChemicalBook--->CAS DataBase List--->22282-70-8

22282-70-8

22282-70-8 Structure

22282-70-8 Structure
IdentificationMore
[Name]

2-Fluoro-4-iodopyridine
[CAS]

22282-70-8
[Synonyms]

2-FLUORO-4-IODOPYRIDINE
[Molecular Formula]

C5H3FIN
[MDL Number]

MFCD03092926
[Molecular Weight]

222.99
[MOL File]

22282-70-8.mol
Chemical PropertiesBack Directory
[Appearance]

Salmon-coloured solid
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H315-H319
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[Hazard Note ]

Harmful
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Hazard InformationBack Directory
[Chemical Properties]

Salmon-coloured solid
[Synthesis]

2-Fluoro-3-iodopyridine

113975-22-7

2-Fluoro-4-iodopyridine

22282-70-8

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
Spectrum DetailBack Directory
[Spectrum Detail]

2-Fluoro-4-iodopyridine(22282-70-8)1HNMR
2-Fluoro-4-iodopyridine(22282-70-8)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-fluoro-4-iodopyridine(22282-70-8)
[Alfa Aesar]

2-Fluoro-4-iodopyridine, 95%(22282-70-8)
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