Bis(pyridine)iodonium tetrafluoroborate Chemical Properties

Melting point:

137-141 °C (lit.)

storage temp. 

2-8°C

solubility 

sol CH2Cl2, DMSO, MeCN, pyridine, DMF; modestly sol CHCl3; insol ether, THF, hexane

form 

Powder

color 

Yellow

Water Solubility 

Hydrolyzes in water.

Sensitive 

Moisture & Light Sensitive

Merck 

14,1302

BRN 

4284739

CAS DataBase Reference

15656-28-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

RIDADR 

1759

WGK Germany 

3

Hazard Note 

Toxic/Irritant

HazardClass 

MOISTURE SENSITIVE, KEEP COLD, LIGHT SENSITIVE

PackingGroup 

II

HS Code 

29333990

MSDS

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Bis(pyridine)iodonium tetrafluoroborate Usage And Synthesis

Description

Bis(pyridine)iodonium tetrafluoroborate is iodinating agent for the selective functionalization of unsaturated compounds; can also mediate C-C bond formation.

Preparation

Bis(pyridine)iodonium tetrafluoroborate is prepared by the reaction of HgO/HBF4-SiO2 with iodine and pyridine in dry CH2Cl2 at rt. Solids are filtered off, and the reagent is isolated by precipitation from CH2Cl2 solution by addition  of cold ether, repeating the operation several times until a negative test for mercury(II) is obtained (i.e. absence of precipitation of mercury by treatment of an aliquot with NaBH4/NaOH).

Chemical Properties

Yellow powder

Uses

Bis(pyridine)iodonium tetrafluoroborate is used as mild iodinating and oxidizing reagent. It is also useful for selective iodination of free phenolic groups in tyrosine residues during solid-phase synthesis.

storage

Bis(pyridine)iodonium tetrafluoroborate can be safely stored under a nitrogen atmosphere (in the dark at 4 °C)  for long periods of time (up to 3 months has been observed) without changing either properties or physical  appearance.

Purification Methods

recrystallization from CH2Cl2-CHCl3 (white solid)

Bis(pyridine)iodonium tetrafluoroborate(15656-28-7)Related Product Information

• Dimefluthrin
• Pyridine
• Sodium tetrafluoroborate
• AZURE B TETRAFLUOROBORATE
• Propidium iodide
• Bis(pyridine)iodonium tetrafluoroborate