[L19385] CAS 15656-28-7 | Bis(pyridine)iodonium tetrafluoroborate, 97%

CAS : 15656-28-7
MDL : MFCD03703393

Other name :

Barluenga’s Reagent

Chemical Properties

Formula : C10H10BF4IN2
Formula weight : 371.91
Melting Point : ca 160° dec.
Sensitivity : Keep Cold. Moisture Sensitive. Light Sensitive.
Form : Powder
Solubility : Hydrolyzes in water.

Literature References

Powerful electrophilic iodinating agent; reagent of choice for selective iodinations, under mild conditions, of alkenes: Angew. Chem. Int. Ed., 27, 1715 (1985), acetylenes: J. Org. Chem., 55, 3104 (1990), and aromatic compounds: J. Org. Chem., 58, 2058 (1993); Tetrahedron Lett., 34, 3893 (1993). Useful for selective iodination of free phenolic groups in tyrosine residues during solid-phase synthesis: Tetrahedron Lett., 39, 7393 (1998); 40, 7279 (1999). Photolysis of cycloalkanols in the presence of cesium carbonate affords ring-opened ω -iodocarbonyl compounds in good yield: Angew. Chem. Int. Ed., 40, 3389 (2001). Photochemical oxidations with the reagent have been reported, e.g. cleavage of 1,2-diols to aldehydes, and oxidation of alcohols to aldehydes or ketones: Chem. Eur. J., 10, 4206 (2004). For a brief review on uses of the reagent in synthesis, see: Synlett, 1679 (1999).

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.Other References:Beilstein: 4284739

Grade Specifications

Grade Specifications

Hazard Statements : H315-H319-H335Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.
Precautionary Statements : P280g-P305+P351+P338Wear protective gloves.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.