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Mild, highly selective brominating agent. Ketones can be ?-brominated in the presence of a double bond: the low concentration of enol form consumes the bromine as it is slowly liberated
Benjamin Blank, et al. Synthesis and hypoglycemic activity of some substituted 2-arylthiazolo[3.2-a]pyridinium salts.J. Med. Chem.,1978,21,(5), 489-492.
Robin D. Clark. Synthesis of 4-(4-Alkyl-2-morpholinyl)indoles.J. Heterocycl. Chem.,1983,20,(5), 1393-1395.
Mild, highly selective brominating agent. Ketones can be ɑ-brominated in the presence of a double bond: the low concentration of enol form consumes the bromine as it is slowly liberated: Can. J. Chem., 47, 706 (1969). Acid sensitive substrates can be brominated with PHT with excess pyrrolidinone: Synthesis, 59 (1990). Bromination with PHT is facilitated by the presence of free radicals or trace peroxides (as in THF or dioxane). In DMSO, dehydrobromination may occur: J. Org. Chem., 55, 6161 (1990):
See also (2-Carboxyethyl)triphenylphosphonium tribromide, L00553, for alternative reagent.
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant