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22580-55-8 - 2-Pyrrolidinone hydrotribromide, 97% - PHT - Pyrrolidone hydrotribromide - L00177 - Alfa Aesar

L00177 2-Pyrrolidinone hydrotribromide, 97%

CAS Number
22580-55-8
Synonyms
PHT
Pyrrolidone hydrotribromide

Size Price ($) Quantity Availability
25g 21.60
100g 51.20
500g 136.00
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2-Pyrrolidinone hydrotribromide, 97%

MDL
MFCD00082241
EINECS
245-100-7

Chemical Properties

Formula
C12H22Br3N3O3
Formula Weight
496.05
Melting point
89-91°
Sensitivity
Moisture Sensitive
Solubility
Very sol in alcohol, ether, benzene, chloroform, carbon disulfide. Infinitely soluble in water.

Applications

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

Notes

Moisture sensitive. Store away from water/moisture and oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition. Store under inert gas.

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Harmonized Tariff Code
2933.79
TSCA
No

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