| Identification | Back Directory | [Name]
(2-CARBOXYETHYL)TRIPHENYLPHOSPHONIUM TRIBROMIDE | [CAS]
55985-85-8 | [Synonyms]
2-carboxyethyl(triphenyl)phosphanium
2-carboxyethyl(triphenyl)phosphanium,tribromide
(2-Carboxyethyl)triphenylphosphonium tribromide
(2-CARBOXYETHYL)TRIPHENYLAMMONIUM TRIBROMIDE, 98+%
2-Carboxyethyltriphenylphosphonium tribromide, 98+% | [Molecular Formula]
C21H20Br3O2P | [MDL Number]
MFCD00051883 | [MOL File]
55985-85-8.mol | [Molecular Weight]
575.07 |
| Chemical Properties | Back Directory | [Melting point ]
158-160°C (dec.) | [Water Solubility ]
It reacts with water. Soluble in THF (25 g/100 mL), dichloromethane, insoluble in alcohol. | [Sensitive ]
Moisture Sensitive | [BRN ]
6262851 |
| Hazard Information | Back Directory | [Uses]
(2-Carboxyethyl)triphenylphosphonium tribromide, is a fine chemical and pharmaceutical intermediate. It is a bromine transfer agent for selective α-bromination of ketones and ketone acetals in the presence of double bonds, activated aromatic rings, esters or another free enolic position. | [Synthesis]
Synthesis of (2-CARBOXYETHYL)TRIPHENYLPHOSPHONIUM TRIBROMIDE: Ph3P (26.2 g, 0.1 mol), acrylic acid (7.2 g, 0.1 mol) and 49% HBr (50 mL) were stirred at rt until a homogeneous solution was obtained, then heated at 95-100 °C for 10 min, whereupon the mixture was cooled and glacial HOAc (240 mL) was added; bromine (9.8 mL) was added slowly with stirring to this mixture at 0 °C; after 0.5 h, the product was filtered and recrystallized from MeCN to give the perbromide (52.5 g, 91%);1 a two step procedure involving bromination of the isolated intermediate monobromide can also be used.
| [Synthesis Reference(s)]
1. Armstrong, V. W.; Chishti, N. H.; Ramage, R. TL 1975, 373 | [storage]
(2-CARBOXYETHYL)TRIPHENYLPHOSPHONIUM TRIBROMIDE is irritant and moisture sensitive solid; store in a dry place. It should be handled in a fume hood.
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| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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