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55985-85-8 - (2-Carboxyethyl)triphenylphosphonium tribromide, 98+% - L00553 - Alfa Aesar

L00553 (2-Carboxyethyl)triphenylphosphonium tribromide, 98+%

CAS Number
55985-85-8
Synonyms

Size Price ($) Quantity Availability
5g 32.16
25g 132.87
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(2-Carboxyethyl)triphenylphosphonium tribromide, 98+%

MDL
MFCD00051883

Chemical Properties

Formula
HO2CCH2CH2P(C6H5)3Br3
Formula Weight
575.09
Melting point
ca 159° dec.
Sensitivity
Moisture Sensitive
Solubility
It reacts with water. Soluble in THF (25 g/100 mL), dichloromethane, insoluble in alcohol.

Applications

(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.

Notes

Moisture, water Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents, bases. This reagent should be handled in a fume hood.

Literature References

SP Nikas.; J Grzybowska.; DP Papahatjis. The role of halogen substitution in classical cannabinoids: a CB1 pharmacophore model. The AAPS journal. 20046 (4), 23-35.

A Rybár. Annulated Heterocyclo-Purines II: Fused Six-and More-Membered Heterocyclo-Purinediones,-Purinones and-Purineimines. Advances in Heterocyclic Chemistry. 200588 (1), 175-229.

Reagent for ɑ-bromination of ketones. Unsaturated ketones can be selectivelyɑ-brominated in high yield without bromination of the olefinic double bond: Tetrahedron Lett., 373 (1975); Synth. Commun., 19, 1091 (1989). See also 2-Pyrrolidinone hydrotribromide, L00177 for similar reagent.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
6262851
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
No

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