ChemicalBook Product Catalog Chemical Reagents Organic reagents Phosphine ligand Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate

Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate

Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate Basic information
Product Name:Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
Synonyms:PYBROP;PYBROP(R);PYBROP(TM);BROMOTRIPYRROLIDINOPHOSPHONIUM HEXAFLUOROPHOSPHATE;BROMO-TRIS-PYRROLIDINO-PHOSPHONIUM HEXAFLUOROPHOSPHATE;BROMO-TRIS-PYRROLIDINO-PHOSPHONIUM HEXFLUOROPHOSPHATE;Pybrop(Bromo-Tris-PyrrolidinophosphoniumHexafluorophosphate);PyBroP\(rg
CAS:132705-51-2
MF:C12H24BrF6N3P2
MW:466.19
EINECS:620-834-4
Product Categories:Peptide;Coupling Reagent;Peptide Coupling Reagents
Mol File:132705-51-2.mol
Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate Structure
Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate Chemical Properties
Melting point 100 °C
storage temp. -20°C
solubility DMF: 0.4 g/mL, clear
form Powder
color White to off-white
Water Solubility moderately soluble
Sensitive Moisture Sensitive
BRN 7845702
Stability:Moisture Sensitive
InChIKeyCYKRMWNZYOIJCH-UHFFFAOYSA-N
CAS DataBase Reference132705-51-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,C
Risk Statements 36/37/38-34
Safety Statements 26-36-45-36/37/39-27
WGK Germany 3
F 10-21
HS Code 2933 99 80
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate Usage And Synthesis
Chemical Propertieswhite to off-white powder
UsesA stable reagent for the coupling of N-Methylamino acids in peptide synthesis.
UsesIt can be used as a coupling reagent:
  • For Suzuki–Miyaura cross-coupling of phenols and arylboronic acids to synthesize biaryls and heterobiaryls.
  • To functionalize pyrimidines (synthesized from 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) via the Kappe dehydrogenation) by using various nucleophiles.
  • To synthesize formamidines by coupling with various primary amines and N,N-diisopropylethylamine.

It can also be used as an activating reagent:
  • For the activation of C-OH bond in tautomerizable heterocycles to form the phosphonium salt which aids the Sonogashira coupling of heterocycles with various alkynes.
  • For the one–pot activation of C-O bond in phenols and further coupling reaction with phosphine oxide or phosphite to form C-P bonds.

Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate Preparation Products And Raw materials
Raw materialsBenzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate-->Tris(pyrrolidinophosphine) oxide
Diphenylphosphoryl azide 5-Chloro-1-[bis(dimethylamino)methylene]-1H-benzotriazolium 3-oxide hexafluorophosphate Bromotris(dimethylamino)phosphonium hexafluorophosphate 2,2-Bis(hydroxymethyl)-2,2',2''-nitrilotriethanol Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate Ammonium hexafluorophosphate Hexafluorophosphoric acid Tricine Hexamethylphosphorous triamide Potassium hexafluorophosphate TRIS BUFFER SOLUTION PH 8.5, 1 L Bromine Lithium hexafluorophosphate bromo-Dragonfly Tris(hydroxymethyl)aminomethane TRIS(DIETHYLAMINO)PHOSPHINE BUFFER SOLUTION PH = 6,00 (20 °C) (POTASSIUM DIHYDROGEN PHOSPHATE/SODIUM HYDROXIDE)
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