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Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate

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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
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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
InChIKey
CYKRMWNZYOIJCH-UHFFFAOYSA-N
CAS DataBase Reference
132705-51-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,C
Risk Statements 
36/37/38-34
Safety Statements 
26-36-45-36/37/39-27
WGK Germany 
3
10-21
HS Code 
2933 99 80

MSDS

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Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate Usage And Synthesis

Chemical Properties

white to off-white powder

Uses

A stable reagent for the coupling of N-Methylamino acids in peptide synthesis.

Uses

It 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.

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