Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
Synonym(s):Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate;PyBroP
- CAS NO.：132705-51-2
- Empirical Formula: C12H24BrF6N3P2
- Molecular Weight: 466.19
- MDL number: MFCD00077412
- EINECS: 620-834-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate?
Chemical properties
white to off-white powder
The Uses of Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
A stable reagent for the coupling of N-Methylamino acids in peptide synthesis.
The Uses of Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
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.
Properties of Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
| 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 |
| CAS DataBase Reference | 132705-51-2(CAS DataBase Reference) |
Safety information for Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
| Signal word | Danger |
| Pictogram(s) |
 Corrosion Corrosives GHS05 |
| GHS Hazard Statements |
H314:Skin corrosion/irritation |
| Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P363:Wash contaminated clothing before reuse. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
| InChIKey | CYKRMWNZYOIJCH-UHFFFAOYSA-N |
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