Bromotripyrrolidinophosphonium hexafluorophosphate
ALDRICH/18565 - ≥95.0% (HPLC)
Synonym: PyBroP®
CAS Number: 132705-51-2
Empirical Formula (Hill Notation): C12H24BrF6N3P2
Molecular Weight: 466.18
MDL Number: MFCD00077412
Linear Formula: C12H24BrF6N3P2
Product Type: Chemical
| application(s) | peptide synthesis |
| assay | ≥95.0% (HPLC) |
| form | solid |
| InChI | 1S/C12H24BrN3P.F6P/c13-17 |
| InChI key | CYKRMWNZYOIJCH-UHFFFAOYSA |
| Quality Level | 100  |
| reaction suitability | reaction type: Coupling Reactions |
| SMILES string | F[P-](F)(F)(F)(F)F.Br[P+] |
| storage temp. | −20°C |
| Application: | Catalyst for: Synthesis of primary amides Direct dehydrative phosphonium cross coupling Direct arylation Pyrrolidide formation by phosphonium salt coupling reagents |
| Application: | 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. |
| Legal Information: | PyBroP is a registered trademark of Merck KGaA, Darmstadt, Germany |
| Other Notes: | Reactive peptide coupling reagent suitable for α,α-dialkyl amino acids; Synthesis of depsipeptides |
| Packaging: | 1 g in poly tube |
| Packaging: | 5, 25 g in poly bottle |
| Symbol |  GHS05 |
| Signal word | Danger |
| Hazard statements | H314 |
| Precautionary statements | P260 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338 + P310 |
| Hazard Codes | C |
| Risk Statements | 34 |
| Safety Statements | 26-27-36/37/39-45 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95.0% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352107 |