Description

Bis(pentafluorophenyl)bromophosphine (CAS No. 13648-79-8) is a highly specialized organophosphorus compound with the molecular formula C₁₂BrF₁₀P. This reagent is characterized by its two pentafluorophenyl groups bonded to a central phosphorus atom, which is further substituted with a bromine atom. Its IUPAC name, bromo-bis(2,3,4,5,6-pentafluorophenyl)phosphane, reflects its precise structural configuration. The presence of electron-withdrawing pentafluorophenyl groups enhances its reactivity, making it a valuable intermediate in organometallic chemistry and catalysis. This compound is supplied as a high-purity solid, ensuring consistent performance in sensitive synthetic applications. Proper handling under inert conditions is recommended due to its air- and moisture-sensitive nature.

Properties

• CAS Number: 13648-79-8
• Complexity: 376
• IUPAC Name: bromo-bis(2,3,4,5,6-pentafluorophenyl)phosphane
• InChI: InChI=1S/C12BrF10P/c13-24(11-7(20)3(16)1(14)4(17)8(11)21)12-9(22)5(18)2(15)6(19)10(12)23
• InChI Key: WDFHFZAPZSABGO-UHFFFAOYSA-N
• Exact Mass: 443.87613
• Molecular Formula: C12BrF10P
• Molecular Weight: 444.99
• SMILES: C1(=C(C(=C(C(=C1F)F)P(C2=C(C(=C(C(=C2F)F)F)F)F)Br)F)F)F
• Monoisotopic Mass: 443.87613
• Synonyms: 13648-79-8, Bis(pentafluorophenyl)bromophosphine, Bis(perfluorophenyl)bromophosphine, DI-(PENTAFLUOROPHENYL)PHOSPHINBROMID, bromo-bis(2,3,4,5,6-pentafluorophenyl)phosphane, Phosphinous bromide, bis(pentafluorophenyl)-, Bis(pentafluorophenyl)phosphinous bromide, DTXSID80338671, bromo-bis(pentafluorophenyl)phosphine, MFCD09763603, AKOS005259948, Phosphinous bromide, P,P-bis(2,3,4,5,6-pentafluorophenyl)-

Application

Bis(pentafluorophenyl)bromophosphine is widely utilized as a key precursor in the synthesis of phosphine ligands for transition metal catalysts, particularly in cross-coupling reactions. Its electron-deficient aromatic rings make it suitable for designing catalysts with tailored electronic properties. Researchers also employ it in the preparation of phosphorus-containing polymers and advanced materials. Additionally, it serves as a versatile building block in the development of flame retardants and specialty agrochemicals.

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