Description

Bis(4-bromophenyl)phosphine Oxide (CAS No. 15754-53-7) is a high-purity organophosphorus compound with the molecular formula C₁₂H₈Br₂OP⁺. This crystalline solid is widely utilized in advanced organic synthesis, catalysis, and materials science research. Its IUPAC name, bis(4-bromophenyl)-oxophosphanium, reflects its symmetrical structure featuring two 4-bromophenyl groups bonded to a central phosphoryl group. With a molecular weight of 358.97 g/mol, this reagent is particularly valuable for Suzuki-Miyaura cross-coupling reactions due to the presence of bromine substituents. Our product is rigorously tested to ensure ≥95% purity (HPLC) and is supplied in amber glass vials under inert atmosphere to prevent degradation. Alternative identifiers include MFCD06754065, SCHEMBL14245180, and SY224666.

Key Features:

• High reactivity in palladium-catalyzed coupling reactions
• Excellent precursor for phosphine ligand synthesis
• Stable under standard laboratory conditions
• Compatible with anhydrous reaction environments

Properties

• CAS Number: 15754-53-7
• Complexity: 219
• IUPAC Name: bis(4-bromophenyl)-oxo-phosphonium
• InChI: InChI=1S/C12H8Br2OP/c13-9-1-5-11(6-2-9)16(15)12-7-3-10(14)4-8-12/h1-8H/q+1
• InChI Key: JBLNWSGQNNTQJW-UHFFFAOYSA-N
• Exact Mass: 358.86590
• Molecular Formula: C12H8Br2OP+
• Molecular Weight: 358.97
• SMILES: C1=CC(=CC=C1[P+](=O)C2=CC=C(C=C2)Br)Br
• Topological: 17.1
• Monoisotopic Mass: 356.86795
• Synonyms: Bis(4-bromophenyl)phosphine Oxide, 15754-53-7, MFCD06754065, SCHEMBL14245180, SCHEMBL28648779, SY224666, G70172

Application

Bis(4-bromophenyl)phosphine Oxide serves as a versatile building block in pharmaceutical intermediate synthesis, particularly for creating biphenyl derivatives through cross-coupling reactions. In materials science, it functions as a precursor for flame-retardant additives and photoactive polymers. The compound’s electron-withdrawing bromine groups make it valuable for tuning electronic properties in organic semiconductors and OLED materials.

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