Description

Diphenylphosphine Oxide (DPPO) is a highly versatile organophosphorus compound with the molecular formula C₁₂H₁₀OP⁺. This white to off-white crystalline powder is widely utilized in organic synthesis, catalysis, and material science due to its unique phosphine oxide functionality. With a CAS number of 4559-70-0, it offers exceptional stability and reactivity, making it a valuable reagent for researchers and industrial applications. Its high purity (97% or higher) ensures consistent performance in reactions such as Wittig olefination, cross-coupling, and as a ligand in transition metal catalysis. DPPO is also employed as a flame retardant additive and in the development of advanced polymeric materials. Packed under inert conditions to maintain integrity, this product is ideal for laboratories requiring precision and reliability.

Properties

• CAS Number: 4559-70-0
• Complexity: 170
• IUPAC Name: oxo(diphenyl)phosphonium
• InChI: InChI=1S/C12H10OP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H/q+1
• InChI Key: YFPJFKYCVYXDJK-UHFFFAOYSA-N
• Exact Mass: 201.046926936
• Molecular Formula: C12H10OP+
• Molecular Weight: 201.18
• SMILES: C1=CC=C(C=C1)[P+](=O)C2=CC=CC=C2
• Topological: 17.1
• Monoisotopic Mass: 201.046926936
• Synonyms: Diphenylphosphine oxide, Phosphine oxide, diphenyl-, (PHENYLPHOSPHOROSO)BENZENE, XXW49HG6X3, NSC-77604, DTXSID60422562, DTXCID00373403, 625-671-2, asuollhgalprfk-uhfffaoysa-n, 4559-70-0, diphenyl phosphine oxide, oxo(diphenyl)phosphanium, DPPO, MFCD00002079, diphenyl-phosphine oxide, UNII-XXW49HG6X3, NSC77604, diphenylphosphane oxide, diphenylphosphino-1-one, di-phenylphosphine oxide, phenyl-phosphonoyl-benzene, SCHEMBL1666, SCHEMBL1667, TimTec1_002975, AURORA KA-1314, Diphenylphosphine oxide, 97%, C12H11OP, SCHEMBL9619414, CHEBI:191101, YFPJFKYCVYXDJK-UHFFFAOYSA-N, 98% (Loss on drying</=1%), HMS1542H05, BCP04387, STK365602, AKOS005442498, AKOS015918462, CS-W007660, FD45617, ST041019, SY049043, DB-009717, D2826, NS00014204, EN300-139799, F14956, BRD-K25200832-001-01-4

Diphenylphosphine Oxide (DPPO) serves as a key intermediate in organic synthesis, particularly in the preparation of phosphine ligands for catalytic systems. It is widely used in cross-coupling reactions, such as Suzuki-Miyaura and Heck couplings, due to its electron-withdrawing properties. Additionally, DPPO acts as a stabilizer in polymer formulations and as a flame retardant in epoxy resins. Its role in Wittig reactions makes it indispensable for olefin synthesis in pharmaceutical and agrochemical research.

Safety and Hazards

GHS Hazard Statements

• H302 (89.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (98.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (89.7%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (98.3%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.