1. Basic Product Profile

• Full IUPAC Name: Tris(perfluorophenyl)phosphine
• Short Name: P(C6F5)3, TCPP
• CAS Number: 1259-35-4
• EINECS: Not available
• Molecular Formula: C18F15P
• Molecular Weight: 534.14
• Chemical Category: Fluorinated organophosphorus ligand, organometallic catalyst auxiliary, fluorinated fine chemical intermediate
• Core Advantages
  Electron-deficient perfluorinated triaryl phosphine, far superior air oxidation resistance to triphenylphosphine; high thermal stability, weak σ-donor / strong π-acceptor ligand character. Widely applied in noble metal catalytic systems, olefin polymerization, organofluorine synthesis and academic catalysis research.

2. Physical & Chemical Properties

2.1 Physical Index

1. Appearance: White crystalline powder, free-flowing, no agglomeration
2. Odor: Odorless
3. Solubility: Soluble in DCM, chloroform, toluene, THF, xylene; slightly soluble in methanol/ethanol; insoluble in water, aliphatic alkanes
4. Melting Point: 108–112 °C
5. Thermal Stability: Stable below 280 °C; decomposes above 320 °C (no normal-pressure boiling point)
6. Hygroscopy: Non-hygroscopic, stable under normal atmospheric storage
7. Crystal Feature: Uniform microcrystalline solid, easy to weigh and dissolve under anhydrous operation

2.2 Chemical Properties

1. Coordination Performance
   Forms stable coordination complexes with Pd, Rh, Ir, Pt, Au, Ni transition metals; modulates catalyst selectivity for hydroformylation, hydrogenation, C-C cross-coupling and alkyne cyclization.
2. Oxidation Resistance
   Not easily oxidized to phosphine oxide in air; no special inert gas protection required for short-term handling (long-term storage needs nitrogen sealing).
3. Acid & Alkali Compatibility
   Stable in neutral and weakly acidic media; reacts with strong oxidants to produce tris(pentafluorophenyl)phosphine oxide byproduct; stable under weak alkaline conditions.
4. Fluorinated Aromatic Reactivity
   Perfluorophenyl ring can undergo selective nucleophilic substitution for custom fluorinated fine chemical building blocks.
5. Thermal Stability
   No decomposition under high-temperature catalytic reaction conditions, suitable for industrial continuous catalytic processes.

3. Main Application Fields

3.1 Homogeneous Catalysis Ligand (Core Usage)

1. Cross-coupling catalysis (Suzuki, Heck, Sonogashira): Improves conversion and reduces side products
2. Alkene hydroformylation & asymmetric hydrogenation
3. Gold-catalyzed alkyne activation and cyclization reactions
4. Metallocene polyolefin polymerization cocatalyst, adjusts polymer molecular weight distribution

3.2 Organofluorine Synthetic Intermediate

3.3 Academic & Laboratory Research Reagent

3.4 Electronic Material Additive

4. Quality Specification Table