Industry Grade 99.5% Triphenylphosphine CAS 603-35-0

Triphenylphosphine (TPP) — Product Detail Page

1. Product Overview

Triphenylphosphine (TPP, PPh₃) is a white crystalline organophosphorus compound with the formula P(C₆H₅)₃ — the most widely used tertiary phosphine in chemistry. It is a strong nucleophile, a mild reducing agent and a classic ligand for transition metals, which together make it one of the indispensable reagents of modern organic synthesis: the key to the Wittig reaction, the standard ligand of palladium catalysis, and the driving reagent of Staudinger and Mitsunobu reactions.

Beyond the flask, TPP is a process chemical of real industrial scale: it is a rubber antiozonant, heat/light stabilizer, flame-retardant and antistatic aid; a sensitizer for photographic materials; and organophosphorus agrochemicals. One phosphorus atom, three phenyl rings — a molecule that spans the research bench and the plant.

A single compound, four core value propositions:

Organic Synthesis Reagents:

● the reagent behind Wittig, Staudinger, Mitsunobu and deoxygenation chemistry — a synthesis workhorse;

Catalyst Ligands:

● the standard phosphine ligand of palladium, rhodium and nickel catalysis (coupling and hydrogenation);

Rubber & Polymer Additives:

● an antiozonant, heat/light stabilizer, flame-retardant and antistatic agent for rubber and polymers;

Agrochemical Intermediates:

● an intermediate for organophosphorus insecticides synthesis.

2. Product Information (Quick Facts)

3. Chemistry & Reactivity

TPP is a pyramidal tertiary phosphine: a central phosphorus atom bearing three phenyl groups. The lone pair on phosphorus gives it strong nucleophilicity and excellent σ-donor character toward metals, while the phenyl substituents tune its steric and electronic profile for catalysis. Its reducing power is driven by the thermodynamic stability of the P=O bond — most TPP reductions end with triphenylphosphine oxide (Ph₃P=O) as the by-product, which is what makes reactions such as Staudinger (azide → amine), Mitsunobu and deoxygenation essentially irreversible.

Grade selection follows the market. industrial grade serves rubber, polymer and agrochemical processing. TPP oxidizes slowly in air to the phosphine oxide and is light-sensitive, so material is shipped and stored under inert conditions. Key parameters (assay, melting range, oxide content) are documented on the COA.

4. Key Features & Benefits

● Synthesis versatility: serves Wittig, Staudinger, Mitsunobu, Appel and deoxygenation chemistry from one reagent.

● Catalysis backbone: the reference phosphine ligand for Pd/Rh/Ni-catalyzed coupling and hydrogenation.

● Thermodynamically driven reductions: P=O formation makes TPP-mediated reactions clean and essentially irreversible.

● Polymer-stabilizing value: effective antiozonant, heat/light stabilizer and flame-retardant in rubber and plastics.

● Crystalline, easy to handle: stable white solid with well-defined melting range (80 – 82 °C).

● Industrial scale availability: polymer and agrochemical markets.

● Full traceability: COA with every batch documenting assay and key impurities.

5. Main Applications

5.1 Organic Synthesis Reagents (Core Application)

TPP is a cornerstone reagent of organic synthesis:

● Staudinger reduction: mild azide-to-amine conversion, fundamental in peptide and biomolecule chemistry;

● Mitsunobu reaction: stereospecific alcohol functionalization with DEAD/DIAD;

● Reductive and deoxygenation chemistry: desulfurization, radical and deprotection applications.

5.2 Catalyst Ligands

● Palladium catalysis: ligand for Suzuki, Heck, Sonogashira, Negishi and Buchwald–Hartwig couplings;

● Rhodium and nickel catalysis: ligand in hydrogenation, hydroformylation and cross-coupling;

● Organometallic synthesis: precursor for metal–phosphine complexes and catalysts;

● Homogeneous catalysis platform: the benchmark phosphine for screening and scale-up.

5.3 Rubber & Polymer Additives

● Antiozonant and antioxidant: protects rubber against ozone cracking and oxidation;

● Heat and light stabilizer: stabilizes polymers during processing and service;

● Flame retardant and antistatic: flame-retardant aid and antistatic component;

● Photographic sensitizer: sensitizing agent in imaging materials.

5.4  Agrochemical Intermediates

● Organophosphorus agrochemicals: intermediate toward insecticides (e.g. via phosphite/ester exchange chemistry);

● Fine chemicals: building block for specialty phosphorus chemistry.

6. Packaging, Storage

Packaging (customizable):

● 25 kg fiber drum with PE liner, 25 kg multi-wall bag, or 500 kg – 1,000 kg FIBC;

Storage:

● Keep in a cool, dry, well-ventilated area away from direct sunlight and heat;

● Keep containers tightly closed and under inert conditions — TPP oxidizes in air and is light-sensitive;

● Store away from strong oxidizers and incompatible materials;

● Recommended storage temperature 5 °C – 35 °C.

Why Choose Jinan Future Chemical Co., Ltd.?

● Factory-direct supply: own production capacity, transparent pricing, no middleman markup;

● Stable quality: strict internal control, every batch tested, COA with every shipment;small trial orders accepted.

● Export experience: familiar with sea/air shipping documentation for chemical commodities, complete paperwork support;

FAQ

Q1: What is triphenylphosphine used for?

Triphenylphosphine is used as the reagent of Wittig, Staudinger, Mitsunobu and deoxygenation reactions; as the standard phosphine ligand of palladium/rhodium/nickel catalysis; as an antiozonant, heat/light stabilizer, flame-retardant and antistatic agent in rubber and polymers; and as an intermediate for vitamin A and organophosphorus agrochemicals.

Q2: Why is TPP called a “universal reagent” in synthesis?

One phosphorus center plays four roles: a strong nucleophile (quaternization and ylide formation for Wittig), a mild reducing agent (Staudinger, Mitsunobu — driven by P=O formation), a metal ligand (catalysis), and a deoxygenation/desulfurization reagent. Few molecules serve so many distinct transformations, which is why it is standard equipment in virtually every organic laboratory.

Q3: How should TPP be stored and handled?

TPP slowly oxidizes in air to triphenylphosphine oxide and is light-sensitive. Store it in tightly closed, inert-atmosphere containers in a cool, dry place, and minimize air exposure during handling. Impurities from oxidation raise melting range and reduce assay — for catalyst-critical applications, use high-purity grade and nitrogen-blanketed packaging.

Q4: Is triphenylphosphine safe to handle?

TPP is harmful if swallowed, may cause allergic skin reactions (H317), and long-term exposure has been associated with central/peripheral nervous-system effects (H372 per SDS). Use gloves, goggles and adequate ventilation, avoid skin contact and dust inhalation, and wash hands after handling. It is an industrial chemical, not a food ingredient.