Triphenyl phosphite
Triphenyl phosphite (CAS 101-02-0) is an organophosphorus compound with the formula (C<sub>6</sub>H<sub>5</sub>O)<sub>3</sub>P. This colourless to white solid possesses a molecular weight of 310.28 g/mol. It serves as a versatile reagent in organic synthesis, notably for converting alcohols to alkyl halides and acting as a peptide coupling agent. It also finds application as a ligand in metal-catalyzed reactions.
- IUPAC
- (PhO)3P,P(OPh)3,Triphenoxyphosphine
- Synonyms
- TriphenoxyphosphineP(OPh)3
Reagent in Organic Synthesis
Triphenyl phosphite is effectively used to convert alcohols into their corresponding alkyl halides. It also functions as a valuable peptide coupling agent, facilitating the formation of amide bonds in peptide synthesis.
Ligand in Catalysis
As a phosphite ligand, it plays a crucial role in various metal-catalyzed reactions. It is particularly noted for its use in alkylations, cycloadditions, Heck reactions, olefinations, Stille couplings, and Wittig reactions.
Source of Singlet Oxygen
In combination with ozone, triphenyl phosphite can serve as a low-temperature source of singlet oxygen, a reactive species utilised in specific chemical transformations.
| Molecular weight | 310.28 |
|---|---|
| Linear formula | (C6H5O)3P |
| Assay | 97% |
| Boiling point | 360 °C(lit.) |
| Density | 1.184 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.59(lit.) |
| Vapour pressure | 5 mmHg (205 °C) |
| Melting point | 22-24 °C(lit.) |
| Vapour density | 10.7 (vs air) |
| Application | Used to convert alcohols to alkyl halides, as a peptide coupling agent, and, in combination with ozone, as a low-temperature source of singlet oxygen, and ligand for metal-catalyzed reactions. |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H410Very toxic to aquatic life with long-lasting effects
Precautionary statements
- P273Avoid release to the environment
- P305IF IN EYES
- P501Dispose of contents and container per local regulations
| Flash point | 210 °C / 410 °F |
|---|---|
| Transport (UN / ADR) | UN 3077 9 / PGIII |
| Water hazard class (WGK, DE) | 2 |
| Hazard codes (EU) | Xi,N |
| Risk statements (R) | 36/38-50/53 |
| Safety statements (S) | 26-61 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Transition Temp | solidification point 16-20 °C(lit.) |
|---|---|
| Ligand For | AlkylationsCycloadditionsHeck ReactionOlefinationsStille CouplingWittig Reaction |
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Triphenyl phosphite used for?
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Triphenyl phosphite is used to convert alcohols to alkyl halides, as a peptide coupling agent, as a low-temperature source of singlet oxygen when combined with ozone, and as a ligand for metal-catalyzed reactions such as alkylations, cycloadditions, and Heck reactions.
What is the CAS number and formula for Triphenyl phosphite?
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The CAS number for Triphenyl phosphite is 101-02-0 and its linear formula is (C<sub>6</sub>H<sub>5</sub>O)<sub>3</sub>P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Triphenyl phosphite with an assay of 97%. This product is supplied for research and industrial use, and TSS does not represent it as USP, BP, or EP grade.
How should Triphenyl phosphite be handled safely?
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Triphenyl phosphite is classified as a Warning signal word with hazards including skin and eye irritation (H315, H319) and is toxic to aquatic life with long lasting effects (H410). Handle with appropriate personal protective equipment, avoiding release to the environment, and ensure good ventilation.
Is Triphenyl phosphite a controlled substance?
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Based on the provided data, Triphenyl phosphite is not indicated as a controlled substance.
How can I request a sample or quote for Triphenyl phosphite?
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To request a sample or quote for Triphenyl phosphite, please contact the TSS sales team through the website or by calling our offices.
How is Triphenyl phosphite typically packed and shipped?
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Triphenyl phosphite is packed and shipped according to regulatory standards for chemical substances, with specific details available upon inquiry for export orders.
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