Diphenyl phosphite
Diphenyl phosphite (CAS 4712-55-4) is an organophosphorus compound with the formula (C<sub>6</sub>H<sub>5</sub>O)<sub>2</sub>P(O)H and a molar mass of 234.19 g/mol. This compound serves as a valuable reactant in various organic synthesis pathways. It is primarily utilised as a building block in the creation of additives for enhancing the thermo-oxidative stability of ester-based oils and in diverse coupling reactions.
- IUPAC
- Diphenoxyphosphine oxide,Diphenyl phosphonate,NSC 43786
- Synonyms
- Diphenyl phosphonateDiphenoxyphosphine oxideNSC 43786
Synthesis of Stabilising Additives
Diphenyl phosphite is a key reactant in the synthesis of N-benzylarylamide and di-Ph α-aminomethanephosphonate derivatives. These compounds are employed as additives to improve the thermo-oxidative stability of ester-based oils.
Kabachnik-Fields Reactions
This compound participates in one-pot, three-component Kabachnik-Fields reactions, a versatile method for synthesising α-aminophosphonates.
Oxidative Phosphonylations
It is used in visible light-mediated oxidative phosphonylations of amines, a modern synthetic approach for incorporating phosphonate groups.
Pudovik Addition Reactions
Diphenyl phosphite is involved in modified asymmetric Pudovik addition reactions, particularly when reacting with haloketones for stereoselective synthesis.
Decarboxylation-Coupling
The compound facilitates tandem decarboxylation-coupling reactions with natural alpha-amino acids, enabling efficient formation of complex molecules.
| Molecular weight | 234.19 |
|---|---|
| Linear formula | (C6H5O)2P(O)H |
| Boiling point | 218-219 °C/26 mmHg(lit.) |
| Density | 1.223 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.558(lit.) |
| Vapour pressure | 5 mmHg (140 °C) |
| Vapour density | 8.1 (vs air) |
| Melting point | 12 °C(lit.) |
| Impurities tested | ≤15% phenol |
| Application | Reactant involved in:• Synthesis of N-benzylarylamide and di-Ph α-aminomethanephosphonate derivatives used as additives for thermooxidative stability of ester-based oils1• One-pot three-component Kabachnik-Fields reactions2,3• Visible light mediated oxidative phosphonylations of amines4• Modified asymmetric Pudovik addition with haloketones5• Tandem decarboxylation-coupling with natural alpha-amino acids6 |
Hazard statements
- H302Harmful if swallowed
- H315Causes skin irritation
- H318Causes serious eye damage
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 176 °C / 348.8 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22-37/38-41 |
| Safety statements (S) | 26-39 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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 Diphenyl phosphite used for?
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Diphenyl phosphite is used as a reactant in organic synthesis, notably for preparing additives that enhance the thermo-oxidative stability of ester-based oils, and in various named reactions like the Kabachnik-Fields reaction and Pudovik addition.
What is the CAS number and formula for Diphenyl phosphite?
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The CAS number for Diphenyl phosphite is 4712-55-4, and its linear formula is (C₆H₅O)₂P(O)H.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diphenyl phosphite with a purity specification of ≤15% phenol. We do not represent this product as USP, BP, or EP grade.
How should Diphenyl phosphite be handled safely?
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Diphenyl phosphite is classified as dangerous. It is harmful if swallowed (H302), causes skin irritation (H315), causes serious eye damage (H318), and may cause respiratory irritation (H335). Always use appropriate personal protective equipment, including eyeshields, gloves, and a suitable respirator, and ensure adequate ventilation.
Is Diphenyl phosphite a controlled substance?
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The provided data does not indicate that Diphenyl phosphite is a controlled substance.
How is Diphenyl phosphite packed, shipped, and exported?
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Diphenyl phosphite is available in various pack sizes suitable for laboratory and industrial use. As a global supplier, Tech Serve Solutions has extensive experience in exporting chemicals worldwide, adhering to all necessary regulations.
How can I request a quote or sample of Diphenyl phosphite?
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To request a quote or a sample of Diphenyl phosphite, please contact our sales team via the website or by phone, providing your contact details and the quantity required.
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