Description
Triphenyl phosphite (CAS 101-02-0) is a high-purity organophosphorus compound with the molecular formula C18H15O3P, widely utilized in organic synthesis and material science. This colorless to pale yellow liquid exhibits excellent reactivity as a reducing agent, stabilizer, and intermediate in the production of phosphonates, flame retardants, and polymer additives. Its low volatility and thermal stability make it ideal for high-temperature applications. Triphenyl phosphite is packaged under inert conditions to ensure longevity and is available in various quantities to meet both research and industrial demands. Suitable for use under anhydrous conditions, it is a critical reagent for peptide coupling, palladium-catalyzed cross-coupling reactions, and as a ligand in coordination chemistry.
Properties
- CAS Number: 101-02-0
- Complexity: 247
- IUPAC Name: triphenyl phosphite
- InChI: InChI=1S/C18H15O3P/c1-4-10-16(11-5-1)19-22(20-17-12-6-2-7-13-17)21-18-14-8-3-9-15-18/h1-15H
- InChI Key: HVLLSGMXQDNUAL-UHFFFAOYSA-N
- Exact Mass: 310.07588133
- Molecular Formula: C18H15O3P
- Molecular Weight: 310.3
- SMILES: C1=CC=C(C=C1)OP(OC2=CC=CC=C2)OC3=CC=CC=C3
- Topological: 27.7
- Monoisotopic Mass: 310.07588133
- Physical Description: Triphenyl phosphite is a clear, pale yellow liquid with a clean, pleasant odor.
- Color/Form: Water-white to pale yellow solid or oily liquid
- Odor: Pleasant odor
- Boiling Point: 680 °F at 760 mmHg
- Melting Point: 72 to 75 °F
- Flash Point: 425 °F
- Solubility: less than 0.1 mg/mL at 68 °F
- Density: 1.1844 at 68 °F – Denser than water; will sink
- Vapor Density: >1
- Refractive Index: Index of refraction: 1.5900 @ 20 °C
- Synonyms: TRIPHENYL PHOSPHITE, 101-02-0, Phosphorous acid, triphenyl ester, Advance TPP, Triphenoxyphosphine, Phenyl phosphite, Sumilizer TPP-R, Trifenoxyfosfin, Trifenylfosfit, Stabilizer P 36, Phosclere T 36, Mellite 310, Tris(phenoxy)phosphine, P 36 (stabilizer), Sumilizer TTP-R, Weston TPP, TPP (plasticizer), ADK Stab TPP, TP 1 (plasticizer), Trifenylfosfit [Czech], Trifenoxyfosfin [Czech], Doverphos 10, JP 360, NSC 43789, CCRIS 4890, DTXSID0026252, HSDB 2571, Phenyl phosphite ((C6H5O)3P), EINECS 202-908-4, BRN 1079456, 9P45GRD24X, AI3-07866, ANTIOXIDANT TPPI, NSC-43789, NSC-62219, DTXCID306252, EC 202-908-4, TRIPHENYL PHOSPHITE [HSDB], TRIFENYLFOSFIT (CZECH), TRIFENOXYFOSFIN (CZECH), 202-908-4, Sumilizer TPPR, Sumilizer TTPR, MARK TPP, TPP-R, Phenyl phosphite ((C6H5O)3P) (6CI,7CI), inchi=1/c18h15o3p/c1-4-10-16(11-5-1)19-22(20-17-12-6-2-7-13-17)21-18-14-8-3-9-15-18/h1-15, EFED, Phosphorous Acid Triphenyl Ester, triphenylphosphite, P 36, Phenyl phosphite, (PhO)3P, WLN: ROPOR & OR, TPP (VAN), CAS-101-02-0, Triphenyl Phosphite (TPPi), UNII-9P45GRD24X, Lankromark LE65, triphelyn phosphite, Weston EGTPP, Doverphos 10-HR, MFCD00003032, (PhO)3P, P(OPh)3, Triphenyl phosphite, 97%, NCIOpen2_007800, SCHEMBL13289, CHEMBL1875503, P(OC6H5)3, AAA10102, NSC43789, NSC62219, Tox21_202034, Tox21_300002, AKOS015902569, NCGC00091577-01, NCGC00091577-02, NCGC00091577-03, NCGC00091577-04, NCGC00254028-01, NCGC00259583-01, BP-21353, NS00009404, T0510, EN300-19163, F86961, Triphenyl phosphite, purum, >=97.0% (HPLC), Q222290, doi:10.14272/HVLLSGMXQDNUAL-UHFFFAOYSA-N.1, F0001-0051
Application
Triphenyl phosphite serves as a key intermediate in the synthesis of organophosphorus compounds, including agrochemicals and flame retardants. It acts as a stabilizer in polymers such as PVC to prevent thermal degradation. Additionally, it is employed as a reducing agent in organic transformations and as a ligand in transition metal catalysis for cross-coupling reactions.
Safety and Hazards
GHS Hazard Statements
- H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
- H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
- H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
Precautionary Statements
- P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501
Hazard Classes and Categories
- Acute Tox. 4 (43.6%)
- Skin Irrit. 2 (100%)
- Skin Sens. 1A (34.4%)
- Eye Irrit. 2 (100%)
- STOT RE 2 (19.8%)
- Aquatic Acute 1 (99%)
- Aquatic Chronic 1 (98.9%)
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