2959-74-2

Basic information

• Product Name: benzyl(diphenyl)phosphane oxide
• Synonyms: Benzyl(diphenyl)phosphine oxide
• CAS NO: 2959-74-2
• Molecular Formula: C₁₉H₁₇OP
• Molecular Weight: 292.3114
• Mol File: 2959-74-2.mol
• Article Data: 67

Chemical Properties

• Boiling Point: 423°C at 760 mmHg
• Flash Point: 209.6°C
• Density: 1.15g/cm³
• Vapor Pressure: 5.67E-07mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: benzyl(diphenyl)phosphane oxide(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl(diphenyl)phosphane oxide(2959-74-2)
• EPA Substance Registry System: benzyl(diphenyl)phosphane oxide(2959-74-2)

Safety Data

• Hazardous Substances Data: 2959-74-2(Hazardous Substances Data)

Usage

General Description

Benzyl(diphenyl)phosphane oxide, also known as BDPO, is a chemical compound with the molecular formula C6H5CH2OP(C6H5)2. It is a white to pale yellow solid that is used as a ligand in catalytic processes, particularly in organometallic chemistry and homogeneous catalysis. BDPO is known for its ability to form stable complexes with a variety of transition metals, and it is often used as a chiral auxiliary in asymmetric catalysis. benzyl(diphenyl)phosphane oxide has found applications in several industrial processes and is also a valuable reagent in laboratory research. Additionally, BDPO is also a useful intermediate in the synthesis of other organic compounds.

Upstream product

• 64-17-5 ethanol 
• 78200-70-1 benzyl-dichloro-diphenyl-phosphorane 
• 1707-03-5 diphenyl-phosphinic acid 
• 108-97-4 4-pyrone 
• 17507-57-2 (diphenylphosphinyl)phenyldiazomethane 
• 7751-69-1 α-chlorobenzyl(diphenyl)phosphine oxide 
• 33845-83-9 benzyl(chloro)diphenylphosphonium chloride 
• 100-52-7 benzaldehyde 
• 100-44-7 benzyl chloride 
• 1499-21-4 Diphenylphosphinic chloride 
• 587-04-2 m-Chlorobenzaldehyde 
• 88652-80-6 (1RS,2SR)-1,2-diphenyl-2-diphenylphosphinoylmethan-1-ol 
• 1079-66-9 chloro-diphenylphosphine 
• 65-85-0 benzoic acid 

Downstream Products

• 5097-93-8 trans-4-styrylpyride 
• 2633-06-9 (E)-3-(2-phenylvinyl)pyridine 
• 21310-05-4 diphenyl-(1-phenyl-propyl)-phosphine oxide 
• 76202-75-0 (α-Benzoylbenzyl)diphenylphosphanoxid 
• 1707-03-5 diphenyl-phosphinic acid 
• 99997-34-9 diphenylphosphinoyl-phenyl-acetic acid 
• 122631-93-0 di(m-nitrophenyl)-p-nitrobenzylphosphine oxide 
• 1608-41-9 1,4-distyrylbenzene 
• 56253-64-6 (2-methyl-1-butenyl)-benzene 
• 100086-68-8 Diphenyl-<3-hydroxy-1-phenyl-propyl>-phosphinoxid 
• 32547-13-0 Diphenyl-<3-hydroxy-1,2,3-triphenyl-propyl>-phosphinoxid 
• 67502-57-2 Diphenylphenylselenobenzylphosphinoxid 
• 6190-28-9 N,P,P-triphenylphosphinic amide 
• 795-44-8 4-(diphenylphosphoryl)benzonitrile 

Relevant articles and documents

Transition-Metal-Free and Base-Promoted Carbon-Heteroatom Bond Formation via C-N Cleavage of Benzyl Ammonium Salts

A facile and general method for constructing carbon-heteroatom (C-P, C-O, C-S, and C-N) bonds via C-N cleavage of benzyl ammonium salts under transition-metal-free conditions was reported. The combination of t-BuOK and 18-crown-6 enabled a wide range of substituted benzyl ammonium salts to couple readily with different kinds of heteroatom nucleophiles, i.e. hydrogen phosphoryl compounds, alcohols, thiols, and amines. Good functional group tolerance was demonstrated. The scale-up reaction and one-pot synthesis were also successfully performed.

Palladium-catalyzed C(sp3)–P(III) bond formation reaction with acylphosphines as phosphorus source

Palladium-catalyzed C(sp3)–P(III) bond formation reaction for alkyl substituted phosphines preparation was developed. In this reaction, various alkyl bromides and limited alkyl chlorides reacted with acylphosphine under relative mild and easily accessible condition, and differential phosphines were afforded in good yields. This reaction made up the application of palladium catalysis in C(sp3)–P(III) bond formation, and indicated a practical application of acylphosphine as a phosphination reagent.

Synthesis of benzyl sulfidesviasubstitution reaction at the sulfur of phosphinic acid thioesters

An ambident electrophilicity of phosphinic acid thioesters is disclosed. Unexpected carbon-sulfur bond formation took place in the reaction between phosphinic acid thioesters and benzyl Grignard reagents. The developed method for benzyl sulfides has a wide substrate scope and was applicable for the synthesis of a drug analog.