3582-84-1

Basic information

• Product Name: diphenyl(2-phenylethyl)phosphane oxide
• CAS NO: 3582-84-1
• Molecular Formula: C₂₀H₁₉OP
• Molecular Weight: 306.338
• Mol File: 3582-84-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 437.5°C at 760 mmHg
• Flash Point: 218.4°C
• Density: 1.14g/cm³
• Vapor Pressure: 1.91E-07mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: diphenyl(2-phenylethyl)phosphane oxide(CAS DataBase Reference)
• NIST Chemistry Reference: diphenyl(2-phenylethyl)phosphane oxide(3582-84-1)
• EPA Substance Registry System: diphenyl(2-phenylethyl)phosphane oxide(3582-84-1)

Safety Data

• Hazardous Substances Data: 3582-84-1(Hazardous Substances Data)

Usage

Description

Diphenyl(2-phenylethyl)phosphane oxide is a chemical compound with the molecular formula C18H17OP. It features a phosphorus atom bonded to two phenyl groups and an ethyl group, along with an oxygen atom. This unique structure allows it to participate in various chemical reactions and catalytic processes.

Uses

Used in Organic Synthesis:
Diphenyl(2-phenylethyl)phosphane oxide is utilized as a chiral auxiliary, which is instrumental in the production of chiral alcohols and amines. Its ability to influence the stereochemistry of reactions makes it a valuable tool in creating enantiomerically pure compounds.
Used in Asymmetric Synthesis:
In the field of asymmetric synthesis, diphenyl(2-phenylethyl)phosphane oxide is employed to facilitate the creation of chiral molecules with a specific three-dimensional arrangement. This is crucial for the development of pharmaceuticals, agrochemicals, and fine chemicals, where the stereochemistry of a molecule can significantly affect its biological activity.
Used in Pharmaceutical Production:
Diphenyl(2-phenylethyl)phosphane oxide plays a role in the synthesis of pharmaceuticals, contributing to the development of new drugs with improved efficacy and selectivity. Its use in asymmetric synthesis ensures that the desired enantiomer of a drug molecule is produced, which is essential for the drug's therapeutic effects and safety.
Used in Agrochemical Production:
Similarly, in agrochemicals, this compound aids in the synthesis of chiral pesticides and other crop protection agents. The ability to produce specific enantiomers can lead to more effective and environmentally friendly products.
Used in Fine Chemicals Production:
Diphenyl(2-phenylethyl)phosphane oxide is also used in the production of fine chemicals, which are high-purity chemicals used in various industries, including fragrances, flavors, and specialty chemicals. Its role in asymmetric synthesis ensures the creation of high-quality enantiomerically pure products.

Upstream product

• 13887-07-5 anti-9-phenyl-9-phosphabicyclo<4.2.1>nona-2,4,7-trien 
• 43017-15-8 9-phenyl-9-phosphabicyclo[4.2.1]nonatriene oxide 
• 28051-32-3 9-phenyl-9-phospha-pentacyclo[4.3.0.0^2,5.0^3,8.0^4,7]nonane 9-oxide 
• 2129-89-7 diphenyl(methyl)phosphine oxide 
• 795-47-1 β-Diphenylphosphinylstyrol 
• 100-51-6 benzyl alcohol 
• 873-73-4 4-n-chlorophenylacetylene 
• 766-49-4 (2-fluorophenyl)acetylene 
• 2561-17-3 1-ethynyl-3-fluoro-benzene 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 40307-11-7 1-ethyl-4-ethynylbenzene 
• 766-97-2 4-n-methylphenylacetylene 
• 92550-70-4 4-methylphenylstyryl sulfide 
• 4559-70-0 Diphenylphosphine oxide 

Downstream Products

• 73270-38-9 1,3-diphenyl-2-(diphenylphosphinoyl)propan-1-one 
• 5952-49-8 (2-phenylethyl)diphenylphosphane 
• 50485-27-3 2-benzyl-1,3-diphenyl-1-propene 
• 75593-28-1 (3-methylpent-2-en-1-yl)benzene 
• 62491-62-7 (E)-(3-methylpent-2-en-1-yl)benzene 
• 3412-44-0 (1E)-1,3-diphenylpropene 
• 5209-18-7 cis-1,3-diphenylpropene 
• 172420-63-2 (E)-3-diphenylphosphinoyl-4-phenyl-butane-2-one 
• 115693-91-9 (2R,3R)-2-(Diphenyl-phosphinoyl)-3-methyl-1-phenyl-pentan-3-ol 
• 115693-91-9 (2R,3S)-2-(Diphenyl-phosphinoyl)-3-methyl-1-phenyl-pentan-3-ol 

Relevant articles and documents

Nickel-catalyzed coupling of R2P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols

α-Alkylation of methyldiarylphosphine oxides with (hetero)arylmethyl alcohols was performed under nickel catalysis. Various arylmethyl and heteroarylmethyl alcohols can be used in this transformation. A series of methyldiarylphosphine oxides were alkylated with 30-90% yields. Functional groups on the aromatic rings of methyldiarylphosphine oxides or arylmethyl alcohols including OMe, NMe2, SMe, CF3, Cl, and F groups can be tolerated. The conditions are also suitable for the α-alkylation reaction of dialkyl methylphosphonates.

Hydrophosphinylation of Styrenes Catalysed by Well-Defined s-Block Bimetallics

Advancing the applications of s-block heterobimetallic complexes in catalysis, we report the use of potassium magnesiate (PMDETA)2K2Mg(CH2SiMe3)4 [PMDETA=N,N,N’,N’,N’’-pentamethyldiethylenetriamine] f

Preparation method of arylalkyl phosphorus oxide compounds

A preparation method of arylalkyl phosphorus oxide compounds is provided. The invention discloses a preparation method of several arylalkyl phosphorus oxide compounds. The preparation method includes:taking diphenylphosphine oxyhydrogen of 1.3 equivalent, 2.5% by mass nickel catalyst (with or without ligands) or palladium catalyst with ligands and a base of 1.5 equivalent from a glovebox, addingthem sequentially into a Schlenk reaction tube, adding a nitrile compound of 1.0 equivalent, vacuumizing, and backfilling with nitrogen; in the nitrogen atmosphere, adding a solvent, and allowing reaction to occur continuously at 120 DEG C for 16 h; after reaction, cooling to room temperature, and performing column chromatography separation to obtain the target product under high selectivity and high yield. The preparation method herein allows sp3C-CN\P-H cross coupling; reaction conditions are mild; operating is easy; the preparation process is simple; the target product has high conversion rate and high yield; the problems of other synthetic methods are solved that, for instance, two-step reaction system is complex, many organic and inorganic byproducts are produced, environmental pollution is caused easily, and the substrate range is narrow; the preparation method has a good industrial application prospect.