1777-57-7

Basic information

• Product Name: 1-(4-bromophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone
• CAS NO: 1777-57-7
• Molecular Formula: C₂₆H₂₀BrOP
• Molecular Weight: 459.3142
• Mol File: 1777-57-7.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 592.7°C at 760 mmHg
• Flash Point: 312.2°C
• Density: 1.37g/cm³
• Vapor Pressure: 5.1E-14mmHg at 25°C
• Refractive Index: 1.668
• CAS DataBase Reference: 1-(4-bromophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-bromophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone(1777-57-7)
• EPA Substance Registry System: 1-(4-bromophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone(1777-57-7)

Safety Data

• Hazardous Substances Data: 1777-57-7(Hazardous Substances Data)

Usage

Description

1-(4-bromophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone is an organophosphorus compound characterized by the molecular formula C22H18BrOP. It features a phosphorus atom bonded to three phenyl groups and an ethanone group with a bromophenyl substituent, which contributes to its unique structure and properties.

Uses

Used in Organic Synthesis:
1-(4-bromophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone is utilized as a reagent in various chemical reactions, taking advantage of its organophosphorus nature and unique structural features.
Used in Pharmaceutical Development:
Due to its structure and properties, 1-(4-bromophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone serves as a promising building block in the development of new pharmaceuticals, potentially leading to the creation of novel therapeutic agents.
Used in Materials Science:
1-(4-bromophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone may also find applications in the field of materials science, where its unique properties could be harnessed to develop new materials with specific characteristics.
Used as a Precursor for Synthesis:
1-(4-bromophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethanone can act as a precursor for the synthesis of other phosphorus-containing compounds, expanding the range of possible applications and products that can be derived from this versatile molecule.

Upstream product

• 35497-00-8 Triphenyl-β-keto-p-bromphenylphosphonium 
• 99-73-0 para-bromophenacyl bromide 
• 603-35-0 triphenylphosphine 
• 2928-58-7 (2-oxo-2-p-bromophenylethyl)triphenylphosphonium bromide 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 13035-31-9 2,3-Dideoxy-1-C-p-bromphenyl-D-galakto-oct-2-en-1-ulose-pentaacetat 
• 86453-75-0 (E)-3-(p-Brombenzoylmethylen)-4,4-dimethyl-2-oxo-tetrahydrofuran 
• 86453-76-1 (Z)-3-(p-Brombenzoylmethylen)-4,4-dimethyl-2-oxo-tetrahydrofuran 
• 73334-62-0 3-(4-Bromo-phenyl)-3-oxo-N-(1,2,2,2-tetrachloro-ethyl)-2-(triphenyl-λ⁵-phosphanylidene)-propionamide 
• 77312-89-1 (E)-1-(4-Bromo-phenyl)-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propenone 
• 77312-86-8 1-(4-Bromo-phenyl)-2-[(3aR,5S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-(6Z)-ylidene]-ethanone 
• 77312-95-9 (E)-1-(4-Bromo-phenyl)-3-((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-yl)-propenone 
• 40240-73-1 trans-1-(p-bromophenyl)-4-phenyl-2-butene-1,4-dione 
• 22862-57-3 cis-1-(p-bromophenyl)-4-phenyl-2-butene-1,4-dione 
• 149281-71-0 2-[2-(4-Bromo-phenyl)-2-oxo-eth-(Z)-ylidene]-5-(2,4-dimethyl-phenyl)-furan-3-one 
• 149281-71-0 2-[2-(4-Bromo-phenyl)-2-oxo-eth-(Z)-ylidene]-5-(2,4-dimethyl-phenyl)-furan-3-one 
• 603-35-0 triphenylphosphine 
• 139266-50-5 2-[2-(4-Bromo-phenyl)-2-oxo-eth-(Z)-ylidene]-5-phenyl-furan-3-one 
• 149281-69-6 Z-2-p-bromobenzoylmethyl-5-phenyl-2,3-dihydro-3-furanone 

Relevant articles and documents

Oxygen- versus carbon-coordination of the alpha-stabilized phosphorus ylide Ph3P=C(H)R in palladacycles bearing secondary amines

The ortho-metalated complex [Pd(x){κ 2 (C,N)-[C 6H4CH2NRR′ (Y)}] (2a-4a and 2b-3b) was prepared by refluxing in benzene equimolecular amounts of Pd(OAc)2 and secondary benzylamine [a, EtNHCH2/su

Ground-State Electron Transfer as an Initiation Mechanism for Biocatalytic C-C Bond Forming Reactions

The development of non-natural reaction mechanisms is an attractive strategy for expanding the synthetic capabilities of substrate promiscuous enzymes. Here, we report an "ene"-reductase catalyzed asymmetric hydroalkylation of olefins using α-bromoketones as radical precursors. Radical initiation occurs via ground-state electron transfer from the flavin cofactor located within the enzyme active site, an underrepresented mechanism in flavin biocatalysis. Four rounds of site saturation mutagenesis were used to access a variant of the "ene"-reductase nicotinamide-dependent cyclohexanone reductase (NCR) from Zymomonas mobiles capable of catalyzing a cyclization to furnish β-chiral cyclopentanones with high levels of enantioselectivity. Additionally, wild-type NCR can catalyze intermolecular couplings with precise stereochemical control over the radical termination step. This report highlights the utility for ground-state electron transfers to enable non-natural biocatalytic C-C bond forming reactions.

One-pot synthesis of new hydantoin (thiohydantoin) derivatives and evaluation of their antibacterial and antioxidant activities

One-pot four-component reactions of phenacyl bromides, parabanic or thioparabanic acids, thiophenols, and triphenylphosphine in the presence of triethylamine afforded new derivatives of hydantoin or thiohydantoin in good to high yields (65%-90%). Their an