1777-53-3

Basic information

• Product Name: Ethanone, 1-(4-methylphenyl)-2-(triphenylphosphoranylidene)-
• Synonyms: 1-p-tolyl-2-(triphenylphosphosphanylidene)ethanone;1-(p-tolyl)-2-(triphenylphosphoranylidene)ethanone;(p-methylbenzoyl)methylene triphenylphosphorane;4-methylbenzoylmethylene triphenylphosphorane
• CAS NO: 1777-53-3
• Molecular Formula: C27H23OP
• Molecular Weight: 394.453
• Mol File: 1777-53-3.mol
• Article Data: 31

Chemical Properties

• Melting Point: 140-142 °C
• Boiling Point: 571.1±43.0 °C(Predicted)
• Density: 1.17±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Ethanone, 1-(4-methylphenyl)-2-(triphenylphosphoranylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(4-methylphenyl)-2-(triphenylphosphoranylidene)-(1777-53-3)
• EPA Substance Registry System: Ethanone, 1-(4-methylphenyl)-2-(triphenylphosphoranylidene)-(1777-53-3)

Safety Data

• Hazardous Substances Data: 1777-53-3(Hazardous Substances Data)

Usage

General Description

"Ethanone, 1-(4-methylphenyl)-2-(triphenylphosphoranylidene)-" is a compound that combines the chemical properties of ethanone, 4-methylphenyl, and triphenylphosphoranylidene. This molecule has a ketone group attached to a phenyl ring with a methyl group, as well as a phosphoranylidene group bonded to two phenyl groups. The presence of these functional groups gives the compound unique chemical reactivity and potential applications in organic synthesis, such as in the formation of carbon-carbon double bonds or in catalytic reactions involving phosphorus-containing compounds. Further research may help uncover more specific uses and properties of this complex chemical compound.

Upstream product

• 874-60-2 4-methyl-benzoyl chloride 
• 19493-09-5 Methylenetriphenylphosphorane 
• 122-00-9 para-methylacetophenone 
• 603-35-0 triphenylphosphine 
• 619-41-0 4-(bromoacetyl)toluene 
• 3739-98-8 triphenyl(trimethylsilylmethyl)phosphonium iodide 
• 25850-59-3 [(4-methylbenzoyl)(phenylthiocarbamoyl)methylene]triphenylphosphorane 
• 53358-36-4 trimethylsilyl p-methylbenzoate 
• 3739-97-7 (trimethylsilyl)methylenetriphenylphosphorane 
• 13222-85-0 p-methylbenzoic anhydride 
• 2689-61-4 (2-oxo-2-p-tolylethyl)triphenylphosphonium bromide 

Downstream Products

• 65321-99-5 1-[4-(2-phenyl-thiazol-4-yl)-phenyl]-5-p-tolyl-1H-[1,2,3]triazole 
• 124658-44-2 C₁₃H₁₄O₃ 
• 65321-95-1 1-[4-(2-methyl-thiazol-4-yl)-phenyl]-5-p-tolyl-1H-[1,2,3]triazole 
• 72676-26-7 N-(3-ethyl-3H-benzothiazol-2-ylidene)-4-methyl-benzamide 
• 91585-38-5 2-Phenylselanyl-1-p-tolyl-2-(triphenyl-λ⁵-phosphanylidene)-ethanone 
• 73334-67-5 3-Oxo-3-p-tolyl-N-(2,2,2-trichloro-1-methoxy-ethyl)-2-(triphenyl-λ⁵-phosphanylidene)-propionamide 
• 73334-70-0 N-(1-Butoxy-2,2,2-trichloro-ethyl)-3-oxo-3-p-tolyl-2-(triphenyl-λ⁵-phosphanylidene)-propionamide 
• 603-35-0 triphenylphosphine 
• 3201-61-4 -triphenyl-phosphoran 
• 19233-57-9 2-Chloro-1-p-tolyl-2-(triphenyl-λ⁵-phosphanylidene)-ethanone 
• 86429-39-2 (4-Methylphenylethinyl)triphenylphosphonium-bromid 
• 74206-21-6 (1-Chloro-2-oxo-2-p-tolyl-ethyl)-triphenyl-phosphonium; chloride 
• 55210-72-5 (E)-3-(3,5-Dichloro-2-hydroxy-phenyl)-1-p-tolyl-propenone 
• 5301-96-2 5-(p-C₆H₄CH₃)-1,2,3,-Triazol 

Relevant articles and documents

New mercury(II) and cadmium(II) complexes with (p-methylbenzoyl)methylene triphenylphosphorane: Synthesis, spectroscopic and structural characterization

Reaction of Ph3PCHCOC6H4Me (L), with HgX2 and CdCl2·H2O in methanol with equimolar ratios give binuclear complexes of the type [MX(μ-X){CH(PPh 3)C(O)C6H4Me}

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.

Rh(iii)-catalyzed diastereoselective cascade annulation of enone-tethered cyclohexadienonesviaC(sp2)-H bond activation

Herein, we report highly diastereoselective arylative cyclization of enone-tethered cyclohexadienonesviaRh(iii)-catalyzed C-H activation ofN-methoxybenzamides. This reaction proceeds through the formation of a five-membered rhodacycle followed by bis-Michael cascade annulation to access functionalized bicyclic scaffolds with four contiguous stereocenters with a broad substrate scope. These products have excellent functional handles, allowing further synthetic transformation to increase the structural complexity. Furthermore, mechanistic studies of arylative cyclization and a gram-scale experiment are also presented.