105286-25-7

Basic information

• Product Name: Phosphonium, triphenyl-, 2-oxo-2-propoxyethylide
• CAS NO: 105286-25-7
• Molecular Formula: C23H23O2P
• Molecular Weight: 362.408
• Mol File: 105286-25-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Phosphonium, triphenyl-, 2-oxo-2-propoxyethylide(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonium, triphenyl-, 2-oxo-2-propoxyethylide(105286-25-7)
• EPA Substance Registry System: Phosphonium, triphenyl-, 2-oxo-2-propoxyethylide(105286-25-7)

Safety Data

• Hazardous Substances Data: 105286-25-7(Hazardous Substances Data)

Upstream product

• 35223-80-4 n-propyl bromoacetate 
• 603-35-0 triphenylphosphine 
• 83004-93-7 iodo-acetic acid propyl ester 
• 5396-24-7 n-propyl chloracetate 

Downstream Products

• 105568-51-2 dichlorobis(carbo-n-propoxymethylenetriphenylphosphorane)mercury(II) 
• 105617-62-7 trans-dichlorobis(carbo-n-propoxymethylenetriphenylphosphorane)palladium(II) 
• 105568-52-3 cis-dichlorobis(carbo-n-propoxymethylenetriphenylphosphorane)palladium(II) 
• 161573-78-0 <(4-methylphenylsulfinyl)(propoxycarbonyl)methylene>triphenylphosphorane 
• 74513-58-9 (E)-propyl cinnamate 

Relevant articles and documents

Photoenzymatic Generation of Unstabilized Alkyl Radicals: An Asymmetric Reductive Cyclization

Flavin-dependent "ene"-reductases can generate stabilized alkyl radicals when irradiated with visible light; however, they are not known to form unstabilized radicals. Here, we report an enantioselective radical cyclization using alkyl iodides as precursors to unstabilized nucleophilic radicals. Evidence suggests this species is accessed by photoexcitation of a charge-transfer complex that forms between flavin and substrate within the protein active site. Stereoselective delivery of a hydrogen atom from the flavin semiquinone to the prochiral radical formed after cyclization provides high levels of enantioselectivity across a variety of substrates. Overall, this transformation demonstrates that photoenzymatic catalysis can address long-standing selectivity challenges in the radical literature.

Phosphine-Catalyzed Domino β/γ-Additions of Benzofuranones with Allenoates: A Method for Unsymmetrical 3,3-Disubstituted Benzofuranones

A phosphine-catalyzed domino process of benzofuranones with allenoates has been developed which furnishes highly functionalized unsymmetrical 3,3-disubstituted benzofuranones in synthetically useful yields. The mechanism for the transformation is a tandem β-umpolung/γ-umpolung process.

Synthesis and Structural Studies of Two β-Carbalkoxyphosphonium Ylides and Their Hg(II) and Pd(II) Chloride Complexes

Two new β-carbalkoxyphosphonium ylides (Ph3P(+)-C(-)HCOOR) (where R = Prn and Bun) and their Hg(II) and Pd(II) chloride complexes have been synthesized and characterized by their analytical (metal analyses), molecular weights, molar conductances as well as by IR and PMR studies.The spectral evidences show that ylides are coordinated to the metal through the ylidic carbon and the complexes are monomeric and behave as non-electrolytes.