52393-50-7

Basic information

• Product Name: 2,4-Hexanedione, 6-phenyl-
• CAS NO: 52393-50-7
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Mol File: 52393-50-7.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 2,4-Hexanedione, 6-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Hexanedione, 6-phenyl-(52393-50-7)
• EPA Substance Registry System: 2,4-Hexanedione, 6-phenyl-(52393-50-7)

Safety Data

• Hazardous Substances Data: 52393-50-7(Hazardous Substances Data)

Upstream product

• 123-54-6 acetylacetone 
• 56519-22-3 3-(Dimethyl-λ⁴-sulfanylidene)-6-phenyl-hexane-2,4-dione 
• 1610598-88-3 C₁₂H₁₂O 
• 1144528-46-0 5-hydroxy-1-phenylhexan-3-one 
• 2550-26-7 4-Phenyl-2-butanone 
• 7039-28-3 3-dimethylsulfonio-2,4-dioxapentanide 
• 797752-50-2 4-hydroxy-6-phenyl-1-phenylsulfonyl-2-hexanone 
• 797752-48-8 (5E)-4-hydroxy-6-phenyl-1-phenylsulfonyl-hex-5-en-2-one 
• 103-63-9 1-phenyl-2-bromoethane 
• 631-57-2 Acetyl cyanide 
• 97394-41-7 S-(4-nitrophenyl) 3-phenylpropanethioate 
• 31729-70-1 bis(iodozinc)methane 
• 797752-51-3 -6-phenyl-1-phenylsulfonyl-hexane-2,4-dione 
• 797752-49-9 (5E)-6-phenyl-1-phenylsulfonyl-hex-5-ene-2,4-dione 

Downstream Products

• 5526-26-1 7-Phenyl-3,5-heptandionsaeure 
• 17071-26-0 6-Phenyl-3-acetoxy-2,4-dioxo-hexan 
• 61363-11-9 7-Phenylheptane-2,5-dione 
• 52017-06-8 5-phenylpentane-2,3-dione 
• 1195869-41-0 1-[3-benzyl-5-(2-oxo-2-phenylethyl)-furan-2-yl]propan-2-one 
• 1195869-40-9 1-[5-(2-oxo-2-phenylethyl)-furan-2-yl]-4-phenyl-butan-2-one 
• 501-52-0 3-Phenylpropionic acid 

Relevant articles and documents

Oxone-promoted hydration of electron-deficient allenic esters and ketones into 1,3-dicarbonyl compounds

Abstract A novel and mild protocol for the hydration of electron-deficient allenic esters and ketones into various 1,3-dicarbonyl compounds is described. The hydration of allenes promoted by oxone in DMF afforded the corresponding products in moderate to good yields. This work features the employment of only a catalytic amount of inexpensive and nontoxic solid reagent oxone (2KHSO5·KHSO4·K2SO4), avoiding the utility of toxic metals or traditional Br?nsted acids, in a green version of viewpoint. A possible reaction mechanism for this transformation is also primarily proposed.

Mechanistic studies on the CAN-mediated intramolecular cyclization of δ-aryl-β-dicarbonyl compounds

The synthesis of 2-tetralones through the cyclization of δ-aryl-β-dicarbonyl substrates by using CAN is described. Appropriately functionalized aromatic substrates undergo intramolecular cyclizations generating 2-tetralone derivatives in moderate to good yields. DFT computational studies indicate that successful formation of 2-tetralones from δ-aryl-β-dicarbonyl radicals is dependent on the stability of the subsequent cyclohexadienyl radical intermediates. Furthermore, DFT computational studies were used to rationalize the observed site selectivity in the 2-tetralone products.

1,4-Addition of Bis(iodozincio)methane to α,β-Unsaturated ketones: Chemical and theoretical/computational studies

1,4-Addition of bis(iodozincio)methane to simple α,β-unsaturated ketones does not proceed well; the reaction is slightly endothermic according to DFT calculations. In the presence of chlorotrimethylsilane, the reaction proceeded efficiently to afford a silyl enol ether of β-zinciomethyl ketone. The CZn bond of the silyl enol ether could be used in a cross-coupling reaction to form another C-C bond in a one-pot reaction. In contrast, 1,4-addition of the dizinc reagent to enones carrying an acyloxy group proceeded very efficiently without any additive. In this case, the product was a 1,3-diketone, which was generated in a novel tandem reaction. A theoretical/computational study indicates that the whole reaction pathway is exothermic, and that two zinc atoms of bis(iodozincio)methane accelerate each step cooperatively as effective Lewis acids.