148493-20-3

Basic information

• Product Name: (R)-2-phenyl-4-oxopentanoic acid
• Synonyms: (R)-2-phenyl-4-oxopentanoic acid
• CAS NO: 148493-20-3
• Molecular Weight: 192.214
• Mol File: 148493-20-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-2-phenyl-4-oxopentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-phenyl-4-oxopentanoic acid(148493-20-3)
• EPA Substance Registry System: (R)-2-phenyl-4-oxopentanoic acid(148493-20-3)

Safety Data

• Hazardous Substances Data: 148493-20-3(Hazardous Substances Data)

Upstream product

• 101-41-7 benzeneacetic acid methyl ester 
• 14815-73-7 methyl allylphenylacetate 
• 74457-44-6 methyl 4-keto-2-phenylpentanoate 

Relevant articles and documents

Predominant 1,2-insertion of styrene in the Pd-catalyzed alternating copolymerization with carbon monoxide

The regioselectivity of styrene insertion to an acyl-Pd bond was studied by NMR in (i) a stoichiomeric reaction and (ii) a copolymerization with CO. In the stoichiometric reaction of styrene with [(CH3CO)Pd-(CH3CN){(R,S)-BINAPHOS}] ·[B{3,5-(CF3)2C6 H3}4], both 1,2-and 2,1-products were given. To mimic the real polymerization conditions, a polyketone-substituted complex [{CH3(CH2CHCH3CO)n}Pd{(R,S)-BINAP HOS}]·[B(3,5-(CF3)2C6 H3)4] (n ≈ 14) was prepared. When this polymer-attached Pd species was treated with styrene, the 1,2-insertion product was the only detectable species. Thus, exclusive 1,2-insertion is demonstrated to be responsible for the styrene-CO copolymerization, in sharp contrast to the predominant 2,1-insertion with conventional nitrogen ligands. Chain-end analysis revealed that β-hydride elimination took place from the 2,1-complex but not from the 1,2-complex. Thus, once 2,1-insertion occurs, rapid β-hydride elimination proceeds to terminate the polymerization, as is common to the other phosphorus-ligand systems. The resulting Pd-H species re-initiates the copolymerization, as was proven by MALDI-TOF mass analysis of the product copolymers.