118578-64-6

Basic information

• Product Name: (R)-<1-((E)-styryl)ethyl>acetylacetone
• Synonyms: (R)-<1-((E)-styryl)ethyl>acetylacetone
• CAS NO: 118578-64-6
• Molecular Weight: 230.307
• Mol File: 118578-64-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-<1-((E)-styryl)ethyl>acetylacetone(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-<1-((E)-styryl)ethyl>acetylacetone(118578-64-6)
• EPA Substance Registry System: (R)-<1-((E)-styryl)ethyl>acetylacetone(118578-64-6)

Safety Data

• Hazardous Substances Data: 118578-64-6(Hazardous Substances Data)

Upstream product

• 100017-30-9 (R)-(Z)-1-hydroxy-1-phenyl-2-butene 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 15435-71-9 sodium acetylacetonate 
• 100017-28-5 (R)-(Z)-1-acetoxy-1-phenyl-2-butene 
• 123-54-6 acetylacetone 
• 82045-04-3 (rac)-(E)-2-acetoxy-4-phenylbut-3-ene 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 

Downstream Products

• 100017-31-0 (4R,5E)-4-methyl-6-phenyl-5-hexaen-2-one 
• 1094836-36-8 (4S,5E)-4-methyl-6-phenyl-5-hexen-2-one 

Relevant articles and documents

Stereochemistry and mechanism of the ligand-coupling reaction of an optically active acetylacetonato(?-allyl)palladium complex

The reaction of optically active acetylacetonato(1-methyl-3-phenyl-?-allyl)palladium(II) with triphenylphosphine in THF gave acetylacetone with inversion of configuration, which indicates that the acetylacetonate anion attacked the ?-allyl carbon of a cationic phosphine complex from the side opposite to palladium.

Stereo- and Regiochemistry in Palladium-Catalyzed Nucleophilic Substitution of Optically Active (E)- and (Z)-Allyl Acetates

Optically acive (E)- and (Z)-allyl acetates, 3-acetoxy-1-phenyl-1-butene (1) and its regioisomer, 1-acetoxy-1-phenyl-3-butene (2), were allowed to react with sodium dimethyl malonate, sodium acetylacetonate, and sodium methyl acetoacetate in the presence of a palladium catalyst.The reaction of (E)-acetates proceeded with retention of configuration and that of (Z)-acetates proceeded with inversion accompanied by geometrical isomerization from Z to E.The stereochemistry observed in the reaction with phenylzinc bromide was opposite to that with the soft nucleophiles.