53546-37-5

Upstream product

• 495-40-9 propiophenone 
• 15022-08-9 diallylcarbonate 
• 120869-79-6 (Z)-trimethyl((1-phenylbut-1-en-1-yl)oxy)silane 
• 77821-53-5 butyrophenone iminate 
• 106-95-6 allyl bromide 
• 556-56-9 allyl iodid 

Downstream Products

• 145451-78-1 2-ethyl-2-methyl-1-phenyl-pent-4-en-1-one 
• 848608-45-7 2-ethyl-2-allyl-1-phenyl-pent-4-en-1-one 
• 6196-83-4 2-phenylbicyclo[2.2.1]heptan-2-ol 
• 3240-29-7 1-Phenylpent-4-en-1-one 
• 78300-42-2 4-phenyl-3-ethyl-4-pentenal 
• 78300-43-3 2-Allyl-1-phenylcyclobutan-1-ol 
• 78300-44-4 3-phenyl-4-ethyl-3-cyclopentenol 

Relevant academic research and scientific papers

PALLADIUM-CATALYZED ALLYLATION OF KETONES AND ALDEHYDES WITH ALLYLIC CARBONATES VIA SILYL ENOL ETHERS UNDER NEUTRAL CONDITIONS

Silyl enol ethers are converted to 2-allyl ketones and aldehydes by the reaction with allylic carbonates in the presence of a palladium-phosphine catalyst.

Monoradical Rearrangements of the 1,4-Biradicals Involved in Norrish Type II Photoreactions

The photochemistry of α-allylbutyrophenone (α-AB) and that of γ-cyclopropylbutyrophenone (γ-CB) both reveal that the 1,4-biradicals generated by triplet-state γ-hydrogen abstraction undergo typical radical rearrangements in competition with their more normal type II reactions.From α-AB, 2-phenyl-2-norbornanol is formed in 1/24th the combined yield of 1-phenyl-4-penten-1-one and 1-phenyl-2-allylcyclobutanol.Its formation is explained by a 5-hexenyl-to-cyclopentylmethyl rearrangement of the 1,4-biradical, with a rate constant of 5 x 105 s-1.From γ-CB, 1-phenyl-4-hepten-1-one and 1-phenyl-4-cycloheptenol together are formed in double the yield of acetophenone.Their formation is explained by a cyclopropylcarbinyl-to-allylcarbinyl rearrangement of the 1,4-biradical, with a rate constant of 2 x 107 s-1.In both cases, the rearrangement percentages are what would be predicted if the biradicals have the same 35 - 50-ns lifetime measured for other ketones and if they rearrange with the same rate constants characteristic of monoradicals.Triplet γ-CB decays only 1.5 times faster than triplet γ-isopropylbutyrophenone, indicating that there is at most a small enhancement of the γ-hydrogen abstraction rate by cyclopropyl cojugation.Triplet α-AB decays 100 times faster than triplet butyrophenone, 99percent representing internal quenching by the β-vinyl group ( k = 8 x 108 s-1).Bicyclic oxetanes are formed in quantum yields of only 0.01.No oxetanes were isolated, only rearranged unsaturated alcohols and aldehydes.