97888-81-8Relevant academic research and scientific papers
P-Hydroxyphenacyl photoremovable protecting groups Robust photochemistry despite substituent diversity
Givens, Richard S.,Stensrud, Kenneth,Conrad, Peter G.,Yousef, Abraham L.,Perera, Chamani,Senadheera, Sanjeewa N.,Heger, Dominik,Wirz, Jakob
scheme or table, p. 364 - 384 (2011/06/22)
A broadly based investigation of the effects of a diverse array of substituents on the photochemical rearrangement of p-hydroxyphenacyl esters has demonstrated that common substituents such as F, MeO, CN, CO2R, CONH2, and CH3 have little effect on the rate and quantum efficiencies for the photo-Favorskii rearrangement and the release of the acid leaving group or on the lifetimes of the reactive triplet state. A decrease in the quantum yields across all substituents was observed for the release and rearrangement when the photolyses were carried out in buffered aqueous media at pHs that exceeded the ground-state pKa of the chromophore where the conjugate base is the predominant form. Otherwise, substituents have only a very modest effect on the photoreaction of these robust chromophores.
A facile halogen exchange of active methylene chloro compounds
Bhalerao, U. T.,Raju, B. Chinna,Neelakantan, Parvathi
, p. 1197 - 1199 (2007/10/02)
An unexpected exchange of chlorine with bromine occurs during benzylation of 2-chloro-4'-hydroxy-3',5'-dimethylacetophenone (1a) with benzyl bromide.The products (2, 3 and 4) formed constitute a 60:40 mixture of chloro and bromo derivatives.A simple methodology for such an exchange in two-phase system with aq.HBr in the presence of phase transfer catalyst (PTC) is described.
