Solvent-Dependent Photochemistry of 2, 2, 2-Tribromoethyl-(2′-phenylacetate)

DM Denning, DE Falvey

Index: Denning, Derek M.; Falvey, Daniel E. Journal of Organic Chemistry, 2013 , vol. 78, # 5 p. 1934 - 1939

Full Text: HTML

Citation Number: 1

Abstract

Photolysis (254 nm) of the title compound 1 produces a variety of stable products, which vary significantly with the nature of the solvent. Solvents that serve as efficient H atom donors (methanol, ethanol, isopropyl alcohol) favor products arising from a net reduction of one or more of the C–Br bonds. These include 2, 2-dibromoethyl-(2′-phenylacetate) 2 and 2- bromoethyl-(2′-phenylacetate) 3. In the presence of nucleophiles, products such as 2-(2 ...