Ethyl dibromofluoroacetate is a reagent used in the preparation of fluorinated molecules in organic synthesis. It is involved in the Reformatsky-type reaction to prepare syn-alfa-bromo-alfa-fluoro-beta-lactams by using diethylzinc. It is also used to prepare 2-fluoroaziridine-2-carboxylates by reaction with imines.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Ethyl dibromofluoroacetate is a reagent used in the preparation of fluorinated molecules in organic synthesis. It is involved in the Reformatsky-type reaction to prepare syn-alfa-bromo-alfa-fluoro-beta-lactams by using diethylzinc. It is also used to prepare 2-fluoroaziridine-2-carboxylates by reaction with imines.
Solubility
Miscible with most organic solvents. Immiscible with water.
Notes
Incompatible with oxidizing agents and bases.
RUO – Research Use Only
Tarui, A.; Tanaka, A.; Ueo, M.; Sato, K.; Omote, M.; Ando, A. Synthesis of a fluorinated Ezetimibe analogue using radical allylation of alpha-bromo-alpha-fluoro-beta-lactam. New J. Chem. 2015, 39 (12), 9325-9329.
Tarui, A.; Nishimura, H.; Ikebata, T.; Tahira, A.; Sato, K.; Omote, M.; Minami, H.; Miwa, Y.; Ando, A. Ligand-Promoted Asymmetric Imino-Reformatsky Reaction of Ethyl Dibromofluoroacetate. Org. Lett. 2014, 16 (8), 2080-2083.