DBBF

CAS 56152-73-9, Cat. No EN300-46623465
Reagent for perfluoro-tert-butylation

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1,1-Dibromo-3,3,3-trifluoro-2-(trifluoromethyl)prop-1-ene (DBBF) is a practical reagent for perfluoro-tert-butylation reactions with various electrophiles. Previously, this reaction has been performed with very dangerous, toxic reagents such as perfluoroisobutylene (PFIB)¹. DBBF offers a simpler procedure and a larger scope of substrates. It is a colorless liquid, and easy to work with. The standard procedure for the reaction is activation by CsF in DMF at ambient temperature and can be successfully scaled to a multigram load¹. It is well-suited for a wide variety of structurally diverse substrates bearing different functional groups: phenyl, halogens, nitrile, nitro, acyl, sulfonyl, and esters¹. Many heterocycles are tolerated: quinolone, naphthalene, benzothiophene, thiophene, and pyridine¹. The reagent can be employed for reactions with biomolecules for probing or modification. Overall, the procedure is remarkably selective and predictable, making this reagent a reliable tool.

Synonyms: 1,1-dibromo-3,3,3-trifluoro-2-(trifluoromethyl)-1-propene; 1,1-dibromo-2,2-bis(trifluoromethyl)ethylene; 1,1-dibromo-3,3,3-trifluoro-2-(trifluoromethyl)prop-1-ene; DBBF