Dibromofluoromethane (DBFM)

Valliscor Capabilities for ​Dibromofluoromethane (DBFM)

Dibromofluoromethane (DBFM) is a useful tool for a wide variety of functionalization – from cyclopropanation to alkylation to dipolar cycloadditions. In many of these transformations, the resultant products contain fluorine. Using proprietary technology, Valliscor manufactures kilogram to commercial scale of high purity DBFM (>98% pure) for the pharmaceutical industry in its Corvallis, Oregon production facility. To find out more information on our offerings, please contact us at info@valliscor.com.

Alternate Names: DBFM, fluorodibromomethane
Catalog #: VCDBFM
CAS #: 1868-53-7
Molecular Weight: 191.83 g/mol
Density: 2.42 g/mL
Boiling Point: 65°C
1H NMR Spectra (CDCl3): 7.71 (d, J = 48.3 Hz, 1H) ppm
13C NMR Spectra (CDCl3):  73.8 (d, J = 315.0 Hz, 1H) ppm
19F NMR Spectra (CDCl3):  -84.08 (d, J = 48.9 Hz, 1H) ppm
Wikipedia Link: http://en.wikipedia.org/wiki/Dibromofluoromethane
Material Safety Data Sheet (MSDS) / SafetyData Sheet (SDS): [DOWNLOAD]


Dibromofluoromethane (DBFM) has proven a powerful reagent for the cyclopropanation of alkenes (J. Org. Chem. 2009, 74, 7075-7083 ), (Chem. Eur. J. 2009, 15, 11256-11265 ), (Eur. J. Org. Chem. 2010, 4145-4150 ), (J. Org. Chem. 2012, 77, 9893-9899 )  (Eq. 1-3).  Zemlicka and co-workers demonstrated the cyclopropation of a trisubstituted alkene with DBFM to access fluoroanalogues of the anti-cytomegalovirus agent cyclopropavir (Nucleos. Nucleot. Nucl. 2007, 26, 231-243 ) (Eq. 1). Hayakawa and co-workers showcased the stereoselectively cyclopropanation of an enamine using dibromofluoromethane (Chem. Lett. 2004, 33, 464-465 ) (Eq. 2). Averina and co-workers employed DBFM in a tetracyclopropantion to access polyspirocycles (J. Org. Chem. 2014, 79, 8163-8170 ) (Eq. 3).

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