Description
Chlorodifluoroacetyl Bromide (CAS 421-45-4) is a highly reactive halogenated acetyl bromide derivative with the molecular formula C2BrClF2O. This organofluorine compound, also known by its IUPAC name 2-chloro-2,2-difluoroacetyl bromide, is a versatile reagent used in organic synthesis and pharmaceutical intermediate preparation. The presence of both chlorine and fluorine atoms adjacent to the carbonyl group enhances its electrophilic character, making it particularly useful for nucleophilic substitution reactions. Supplied as a clear to pale yellow liquid, this compound should be handled under inert conditions due to its moisture sensitivity and reactivity. It is commonly employed in the preparation of fluorinated building blocks for agrochemicals, pharmaceuticals, and specialty materials. Store in a cool, dry place under an inert atmosphere to maintain stability.
Properties
- CAS Number: 421-45-4
- Complexity: 93.7
- IUPAC Name: 2-chloro-2,2-difluoro-acetyl bromide
- InChI: InChI=1S/C2BrClF2O/c3-1(7)2(4,5)6
- InChI Key: VQNGCPSKHQJKSJ-UHFFFAOYSA-N
- Exact Mass: 191.87891
- Molecular Formula: C2BrClF2O
- Molecular Weight: 193.37
- SMILES: C(=O)(C(F)(F)Cl)Br
- Topological: 17.1
- Monoisotopic Mass: 191.87891
- Synonyms: Chlorodifluoroacetyl bromide, 421-45-4, 2-chloro-2,2-difluoroacetyl bromide, MFCD00153742, Chloro-difluoro-acetyl bromide, SCHEMBL4857597, SBB091626, AKOS016015371, DB-307730
Application
Chlorodifluoroacetyl bromide serves as a key intermediate in the synthesis of fluorinated organic compounds, particularly in pharmaceutical and agrochemical research. It is widely used in nucleophilic acyl substitution reactions to introduce the chlorodifluoroacetyl moiety into target molecules. This reagent is valuable for preparing fluorinated analogs of biologically active compounds to study metabolic stability and bioavailability. Researchers also utilize it in the development of novel fluorinated polymers and liquid crystals.
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