Description
2-Bromo-2′-fluoroacetophenone (CAS No. 655-15-2) is a high-purity halogenated aromatic ketone with the molecular formula C8H6BrFO. This compound, also known as 2-bromo-1-(2-fluorophenyl)ethanone, is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its unique structure, featuring both bromine and fluorine substituents, enables selective reactivity for cross-coupling reactions, nucleophilic substitutions, and as a precursor for heterocyclic compounds. Available in >98% purity (GC), this product is rigorously tested for consistency and stability, making it ideal for demanding applications. Packaged under inert gas to ensure longevity, it is supplied in amber glass vials or bulk quantities with detailed analytical certificates (COA).
Properties
- CAS Number: 655-15-2
- Complexity: 149
- IUPAC Name: 2-bromo-1-(2-fluorophenyl)ethanone
- InChI: InChI=1S/C8H6BrFO/c9-5-8(11)6-3-1-2-4-7(6)10/h1-4H,5H2
- InChI Key: QDNWNJSLWKHNTM-UHFFFAOYSA-N
- Exact Mass: 215.95861
- Molecular Formula: C8H6BrFO
- Molecular Weight: 217.03
- SMILES: C1=CC=C(C(=C1)C(=O)CBr)F
- Topological: 17.1
- Monoisotopic Mass: 215.95861
- Synonyms: 655-15-2, 2-Bromo-2′-fluoroacetophenone, 2-Bromo-1-(2-fluorophenyl)ethanone, DTXSID40372071, DTXCID40323104, 691-184-7, 2-Fluorophenacyl bromide, 2-bromo-1-(2-fluorophenyl)ethan-1-one, MFCD00278796, Ethanone, 2-bromo-1-(2-fluorophenyl)-, 2-Fluorophenacylbromide, O-FLUOROPHENACYL BROMIDE, o-fluoro phenacyl bromide, 2′-fluoro-bromoacetophenone, G4MHR335NC, SCHEMBL166429, 1-Bromo-2′-fluoroacetophenone, 2-Bromo-2 inverted exclamation mark -fluoroacetophenone, 2-Bromo-2′-fluoroacetophenone, BCP28127, SBB051669, STL131878, 2-bromo-1-(2-fluorophenyl)-ethanone, 2-Bromo-2′-fluoroacetophenone, 97%, AKOS000122304, CS-W004082, HY-W004082, PS-9994, 2-bromo-1-(2-fluoro-phenyl)-ethanone, SY022607, DB-006134, B5104, EN300-01886, Z94602027
Application
2-Bromo-2′-fluoroacetophenone is widely used as a key intermediate in the synthesis of fluorinated pharmaceuticals, including kinase inhibitors and CNS-active compounds. Its reactivity allows for efficient incorporation into complex molecules via Suzuki-Miyaura or Buchwald-Hartwig couplings. Researchers also employ it in the development of agrochemicals and specialty materials, leveraging its halogenated aromatic core for enhanced bioactivity. The compound’s stability under inert conditions ensures reliable performance in multi-step synthetic routes.
Safety and Hazards
GHS Hazard Statements
- H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
Precautionary Statements
- P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501
Hazard Classes and Categories
- Skin Corr. 1B (100%)
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