Description

4-Bromo-2-fluorobenzoyl chloride (CAS No. 151982-51-3) is a high-purity, reactive organic intermediate widely utilized in pharmaceutical and agrochemical research. This compound, with the molecular formula C₇H₃BrClFO, is a versatile building block for synthesizing complex molecules due to its reactive benzoyl chloride and halogenated aromatic structure. It is characterized by its pale to colorless liquid appearance and must be stored under inert conditions to prevent hydrolysis. Ideal for nucleophilic acyl substitution reactions, it serves as a key precursor in the development of active pharmaceutical ingredients (APIs), ligands, and specialty chemicals. Packaged in amber glass bottles under nitrogen to ensure stability, this product is rigorously tested for purity (typically ≥95% by GC or HPLC) to meet the stringent demands of research and industrial applications.

Properties

• CAS Number: 151982-51-3
• Complexity: 165
• IUPAC Name: 4-bromo-2-fluoro-benzoyl chloride
• InChI: InChI=1S/C7H3BrClFO/c8-4-1-2-5(7(9)11)6(10)3-4/h1-3H
• InChI Key: PCFIABOQFAFDAU-UHFFFAOYSA-N
• Exact Mass: 235.90398
• Molecular Formula: C7H3BrClFO
• Molecular Weight: 237.45
• SMILES: C1=CC(=C(C=C1Br)F)C(=O)Cl
• Topological: 17.1
• Monoisotopic Mass: 235.90398
• Synonyms: 4-Bromo-2-fluorobenzoyl chloride, 151982-51-3, DTXSID90370087, DTXCID20321123, 679-092-5, MFCD03411584, Benzoyl chloride, 4-bromo-2-fluoro-, 4-bromo-2-fluorobenzoylchloride, 2-Fluoro-4-bromobenzoyl chloride, 4-bromo-2-fluoro-benzoyl chloride, SCHEMBL321094, PCFIABOQFAFDAU-UHFFFAOYSA-N, BBL100605, SBB098837, STL554399, 4-Bromo-2-fluorobenzoic acid chloride, AKOS005254959, PS-10770, SY019128, B5817, F17558

Application

4-Bromo-2-fluorobenzoyl chloride is primarily employed in the synthesis of pharmaceutical intermediates, particularly in the construction of fluorinated and brominated aromatic compounds. It is used in cross-coupling reactions (e.g., Suzuki or Buchwald-Hartwig) to introduce functionalized benzoyl groups into target molecules. Researchers also leverage its reactivity to develop novel agrochemicals and bioactive compounds. Its dual halogen substitution (bromo and fluoro) enhances electronic tuning in drug discovery.

Safety and Hazards

GHS Hazard Statements

• H290 (12.5%): May be corrosive to metals [Warning Corrosive to Metals]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (12.5%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P234, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P390, P405, P406, and P501

Hazard Classes and Categories

• Met. Corr. 1 (12.5%)
• Skin Corr. 1B (100%)
• Eye Dam. 1 (12.5%)

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