Description

2-Bromo-4-fluorobenzoyl chloride (CAS No. 95383-36-1) is a highly reactive and versatile aromatic acyl chloride derivative, widely used in organic synthesis and pharmaceutical research. This compound features a benzoyl chloride core substituted with bromine and fluorine at the 2- and 4-positions, respectively, making it a valuable building block for the introduction of halogenated aromatic groups. With a molecular formula of C₇H₃BrClFO and a molecular weight of 237.45 g/mol, it is a pale to yellow liquid or low-melting solid under standard conditions. Its reactivity as an acylating agent enables efficient amide, ester, and ketone formation, particularly in the synthesis of bioactive molecules and advanced intermediates. Proper handling under inert conditions is recommended due to its sensitivity to moisture and potential corrosiveness. Ideal for researchers in medicinal chemistry, agrochemical development, and material science.

Properties

• CAS Number: 95383-36-1
• Complexity: 165
• IUPAC Name: 2-bromo-4-fluoro-benzoyl chloride
• InChI: InChI=1S/C7H3BrClFO/c8-6-3-4(10)1-2-5(6)7(9)11/h1-3H
• InChI Key: AXZRUTPBQMAWLP-UHFFFAOYSA-N
• Exact Mass: 235.90398
• Molecular Formula: C7H3BrClFO
• Molecular Weight: 237.45
• SMILES: C1=CC(=C(C=C1F)Br)C(=O)Cl
• Topological: 17.1
• Monoisotopic Mass: 235.90398
• Synonyms: 2-bromo-4-fluorobenzoyl chloride, 95383-36-1, DTXSID80382598, DTXCID00333623, 619-124-7, 2-BROMO-4-FLUOROBENZOYLCHLORIDE, Benzoyl chloride, 2-bromo-4-fluoro-, 4-fluoro-2-bromobenzoyl chloride, MFCD07368700, 2-bromo-4-fluoro-benzoyl Chloride, SCHEMBL108131, 2-bromo4-fluorobenzoyl chloride, AXZRUTPBQMAWLP-UHFFFAOYSA-N, SBB098834, AKOS009158031, AS-47983, SY096547, DB-093665, F17471

Application

2-Bromo-4-fluorobenzoyl chloride is primarily employed as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. Its reactive acyl chloride group facilitates coupling with amines or alcohols to form amides or esters, often utilized in drug discovery for structural diversification. The presence of bromine and fluorine enhances its utility in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig reactions, enabling access to complex aromatic systems. Researchers also leverage its halogenated aromatic core for designing fluorescent probes or polymer precursors. Strict anhydrous conditions are advised during use to prevent hydrolysis.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (50%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H332 (50%): Harmful if inhaled [Warning Acute toxicity, inhalation]

Precautionary Statements

• P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Acute Tox. 4 (50%)
• Skin Corr. 1B (100%)
• Acute Tox. 4 (50%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.