Description

4-Chloro-2-fluorobenzyl bromide (CAS No. 71916-82-0) is a high-purity halogenated aromatic compound with the molecular formula C₇H₅BrClF. This organobromine reagent is a versatile building block in synthetic organic chemistry, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The compound features a reactive benzyl bromide group adjacent to chloro and fluoro substituents, enabling selective functionalization via nucleophilic substitution or metal-coupling reactions. Supplied as a clear to pale yellow liquid, it is stabilized for storage and handled under inert conditions to prevent degradation. Ideal for researchers developing novel aryl-alkyl linkages or fluorine-containing scaffolds. Purity is verified by GC/HPLC and NMR to meet rigorous laboratory standards.

Properties

• CAS Number: 71916-82-0
• Complexity: 110
• IUPAC Name: 1-(bromomethyl)-4-chloro-2-fluoro-benzene
• InChI: InChI=1S/C7H5BrClF/c8-4-5-1-2-6(9)3-7(5)10/h1-3H,4H2
• InChI Key: UFCSSWZQROEFBZ-UHFFFAOYSA-N
• Exact Mass: 221.92472
• Molecular Formula: C7H5BrClF
• Molecular Weight: 223.47
• SMILES: C1=CC(=C(C=C1Cl)F)CBr
• Monoisotopic Mass: 221.92472
• Synonyms: 71916-82-0, 4-Chloro-2-fluorobenzyl bromide, 615-694-6, 1-(bromomethyl)-4-chloro-2-fluorobenzene, 2-Fluoro-4-chlorobenzyl bromide, 4-Chloro-2-fluorobenzylbromide, MFCD00831105, Benzene, 1-(bromomethyl)-4-chloro-2-fluoro-, 1-Bromomethyl-4-chloro-2-fluoro-benzene, SCHEMBL269324, SCHEMBL27785502, SCHEMBL27807512, DTXSID70371436, 4-chloro-2-fluoro benzyl bromide, 4-chloro-2-fluoro-benzyl bromide, UFCSSWZQROEFBZ-UHFFFAOYSA-N, CK2033, SBB070819, AKOS005257255, 4-Chloro-2-fluorobenzyl bromide, tech, 1-bromomethyl-4-chloro-2-fluorobenzene, AC-26178, AS-45851, 4-(bromomethyl)-1-chloro-3-fluorobenzene, DB-055582, C2483, NS00125628, EN300-157749

Application

4-Chloro-2-fluorobenzyl bromide serves as a key intermediate in Suzuki-Miyaura and Grignard reactions for constructing complex fluorinated aromatics. It is employed in pharmaceutical research for modifying drug candidates to enhance bioavailability or metabolic stability through halogen effects. The compound also finds use in material science for synthesizing liquid crystals and flame retardants.

Safety and Hazards

GHS Hazard Statements

• H290 (11.1%): May be corrosive to metals [Warning Corrosive to Metals]
• H302 (11.1%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (11.1%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (22.2%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H332 (11.1%): Harmful if inhaled [Warning Acute toxicity, inhalation]

Precautionary Statements

• P234, P260, P261, P264, P264+P265, 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, P390, P405, P406, and P501

Hazard Classes and Categories

• Met. Corr. 1 (11.1%)
• Acute Tox. 4 (11.1%)
• Acute Tox. 4 (11.1%)
• Skin Corr. 1B (100%)
• Eye Dam. 1 (22.2%)
• Acute Tox. 4 (11.1%)

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