Description

2-Bromo-3′-chloro-1,1′-biphenyl (CAS No. 154407-17-7) is a high-purity halogenated biphenyl compound with the molecular formula C₁₂H₈BrCl and IUPAC name 1-bromo-2-(3-chlorophenyl)benzene. This aromatic organohalide is a valuable intermediate in synthetic organic chemistry, particularly in cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig aminations. Its biphenyl scaffold, functionalized with bromine and chlorine substituents at the 2- and 3′-positions respectively, offers regioselective reactivity for constructing complex polycyclic systems. Supplied as a white to off-white crystalline solid (purity ≥95% by HPLC), it is ideal for pharmaceutical research, materials science, and ligand design. Store under inert conditions at 2-8°C to ensure stability. Available in research quantities (100mg to 10g) with optional certificates of analysis.

Properties

• CAS Number: 154407-17-7
• Complexity: 183
• IUPAC Name: 1-bromo-2-(3-chlorophenyl)benzene
• InChI: InChI=1S/C12H8BrCl/c13-12-7-2-1-6-11(12)9-4-3-5-10(14)8-9/h1-8H
• InChI Key: CJBHNVDCKKHUFP-UHFFFAOYSA-N
• Exact Mass: 265.94979
• Molecular Formula: C12H8BrCl
• Molecular Weight: 267.55
• SMILES: C1=CC=C(C(=C1)C2=CC(=CC=C2)Cl)Br
• Monoisotopic Mass: 265.94979
• Synonyms: 2-bromo-3′-chloro-1,1′-biphenyl, 154407-17-7, 1-bromo-2-(3-chlorophenyl)benzene, SCHEMBL3561173, SCHEMBL7006949, SCHEMBL8616256, SCHEMBL8662652, SCHEMBL15637314, 2-brom-3 ‘-chloro-1, 1’-biphenyl, DB-409234, CS-0089988, D74901

Application

2-Bromo-3′-chloro-1,1′-biphenyl serves as a versatile building block in palladium-catalyzed coupling reactions to synthesize biaryl motifs for drug discovery. It is employed in the development of liquid crystal materials due to its rigid biphenyl core and halogen-directed mesophase behavior. Researchers also utilize this compound to study structure-activity relationships in agrochemicals and as a precursor for OLED materials.

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