3-Nitrophenylboronic Acid | CAS 13331-27-6 | ≥98%

Suzuki–Miyaura Cross-Coupling

• Electron-deficient coupling partner for the synthesis of meta-nitrobiaryl and heteroaryl scaffolds via palladium catalysis — the meta-substitution pattern provides a distinct regiochemical and electronic profile unavailable from the para-isomer
• Widely used in systematic regiochemical studies comparing ortho, meta, and para-substituted arylboronic acids in cross-coupling methodology development
• Compatible with ligand-free, aqueous, microwave-assisted, and heterogeneous palladium-catalysed Suzuki protocols

Nitro Group as Synthetic Handle

• The retained meta-nitro group in coupling products provides a versatile handle for further elaboration — reduction to aniline, conversion to diazonium salt, or activation for nucleophilic aromatic substitution
• Applied in the synthesis of meta-nitroaromatic intermediates subsequently transformed to amino, hydroxy, or halogenated derivatives across pharmaceutical and agrochemical research
• Used in multi-step sequences where the meta-nitro group serves as a directing group or masked amine for downstream functionalisation

Oxidative Ipso-Substitution & Phenol Synthesis

• Reagent for copper- and iron-catalysed oxidative hydroxylation reactions, enabling direct conversion to 3-nitrophenol and related electron-deficient meta-substituted phenolic building blocks
• Applied in the synthesis of meta-hydroxybiaryl intermediates used in fine chemical and materials research

Boronate Esters & Hammett Studies

• Precursor for 3-nitrophenyl boronate esters (pinacol, MIDA, neopentyl glycol) used in iterative cross-coupling strategies and complex molecule assembly
• Applied in systematic Hammett σm substituent constant studies where the meta-nitro group serves as an electron-withdrawing reference point on the meta-substitution scale