Description

4-Nitrophenylboronic acid (CAS No. 24067-17-2) is a high-purity boronic acid derivative with the molecular formula C₆H₆BNO₄. This compound, also known by its IUPAC name (4-nitrophenyl)boronic acid, is a versatile reagent widely used in organic synthesis, pharmaceuticals, and materials science. It features a boronic acid functional group (-B(OH)₂) attached to a nitrophenyl ring, making it an excellent candidate for Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic chemistry. Our product is rigorously tested for purity, ensuring optimal performance in sensitive applications. Available in various quantities, it is supplied with detailed analytical certificates (CoA) including HPLC, NMR, and MS data to guarantee traceability and consistency for researchers and industrial scientists.

Properties

• CAS Number: 24067-17-2
• Complexity: 161
• IUPAC Name: (4-nitrophenyl)boronic acid
• InChI: InChI=1S/C6H6BNO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,9-10H
• InChI Key: NSFJAFZHYOAMHL-UHFFFAOYSA-N
• Exact Mass: 167.0389878
• Molecular Formula: C6H6BNO4
• Molecular Weight: 166.93
• SMILES: B(C1=CC=C(C=C1)[N+](=O)[O-])(O)O
• Topological: 86.3
• Monoisotopic Mass: 167.0389878
• Synonyms: 4-Nitrophenylboronic acid, 24067-17-2, DTXSID50378549, DTXCID50329576, 627-647-7, (4-nitrophenyl)boronic Acid, 4-Nitrobenzeneboronic acid, p-nitrophenylboronic acid, 4-Nitrophenyl boronic acid, MFCD00161360, Boronic acid, (4-nitrophenyl)-, p-nitrophenyl boronic acid, 4-Nitro phenyl boronic acid, 4-nitrobenzenboronic acid, (4-nitrophenyl)boranediol, 4-nitro-phenylboronic acid, (4-nitrophenyl)boronicAcid, para-nitrophenylboronic acid, SCHEMBL5993, 4-nitro-phenyl boronic acid, CHEMBL91108, SCHEMBL14727519, BDBM26130, NSFJAFZHYOAMHL-UHFFFAOYSA-N, 4-Nitrophenylboronic Acid (contains varying amounts of Anhydride), CS-D0729, BBL103704, RB3032, STL557514, AKOS009157614, 4-Nitrophenylboronic acid, >=95.0%, AB04238, FN14560, GS-6522, NCGC00249507-01, AC-25841, HY-50807, PD131129, SY009037, DB-016077, N0812, EN300-55471, Z838078136, UKH

Application

4-Nitrophenylboronic acid is primarily employed as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds, which are critical in pharmaceutical and agrochemical development. It also serves as a building block in the preparation of sensors and molecular recognition systems due to its boronic acid group’s affinity for diols and sugars. Additionally, this compound finds use in polymer chemistry and materials science for modifying surfaces or creating functionalized materials with tailored properties.

Safety and Hazards

GHS Hazard Statements

• H302 (87.5%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (18.8%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (18.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (16.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (87.5%)
• Skin Irrit. 2 (18.8%)
• Eye Irrit. 2A (18.8%)
• STOT SE 3 (16.7%)

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