Description

4-Aminocarbonylphenylboronic acid (CAS No. 123088-59-5) is a high-purity boronic acid derivative with the molecular formula C₇H₈BNO₃, widely utilized in organic synthesis and pharmaceutical research. This compound, also known as (4-carbamoylphenyl)boronic acid, features a boronic acid functional group (-B(OH)₂) attached to a carbamoyl-substituted phenyl ring, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions, bioconjugation, and sensor development. Its high reactivity with diols and other nucleophiles enables applications in carbohydrate recognition, molecular imprinting, and drug delivery systems. Suitable for researchers and industrial scientists, our product is rigorously tested for purity (>98%) and consistency, ensuring optimal performance in sensitive chemical processes. Available in convenient quantities with detailed analytical data (HPLC, NMR, MS) for quality assurance.

Properties

• CAS Number: 123088-59-5
• Complexity: 166
• IUPAC Name: (4-carbamoylphenyl)boronic acid
• InChI: InChI=1S/C7H8BNO3/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H2,9,10)
• InChI Key: GNRHNKBJNUVWFZ-UHFFFAOYSA-N
• Exact Mass: 165.0597233
• Molecular Formula: C7H8BNO3
• Molecular Weight: 164.96
• SMILES: B(C1=CC=C(C=C1)C(=O)N)(O)O
• Topological: 83.6
• Monoisotopic Mass: 165.0597233
• Synonyms: 4-Aminocarbonylphenylboronic acid, 627-202-7, 123088-59-5, 4-Carbamoylphenylboronic acid, (4-carbamoylphenyl)boronic Acid, benzamide-4-boronic acid, 4-carbamoylbenzeneboronic acid, MFCD03411940, Boronic acid, B-[4-(aminocarbonyl)phenyl]-, 4-(Aminocarbonyl)Phenylboronic Acid, (4-AMINOCARBONYLPHENYL)BORONIC ACID, p-(aminocarbonyl)phenylboronic acid, 4-(Aminocarbonyl)benzeneboronic acid, 4-Carbamoylphenylboronicacid, Boronic acid, [4-(aminocarbonyl)phenyl]-, 4-(dihydroxyboranyl)benzamide, SCHEMBL104764, 4-carbamoylphenyl boronic acid, CHEMBL328052, SCHEMBL3896211, 4- carbamoyl phenylboronic acid, 4-carbamoyl-phenyl boronic acid, 4-carboxamide-phenylboronic acid, DTXSID10372260, 4-aminocarbonylphenyl boronic acid, GNRHNKBJNUVWFZ-UHFFFAOYSA-N, (4-carbamoyl-phenyl)-boronic acid, 4-aminocarbonyl phenyl boronic acid, 4-aminocarbonyl-phenyl boronic acid, STR07959, BBL103462, SBB070119, STL557272, [4-(aminocarbonyl)phenyl]boronic acid, 4-(aminocarbonyl)-phenyl boronic acid, AKOS005254356, CS-W000808, HY-W000808, SB75798, NCGC00249504-01, AC-30996, SY024633, DB-010643, DB-316454, C2570, EN300-316838, Z1171974289, 4-Aminocarbonylphenylboronic acid(contains varying amounts of Anhydride), 101051-09-6

Application

4-Aminocarbonylphenylboronic acid is primarily used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for synthesizing biaryl compounds in pharmaceutical and materials science. Its boronic acid moiety facilitates selective binding to diols, enabling applications in glucose sensing and glycoprotein analysis. Researchers also employ it in covalent organic frameworks (COFs) and as a ligand for catalytic systems.

Safety and Hazards

GHS Hazard Statements

• H302 (97.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (11.4%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (11.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501

Hazard Classes and Categories

• Acute Tox. 4 (97.7%)
• Skin Irrit. 2 (11.4%)
• Eye Irrit. 2A (11.4%)

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