Description

(3-Amino-4-methylphenyl)boronic acid (CAS No. 22237-12-3) is a high-purity boronic acid derivative with the molecular formula C₇H₁₀BNO₂. This compound is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its reactive boronic acid functional group. It features an amino and methyl substituent on the phenyl ring, enhancing its utility in pharmaceutical and material science applications. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring optimal performance in research and industrial processes. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 22237-12-3
• Complexity: 132
• IUPAC Name: (3-amino-4-methyl-phenyl)boronic acid
• InChI: InChI=1S/C7H10BNO2/c1-5-2-3-6(8(10)11)4-7(5)9/h2-4,10-11H,9H2,1H3
• InChI Key: PLTGUDDQNWJILD-UHFFFAOYSA-N
• Exact Mass: 151.0804587
• Molecular Formula: C7H10BNO2
• Molecular Weight: 150.97
• SMILES: B(C1=CC(=C(C=C1)C)N)(O)O
• Topological: 66.5
• Monoisotopic Mass: 151.0804587
• Synonyms: (3-amino-4-methylphenyl)boronic acid, 681-828-5, 22237-12-3, 3-AMINO-4-METHYLPHENYLBORONIC ACID, 3-Amino-4-methylbenzeneboronic acid, MFCD01074640, (3-amino-4-methyl-phenyl)boronic Acid, Boronic acid, (3-amino-4-methylphenyl)-, SCHEMBL189833, DTXSID00372254, PLTGUDDQNWJILD-UHFFFAOYSA-N, 3-amino4methyl phenyl boronic acid, 3-AMINO-P-TOLYLBORONIC ACID, STR09172, 3-amino-4-methyl-phenylboronic acid, 3-amino-4-methyl phenyl boronic acid, AKOS006228020, AB08081, CS-W018128, 3-AMINO-4-METHYLPHENYLBORONICACID, SY022542, DB-015987, A2745, EN300-316752, Z1201620793, 3-Amino-4-methylbenzeneboronic acid(contains varying amounts of Anhydride)

Application

(3-Amino-4-methylphenyl)boronic acid is widely used as a key intermediate in the synthesis of bioactive compounds, including pharmaceuticals and agrochemicals. Its boronic acid group enables efficient cross-coupling reactions for constructing complex aromatic systems. Researchers also employ it in the development of sensors and catalysts due to its chelating properties. The amino and methyl groups further diversify its reactivity in functional material design.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (90%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (90%)

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