Description

4-(Aminomethyl)benzeneboronic acid hydrochloride (CAS No. 75705-21-4) is a high-purity boronic acid derivative with the molecular formula C₇H₁₁BClNO₂. This compound, also known as [4-(aminomethyl)phenyl]boronic acid hydrochloride, is a versatile reagent widely used in organic synthesis, pharmaceutical research, and bioconjugation chemistry. Its unique structure features both a boronic acid group and an aminomethyl moiety, making it an excellent candidate for Suzuki-Miyaura cross-coupling reactions, as well as a building block for the development of enzyme inhibitors, sensors, and drug candidates. The hydrochloride salt form ensures improved stability and solubility for various experimental conditions. Our product is rigorously tested for purity and consistency, meeting the stringent requirements of research and industrial applications. Store in a cool, dry place under inert conditions to maintain optimal stability.

Properties

• CAS Number: 75705-21-4
• Complexity: 113
• IUPAC Name: [4-(aminomethyl)phenyl]boronic acid;hydrochloride
• InChI: InChI=1S/C7H10BNO2.ClH/c9-5-6-1-3-7(4-2-6)8(10)11;/h1-4,10-11H,5,9H2;1H
• InChI Key: HUZNRXFJHYNUMV-UHFFFAOYSA-N
• Exact Mass: 187.0571365
• Molecular Formula: C7H11BClNO2
• Molecular Weight: 187.43
• SMILES: B(C1=CC=C(C=C1)CN)(O)O.Cl
• Topological: 66.5
• Monoisotopic Mass: 187.0571365
• Synonyms: 4-(aminomethyl)benzeneboronic acid hydrochloride, 672-309-4, 75705-21-4, 4-Aminomethylphenylboronic acid hydrochloride, 4-(aminomethyl)phenylboronic acid hydrochloride, 4-aminomethylphenylboronic acid hcl, 4-aminomethylphenylboronic acid, hcl, [4-(aminomethyl)phenyl]boronic acid;hydrochloride, MFCD01632199, [4-(aminomethyl)phenyl]boronic acid hydrochloride, 4-aminomethylphenylboronic acid, hydrochloride, (4-aminomethylphenyl)boronic acid hydrochloride, (4-(aminomethyl)phenyl)boronic acid hydrochloride, 4-Aminomethylbenzeneboronic acid hydrochloride, Boronic acid, [4-(aminomethyl)phenyl]-, hydrochloride, 4-Aminomethylphenylboronicacidhydrochloride, SCHEMBL721501, CHEMBL2448389, DTXSID70370202, HUZNRXFJHYNUMV-UHFFFAOYSA-N, ADA70521, SBB003689, AKOS015847662, AB09461, PS-9499, 4-aminomethylphenylboronic acid HCL salt, AC-17495, SY024048, DB-009536, CS-0042868, 4-aminomethyl-phenylboronic acid hydrochloride, 4-aminomethylphenyl boronic acid hydrochloride, A11205, (4-aminomethylphenyl)boronic acid, hydrochloride, 4-(aminomethyl)-phenylboronic acid hydrochloride, EN300-1702845, [4-(Aminomethyl)benzene]boronic acid hydrochloride, [4-(aminomethyl)phenyl]-boronic acid hydrochloride, 4-aminomethylphenyl boronic acid hydrochloride salt, 4-aminomethylphenylboronic acid, hydrochloride, AldrichCPR

Application

4-(Aminomethyl)benzeneboronic acid hydrochloride is widely employed as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds. It serves as a valuable building block in medicinal chemistry for the development of protease inhibitors and receptor-targeting molecules. Additionally, its boronic acid functionality makes it useful in carbohydrate sensing and glycoprotein analysis due to its affinity for diol-containing compounds.

Safety and Hazards

GHS Hazard Statements

• H302 (85.1%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (19.1%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (19.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (19.1%): 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 (85.1%)
• Skin Irrit. 2 (19.1%)
• Eye Irrit. 2 (19.1%)
• STOT SE 3 (19.1%)

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