Description

(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine hydrochloride (CAS: 380430-65-9) is a high-purity boronic ester derivative designed for advanced research and pharmaceutical applications. This compound, with the molecular formula C₁₃H₂₁BClNO₂, features a pinacol-protected boronic acid group coupled with an aminomethylphenyl moiety, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions and other organoboron chemistry. The hydrochloride salt enhances stability and solubility, ensuring reliable performance in synthetic workflows. Ideal for medicinal chemistry, drug discovery, and material science, this reagent is rigorously tested for quality (≥97% purity) and supplied with comprehensive analytical data (NMR, HPLC, MS). Store under inert conditions at 2-8°C to maintain integrity.

Properties

• CAS Number: 380430-65-9
• Complexity: 265
• IUPAC Name: [3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine;hydrochloride
• InChI: InChI=1S/C13H20BNO2.ClH/c1-12(2)13(3,4)17-14(16-12)11-7-5-6-10(8-11)9-15;/h5-8H,9,15H2,1-4H3;1H
• InChI Key: BZZYJHQGJDCCCZ-UHFFFAOYSA-N
• Exact Mass: 269.1353868
• Molecular Formula: C13H21BClNO2
• Molecular Weight: 269.58
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)CN.Cl
• Topological: 44.5
• Monoisotopic Mass: 269.1353868
• Synonyms: (3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine hydrochloride, [3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine hydrochloride, 689-657-8, 380430-65-9, 3-AMINOMETHYLPHENYLBORONIC ACID, PINACOL ESTER, HCL, [3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine;hydrochloride, 3-aminomethylphenylboronic acid, pinacol ester hydrochloride, 3-Aminomethylphenylboronic acid pinacol ester HCl, MFCD03410294, (3-Aminomethylphenyl)boronic acid, pinacol ester hydrochloride, 1-[3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]METHANAMINE HYDROCHLORIDE, 3-(Aminomethyl)phenylboronic acid pinacol ester, hydrochloride, AKOS015960294, 3-aminomethylphenylboronic acid, pinacol ester hydrochloride, AldrichCPR, 3-(Aminomethyl)phenylboronic acid pinacol ester hydrochloride, [3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine hydrochloride, SCHEMBL1631610, 3-Aminomethylbenzeneboronic acid pinacol ester hydrochloride, DTXSID30586009, AKOS015949486, AS-2568, (3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL)METHANAMINE HCL, SY024389, CS-0174314, L10039, EN300-1071956, Z2574932984, 3-(Aminomethyl)benzeneboronic acid, pinacol ester hydrochloride, 3-aminomethylphenylboronic acid, pinacol ester hydrochloride, 97%, 1-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine–hydrogen chloride (1/1)

This compound serves as a key intermediate in the synthesis of bioactive molecules, particularly in the development of boron-containing pharmaceuticals. It is widely used in Suzuki-Miyaura cross-coupling reactions to construct biaryl scaffolds for drug candidates. Researchers also employ it in proteomics and bioconjugation due to its reactive amine and boronate groups. Its stability under physiological conditions makes it suitable for PET radiotracer development. Handle with standard precautions for air- and moisture-sensitive compounds.

Safety and Hazards

GHS Hazard Statements

• H315 (97.8%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.8%): 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 (97.8%)
• Eye Irrit. 2 (97.8%)
• STOT SE 3 (97.8%)

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