Description

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS No. 210907-84-9) is a highly versatile boronic acid pinacol ester derivative, widely utilized in organic synthesis and pharmaceutical research. This compound features a stable dioxaborolane ring, ensuring excellent handling and storage stability. With a molecular formula of C₁₂H₁₈BNO₂, it serves as a critical intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds for complex molecule construction. Its aniline moiety further enhances reactivity, making it invaluable for the synthesis of bioactive compounds, polymers, and advanced materials. Available in high purity (≥97%), this reagent is ideal for researchers requiring precision and reliability in their chemical processes.

Properties

• CAS Number: 210907-84-9
• Complexity: 252
• IUPAC Name: 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
• InChI: InChI=1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-6-5-7-10(14)8-9/h5-8H,14H2,1-4H3
• InChI Key: YMXIIVIQLHYKOT-UHFFFAOYSA-N
• Exact Mass: 219.1430590
• Molecular Formula: C12H18BNO2
• Molecular Weight: 219.09
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)N
• Topological: 44.5
• Monoisotopic Mass: 219.1430590
• Synonyms: 210907-84-9, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, DTXSID30370425, DTXCID60321460, 626-895-3, 3-Aminophenylboronic acid pinacol ester, Benzenamine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 3-aminophenylboronic acid, pinacol ester, MFCD03453668, 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 3-Aminophenylboronic acid, pinacol cyclic ester, (3-AMINOPHENYL)BORONIC ACID PINACOL ESTER, SCHEMBL103840, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine, BCP24976, CS-D1773, AKOS005259706, AB15531, AS-2302, 3-aminobenzeneboronic acid pinacol ester, 3-Aminophenyl boronic acid pinacol ester, NCGC00662778-01, HY-20304, SY023321, DB-010529, T3028, 3-Aminophenylboronic acid pinacol ester, 97%, EN300-176102, 3-(4,4,5,5-3-Aminophenylboronic acid pinacol ester, 3-AMINOBENZENEBORONIC ACID PINACOL ESTER, 97%, Z1509383062, 3,(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2yl)-aniline, 2-(3-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-aniline, 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-aniline, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenylamine, 3-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)phenylamine, 3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine, 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-ANILINE 97%

This compound is primarily used as a key intermediate in Suzuki-Miyaura cross-coupling reactions, facilitating the synthesis of biaryl structures in pharmaceuticals and agrochemicals. Its stability and reactivity make it suitable for constructing complex organic frameworks in medicinal chemistry. Additionally, it finds applications in materials science for developing boron-containing polymers and functionalized surfaces.

Safety and Hazards

GHS Hazard Statements

• H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.8%): 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 (97.9%)
• Eye Irrit. 2 (97.9%)
• STOT SE 3 (95.8%)

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