Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 181219-01-2) is a high-purity boronic ester derivative with the molecular formula C₁₁H₁₆BNO₂. This compound features a pyridine ring functionalized with a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane group, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its stable boronate ester moiety is ideal for Suzuki-Miyaura cross-coupling reactions, enabling the construction of complex biaryl structures. The product is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring consistent performance in sensitive applications. Store under inert conditions to maintain stability. Suitable for use in medicinal chemistry, materials science, and agrochemical development.

Properties

• CAS Number: 181219-01-2
• Complexity: 221
• IUPAC Name: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• InChI: InChI=1S/C11H16BNO2/c1-10(2)11(3,4)15-12(14-10)9-5-7-13-8-6-9/h5-8H,1-4H3
• InChI Key: NLTIETZTDSJANS-UHFFFAOYSA-N
• Exact Mass: 205.1274089
• Molecular Formula: C11H16BNO2
• Molecular Weight: 205.06
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=NC=C2
• Topological: 31.4
• Monoisotopic Mass: 205.1274089
• Synonyms: 181219-01-2, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, DTXSID60370418, DTXCID90321453, 628-005-9, 4-Pyridineboronic acid pinacol ester, Pyridine-4-boronic acid pinacol ester, Pyridine-4-boronic acid, pinacol ester, MFCD01319051, 4-Pyridylboronic acid pinacol ester, 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 2-(4-Pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine, Pyridine, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, pyridine-4-boronic acid pinacol cyclic ester, SCHEMBL321437, SCHEMBL16698962, NLTIETZTDSJANS-UHFFFAOYSA-N, Pyridine-4-boronic acid pinacolate, 4-pyridinylboronic acid pinacol ester, BBL101582, STL555378, 4-pyridine boronic acid pinacol ester, 4-pyridinyl boronic acid pinacol ester, AKOS004119232, CS-W002770, GS-6755, PB27534, NCGC00662638-01, pyridine4boronic acid pinacol cyclic ester, SY007969, 4-Pyridineboronic acid pinacol ester, 97%, DB-008349, T2349, EN300-69714, PYRIDIN-4-YLBORONIC ACID PINACOL ESTER, Z1117899666, 4-(4,4,5,5-tetramethyl-[1,3]dioxaborolan-2-yl)-pyridine, 2-(4-PYRIDYL)-4,4,5,5-TETRAMETHYL-1,3-DIOXABOROLANE, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine, 4-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)-pyridine, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine, 4-(4,4,5,5-Tetramethyl-1.3.2-dioxaborolan-2-yl)pyridine, 4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)pyridine, 2-(PYRIDIN-4-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE, 3-HYDROXY-2,3-DIMETHYLBUTAN-2-YL HYDROGEN PYRIDIN-4-YLBORONATE

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is widely employed as a key building block in Suzuki-Miyaura cross-coupling reactions for synthesizing pharmaceutical intermediates and functional materials. Its pyridine-boronate structure facilitates the introduction of nitrogen-containing heterocycles into complex molecules. Researchers utilize this compound in the development of kinase inhibitors and other bioactive compounds. It also serves as a precursor in the synthesis of advanced materials, including organic semiconductors and metal-organic frameworks (MOFs).

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 (98%): 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 (98%)

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