Description

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 329214-79-1) is a high-purity boronic ester derivative with the molecular formula C₁₁H₁₆BNO₂. This compound features a pyridine ring coupled with a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane group, making it a versatile intermediate in Suzuki-Miyaura cross-coupling reactions and other palladium-catalyzed transformations. Its stability under ambient conditions and compatibility with a wide range of functional groups make it ideal for pharmaceutical, agrochemical, and materials science research. Available in >97% purity (HPLC), this reagent is rigorously tested for consistency and performance. Suitable for use in organic synthesis, medicinal chemistry, and as a building block for advanced boron-containing compounds.

Properties

• CAS Number: 329214-79-1
• Complexity: 227
• IUPAC Name: 3-(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)9-6-5-7-13-8-9/h5-8H,1-4H3
• InChI Key: XEMDFESAXKSEGI-UHFFFAOYSA-N
• Exact Mass: 205.1274089
• Molecular Formula: C11H16BNO2
• Molecular Weight: 205.06
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=CC=C2
• Topological: 31.4
• Monoisotopic Mass: 205.1274089
• Synonyms: 329214-79-1, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, DTXSID90370426, DTXCID20321461, 627-672-3, 3-Pyridineboronic acid pinacol ester, Pyridine-3-boronic acid pinacol ester, 3-Pyridylboronic acid pinacol ester, 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, pyridine-3-boronic acid, pinacol ester, MFCD03084758, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine, 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine, 3-Pyridineboronicacidpinacolester, Pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, AKOS BRN-1142, SCHEMBL369331, 2-(3-Pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, XEMDFESAXKSEGI-UHFFFAOYSA-N, 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine, 3-pyridyl boronic acid pinacol ester, BBL103124, RB2006, STL556934, 3-pyridine boronic acid pinacol ester, 3-Pyridinylboronic acid pinacol ester, AKOS004114765, AS-2663, CS-W000912, FP38550, PB29225, NCGC00662814-01, AC-24804, SY005595, 3-Pyridineboronic acid pinacol ester, 97%, DB-006236, PYRIDIN-3-YLBORONIC ACID PINACOL ESTER, EN300-174361, Z1336745104, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridine, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds. Its stability and reactivity make it valuable in pharmaceutical research for constructing complex heterocyclic scaffolds. Additionally, it serves as a precursor in the development of boron-based materials for optoelectronic applications.

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 (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 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (97.8%)

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