Description

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (CAS: 844501-71-9) is a high-purity boronic ester derivative widely used in organic synthesis and pharmaceutical research. This compound, with the molecular formula C₉H₁₅BN₂O₂, serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling the formation of C-C bonds in complex molecular architectures. Its pinacol boronic ester group enhances stability and reactivity, making it ideal for applications in medicinal chemistry, materials science, and agrochemical development. Supplied as a crystalline solid, this reagent is rigorously tested to ensure >95% purity (HPLC/GC) and is packaged under inert conditions to guarantee long-term stability. Store in a cool, dry place away from moisture and light to maintain optimal performance.

Properties

• CAS Number: 844501-71-9
• Complexity: 217
• IUPAC Name: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• InChI: InChI=1S/C9H15BN2O2/c1-8(2)9(3,4)14-10(13-8)7-5-6-11-12-7/h5-6H,1-4H3,(H,11,12)
• InChI Key: KWLOIDOKWUESNM-UHFFFAOYSA-N
• Exact Mass: 194.1226579
• Molecular Formula: C9H15BN2O2
• Molecular Weight: 194.04
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=NN2
• Topological: 47.1
• Monoisotopic Mass: 194.1226579
• Synonyms: 844501-71-9, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1086111-17-2, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 677-031-7, 811-313-4, 1H-Pyrazole-3-boronic acid pinacol ester, Pyrazole-3-boronic acid pinacol ester, 1H-PYRAZOLE-5-BORONIC ACID PINACOL ESTER, 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE)-PYRAZOLE, 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1H-Pyrazole, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, Pyrazole-3-boronic acid, pinacol ester, MFCD07368044, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxabolone)-pyrrazole, 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole, KWLOIDOKWUESNM-UHFFFAOYSA-N, C4P3QKV8N8, SCHEMBL31180, SCHEMBL1041667, pyrazol eboronic acid pinacol ester, BCP12514, BBL102242, STL556041, 1H-Pyrazole-3-boronicacidpinacolester, 1h-pyrazole boronic acid pinacol ester, AKOS006282051, AKOS015920424, AB31572, BS-2113, CS-W008230, AC-14602, AC-31776, SY026550, DB-059769, CS-0149687, T3829, EN300-212588, 1H-Pyrazole-5-boronic acid pinacol ester, AldrichCPR, Z2768165588, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 1H-Pyrazole,3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-, 1H-Pyrazole,5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 3-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

This boronic ester is extensively used in Pd-catalyzed cross-coupling reactions to synthesize biaryl and heteroaryl compounds for drug discovery. It is particularly valuable in constructing pyrazole-containing scaffolds, which are prevalent in bioactive molecules. Researchers also employ it in the development of advanced materials, such as organic semiconductors and metal-organic frameworks (MOFs). Its stability under mild conditions makes it suitable for multi-step synthetic routes.

Safety and Hazards

GHS Hazard Statements

• H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P316, P321, P330, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (100%)

If you are interested or have any questions, please contact us at support@atomfair.com

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