Description

4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridazine (CAS No. 863422-41-7) is a high-purity boronic ester derivative of pyridazine, designed for advanced synthetic and catalytic applications. With the molecular formula C₁₀H₁₅BN₂O₂, this compound features a stable pinacol boronate group, enhancing its utility in Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Its IUPAC name, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridazine, reflects its precise structural configuration, ensuring reproducibility in research. Ideal for pharmaceutical intermediates, material science, and ligand design, this reagent is rigorously tested for consistency, solubility, and reactivity. Packaged under inert conditions to maintain stability, it is a must-have for chemists working on heterocyclic frameworks and boron-based chemistry.

Properties

• CAS Number: 863422-41-7
• Complexity: 230
• IUPAC Name: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridazine
• InChI: InChI=1S/C10H15BN2O2/c1-9(2)10(3,4)15-11(14-9)8-5-6-12-13-7-8/h5-7H,1-4H3
• InChI Key: GVGODOIZAKSPFC-UHFFFAOYSA-N
• Exact Mass: 206.1226579
• Molecular Formula: C10H15BN2O2
• Molecular Weight: 206.05
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=NC=C2
• Topological: 44.2
• Monoisotopic Mass: 206.1226579
• Synonyms: 4-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDAZINE, 818-712-2, 863422-41-7, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridazine, PYRIDAZINE-4-BORONIC ACID PINACOL ESTER, PYRIDAZIN-4-BORONIC ACID PINACOL ESTER, MFCD09952053, PYRIDAZINE, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, starbld0016807, SCHEMBL9929885, DTXSID70671660, GVGODOIZAKSPFC-UHFFFAOYSA-N, ALBB-030727, STR12009, AKOS015943462, AB55296, NCGC00662785-01, FT176771, SY007595, CS-0091163, EN300-134758, P19170, Z1509596084, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridazine

Application

This compound is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl and heteroaryl structures. Its pyridazine core and boronate ester group make it valuable in pharmaceutical research for drug discovery and development. Additionally, it serves as a versatile building block in material science for creating advanced organic electronic materials.

Safety and Hazards

GHS Hazard Statements

• H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (66.7%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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