Description

1-Methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (CAS No. 683229-61-0) is a high-purity boronate ester derivative with the molecular formula C₁₅H₂₀BNO₂. This compound features a stable 1,3,2-dioxaborolane (pinacol boronate) group, making it an essential intermediate in Suzuki-Miyaura cross-coupling reactions for pharmaceutical and materials science research. Its indole core structure enhances its utility in the synthesis of bioactive molecules, heterocyclic compounds, and advanced organic materials. Ideal for researchers requiring precise borylation reactions, this product is rigorously tested for purity and stability, ensuring reliable performance in synthetic applications. Packaged under inert conditions to maintain integrity.

Properties

• CAS Number: 683229-61-0
• Complexity: 342
• IUPAC Name: 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole
• InChI: InChI=1S/C15H20BNO2/c1-14(2)15(3,4)19-16(18-14)12-10-17(5)13-9-7-6-8-11(12)13/h6-10H,1-5H3
• InChI Key: MCCCOWZSGBKRCG-UHFFFAOYSA-N
• Exact Mass: 257.1587090
• Molecular Formula: C15H20BNO2
• Molecular Weight: 257.14
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN(C3=CC=CC=C23)C
• Topological: 23.4
• Monoisotopic Mass: 257.1587090
• Synonyms: 1-methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, 820-080-8, 683229-61-0, 1-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole, 1-Methylindole-3-boronic acid pinacol ester, N-METHYLINDOLE-3-BORONIC ACID PINACOL ESTER, MFCD11894338, SCHEMBL44373, DTXSID70630111, 1H-Indole, 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, AKOS016008951, AT17081, MB11404, BS-17418, DA-31696, FM160630, SY105574, CS-0147286, EN300-140782, 1-Methyl-1H-indole-3-boronic Acid pinacol ester, A1-00895, Z1627317846

Application

This compound is widely used as a key reagent in palladium-catalyzed cross-coupling reactions, enabling the synthesis of complex indole derivatives for drug discovery. It serves as a versatile building block in medicinal chemistry for constructing boron-containing pharmacophores. Researchers also employ it in materials science to develop organic electronic components due to its stable boronate ester functionality.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): 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 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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