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Atomfair 1H-Indole-4-boronic acid, pinacol ester C14H18BNO2 CAS 388116-27-6

1H-Indole-4-boronic acid, pinacol ester (CAS No. 388116-27-6) is a high-purity boronic ester derivative of indole, designed for advanced research and synthetic applications. With the molecular formula C14H18BNO2, this compound features a stable pinacol boronate group, making it an essential building block for 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)-1H-indole , reflects its precise chemical structure, ensuring reproducibility in synthetic workflows. Ideal for pharmaceutical, agrochemical, and materials science research, this reagent is rigorously tested for quality, offering excellent solubility in common organic solvents like THF, DMF, and DMSO. Packaged under inert conditions to guarantee stability, it is…

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Description

1H-Indole-4-boronic acid, pinacol ester (CAS No. 388116-27-6) is a high-purity boronic ester derivative of indole, designed for advanced research and synthetic applications. With the molecular formula C14H18BNO2, this compound features a stable pinacol boronate group, making it an essential building block for 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)-1H-indole, reflects its precise chemical structure, ensuring reproducibility in synthetic workflows. Ideal for pharmaceutical, agrochemical, and materials science research, this reagent is rigorously tested for quality, offering excellent solubility in common organic solvents like THF, DMF, and DMSO. Packaged under inert conditions to guarantee stability, it is a must-have for researchers seeking reliable and efficient boronic acid derivatives.

Properties

  • CAS Number: 388116-27-6
  • Complexity: 316
  • IUPAC Name: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
  • InChI: InChI=1S/C14H18BNO2/c1-13(2)14(3,4)18-15(17-13)11-6-5-7-12-10(11)8-9-16-12/h5-9,16H,1-4H3
  • InChI Key: QDCIXBBEUHMLDN-UHFFFAOYSA-N
  • Exact Mass: 243.1430590
  • Molecular Formula: C14H18BNO2
  • Molecular Weight: 243.11
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C3C=CNC3=CC=C2
  • Topological: 34.3
  • Monoisotopic Mass: 243.1430590
  • Synonyms: 1H-Indole-4-boronic acid, pinacol ester, 695-961-1, 388116-27-6, Indole-4-boronic acid pinacol ester, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, Indole-4-boronic acid, pinacol ester, 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, MFCD08689896, 4-(4,4,5,5-tetramethyl(1,3,2]dioxaborolan-2-yl)-1H-indole, 4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-1H-indole, 1H-INDOLE, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, (1H-INDOL-4-YL)BORONIC ACID PINACOL ESTER, SCHEMBL476853, DTXSID20462343, QDCIXBBEUHMLDN-UHFFFAOYSA-N, 4-indole boronic acid pinacol ester, BBL103533, RB2036, SBB052589, STL557343, AKOS000283818, CS-W019752, PB34318, SY012840, Indole-4-boronic acid pinacol ester, 95%, DB-009193, EN300-6480642, Z2037316489, 2-indol-4-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)1H-indole, 4-(4,4,5,5tetramethyl[1,3,2]-dioxaborolan-2-yl)-1H-indole, 3-hydroxy-2,3-dimethylbutan-2-yl hydrogen 1H-indol-4-ylboronate, 4-(4,4,5 ,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole, 4-(4,4,5,5,-tetramethyl-[1,3,2]dioxaborolane-2-yl)-1H-indole, 4-(4,4,5,5-tetra-methyl-[1,3,2]dioxaborolan-2-yl)-1H-indole, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl) 1H-indole, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole, 4-(4,4,5,5-tetramethyl[1,3,2]-dioxaborolan-2-yl)-1H-indole

Application

1H-Indole-4-boronic acid, pinacol ester is widely used in palladium-catalyzed cross-coupling reactions, enabling the synthesis of complex indole-containing scaffolds for drug discovery and materials science. Its stability and reactivity make it a preferred choice for constructing biaryl and heteroaryl systems in medicinal chemistry. Researchers also employ it in the development of fluorescent probes and organic electronic materials due to its versatile indole core.

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 (100%): 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 (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.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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