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CS-W001157 4
Total: USD 88.00

4,4,5,5-Tetramethyl-2-(2-thienyl)-1,3,2-dioxaborolane

  • CAS No. 193978-23-3

  • Cat. No. CS-W000892
  • Purity≥97%
  • MDL No.MFCD05663878

*For research and further manufacturing use only, not for direct human use.

4,4,5,5-Tetramethyl-2-(2-thienyl)-1,3,2-dioxaborolane|CS-W000892

Structure of 193978-23-3

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General Information

  • CAS No. 193978-23-3
  • Cat. No. CS-W000892
  • Purity ≥97%
  • MDL No. MFCD05663878
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅BO₂S
  • Molecular Weight None
  • Synonym(s) 4,4,5,5-tetramethyl-2-thiophen-2-yl-1,3,2-dioxaborolane
  • SMILES CC(C(C)(O1)C)(OB1C2=CC=CS2)C

Description

This boronate ester integrates a 2-thienyl group with a tetramethyl-substituted dioxaborolane core, offering enhanced stability and moisture tolerance. The electron-rich thiophene moiety enables efficient coupling in palladium-catalyzed cross-coupling reactions, delivering functionalized heteroaromatics with high reproducibility under standard conditions.

Application

4,4,5,5-Tetramethyl-2-(2-thienyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent for Suzuki-Miyaura cross-coupling reactions. The 2-thienyl group enables efficient coupling with aryl and heteroaryl halides, facilitating the construction of biaryl and thienyl-containing scaffolds. Its tetramethyl-substituted dioxaborolane core enhances shelf stability and minimizes protodeboronation, while the sterically protected boron center ensures high functional group tolerance and predictable reactivity in standard synthetic workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.0473
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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