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CS-W001157 4
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2-(Furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 248924-59-6

  • Cat. No. CS-0094362
  • Purity≥98%
  • MDL No.MFCD03453669

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

2-(Furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0094362

Structure of 248924-59-6

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General Information

  • CAS No. 248924-59-6
  • Cat. No. CS-0094362
  • Purity ≥98%
  • MDL No. MFCD03453669
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅BO₃
  • Molecular Weight 194.04
  • Synonym(s) 3-Furanboronic acid pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=COC=C2)O1

Description

This boronate ester features a furan-3-yl moiety conjugated to a tetramethyl-substituted dioxaborolane ring, delivering enhanced stability and compatibility with Suzuki-Miyaura cross-coupling reactions. The electron-rich furan system facilitates efficient coupling under mild conditions, while the steric protection of the tetramethyl groups prevents protodeboronation. This combination enables reliable functionalization of aryl halides in complex synthesis workflows.

Application

2-(Furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its furan moiety enables efficient incorporation into biaryl and heteroaromatic scaffolds commonly found in pharmaceutical and agrochemical research. The tetramethyl substituents confer excellent thermal stability and resistance to protodeboronation, while facilitating straightforward purification and compatibility with diverse reaction conditions.

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   31.6
  • LogP   1.5788
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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