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

  • CAS No. 402503-13-3

  • Cat. No. CS-0091643
  • Purity≥97%
  • MDL No.MFCD11870258

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

2-(Benzofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0091643

Structure of 402503-13-3

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General Information

  • CAS No. 402503-13-3
  • Cat. No. CS-0091643
  • Purity ≥97%
  • MDL No. MFCD11870258
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇BO₃
  • Molecular Weight 244.09
  • Synonym(s) BENZOFURAN-2-BORONIC ACID, PINACOL ESTER
  • SMILES CC1(C)C(C)(C)OB(C2=CC3=CC=CC=C3O2)O1

Description

This boronate ester features a benzofuran-2-yl moiety integrated with a tetramethyl-substituted dioxaborolane ring, delivering enhanced stability and reactivity in cross-coupling processes. The electron-rich aromatic system pairs effectively with palladium catalysts under standard conditions, enabling efficient C–C bond formation. Its bench-stable nature simplifies handling and storage in synthetic workflows.

Synthesis

  • Route1
    • null|null
      271-89-6
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~81%
    • In-stock
      2-(Benzofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0091643
      402503-13-3

    References

    • Ishiyama, Tatsuo; Takagi, Jun; Hartwig, John F.; Miyaura, Norio Angewandte Chemie - International Edition, 2002 , vol. 41, # 16 p. 3056 - 3058
  • Route2
    • null|null
      271-89-6
    • null|null
      25015-63-8
    • ~10%
    • In-stock
      2-(Benzofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0091643
      402503-13-3

    References

    • Obligacion, Jennifer V.; Semproni, Scott P.; Chirik, Paul J. Journal of the American Chemical Society, 2014 , vol. 136, # 11 p. 4133 - 4136
  • Route3
    • null|null
      271-89-6
    • null|null
      25015-63-8
    • ~%
    • In-stock
      2-(Benzofuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0174206
      796851-30-4
    • In-stock
      2-(Benzofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0091643
      402503-13-3

    References

    • Paul, Sulagna; Chotana, Ghayoor A.; Holmes, Daniel; Reichle, Rebecca C.; Maleczka Jr., Robert E.; Smith III, Milton R. Journal of the American Chemical Society, 2006 , vol. 128, # 49 p. 15552 - 15553

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P338-P351

Quality Control

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Computational Chemistry Data

  • TPSA   31.6
  • LogP   2.732
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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