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CS-W001157 4
Total: USD 88.00

2-Tolylboronic acid pinacol ester

  • CAS No. 195062-59-0

  • Cat. No. CS-W000893
  • Purity≥97%
  • MDL No.MFCD06795658

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

2-Tolylboronic acid pinacol ester|CS-W000893

Structure of 195062-59-0

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General Information

  • CAS No. 195062-59-0
  • Cat. No. CS-W000893
  • Purity ≥97%
  • MDL No. MFCD06795658
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉BO₂
  • Molecular Weight 218.10
  • Synonym(s) o-Tolylboronic Acid Pinacol Ester
  • SMILES CC1=CC=CC=C1B2OC(C)(C(C)(O2)C)C

Description

2-Tolylboronic acid pinacol ester offers a bench-stable, moisture-tolerant boronate handle for Suzuki-Miyaura cross-coupling reactions. This robust reagent integrates seamlessly into synthetic workflows, delivering consistent yields with minimal handling complexity. The pinacol ester protects the boronic acid functionality while maintaining high reactivity under standard conditions.

Application

2-Tolylboronic acid pinacol ester serves as a stable, bench-friendly building block for Suzuki-Miyaura cross-coupling reactions. Its pinacol boronate ester functionality offers enhanced stability and reduced hydrolysis risk compared to free boronic acids, while maintaining high reactivity under standard coupling conditions. The molecule enables efficient construction of biaryl scaffolds with excellent functional group tolerance, facilitating synthetic access to complex architectures in medicinal chemistry and materials science workflows.

Synthesis

  • Route1
    • null|null
      95-46-5
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~91%
    • In-stock
      2-Tolylboronic acid pinacol ester|CS-W000893
      195062-59-0

    References

    • Kleeberg, Christian; Dang, Li; Lin, Zhenyang; Marder, Todd B. Angewandte Chemie, International Edition, 2009 , vol. 48, p. 5350 - 5354 Angewandte Chemie, 2009 , vol. 121, p. 5454 - 5458
  • Route2
    • null|null
      95-46-5
    • null|null
      25015-63-8
    • ~98%
    • In-stock
      2-Tolylboronic acid pinacol ester|CS-W000893
      195062-59-0

    References

    • Pintaric, Christine; Olivero, Sandra; Gimbert, Yves; Chavant, Pierre Y.; Dunach, Elisabet Journal of the American Chemical Society, 2010 , vol. 132, # 34 p. 11825 - 11827
  • Route3
    • null|null
      2093-46-1
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~92%
    • In-stock
      2-Tolylboronic acid pinacol ester|CS-W000893
      195062-59-0

    References

    • Ma, Yudao; Song, Chun; Jiang, Wei; Xue, Guoping; Cannon, John F.; Wang, Xiaomei; Andrus, Merritt B. Organic Letters, 2003 , vol. 5, # 24 p. 4635 - 4638

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.29422
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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