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CS-W001157 4
Total: USD 88.00

Benzylboronic acid pinacol ester

  • CAS No. 87100-28-5

  • Cat. No. CS-W000993
  • Purity≥97%
  • MDL No.MFCD05663841

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

Benzylboronic acid pinacol ester|CS-W000993

Structure of 87100-28-5

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General Information

  • CAS No. 87100-28-5
  • Cat. No. CS-W000993
  • Purity ≥97%
  • MDL No. MFCD05663841
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉BO₂
  • Molecular Weight 218.10
  • Synonym(s) None
  • SMILES CC1(C)OB(OC1(C)C)Cc1ccccc1

Description

Benzylboronic acid pinacol ester offers a stable, bench-ready boron source for Suzuki-Miyaura cross-coupling reactions. The pinacol protective group enhances handling and storage stability while enabling efficient in situ liberation of the active boronic acid under mild conditions. This derivative integrates seamlessly into synthetic workflows requiring controlled boron delivery.

Application

Benzylboronic acid pinacol ester serves as a stable, bench-ready boron source for Suzuki-Miyaura cross-coupling reactions. Its robustness under ambient conditions enables reliable C–C bond formation with aryl and vinyl halides, while the pinacol ester moiety enhances solubility and simplifies purification. Functions effectively in diverse reaction environments, offering predictable reactivity and high functional group tolerance for efficient synthesis of biaryl and styryl scaffolds.

Synthesis

  • Route1
    • null|null
      100-39-0
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~84%
    • In-stock
      Benzylboronic acid pinacol ester|CS-W000993
      87100-28-5

    References

    • Wang, Lianhui; Li, Jingya; Cui, Xiuling; Wu, Yusheng; Zhu, Zhiwu; Wu, Yangjie Advanced Synthesis and Catalysis, 2010 , vol. 352, # 11-12 p. 2002 - 2010
  • Route2
    • null|null
      100-39-0
    • null|null
      25015-63-8
    • ~90%
    • In-stock
      Benzylboronic acid pinacol ester|CS-W000993
      87100-28-5

    References

    • Universite De Nice Sophia Antipolis Patent: US2011/282090 A1, 2011 ; Location in patent: Page/Page column 7 ;
  • Route3
    • null|null
      100-44-7
    • null|null
      25015-63-8
    • ~73%
    • In-stock
      Benzylboronic acid pinacol ester|CS-W000993
      87100-28-5

    References

    • Pintaric; Laza; Olivero; Dunach Tetrahedron Letters, 2004 , vol. 45, # 43 p. 8031 - 8033

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   2.8605
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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