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CS-W001157 4
Total: USD 88.00

2-(2-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 191171-55-8

  • Cat. No. CS-D0918
  • Purity≥97%
  • MDL No.MFCD02179448

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

2-(2-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-D0918

Structure of 191171-55-8

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General Information

  • CAS No. 191171-55-8
  • Cat. No. CS-D0918
  • Purity ≥97%
  • MDL No. MFCD02179448
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈BNO₂
  • Molecular Weight 219.09
  • Synonym(s) 2-Aminophenylboronic Acid Pinacol Ester
  • SMILES NC1=CC=CC=C1B2OC(C)(C)C(C)(C)O2

Application

2-(2-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a versatile boron building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The ortho-amino group provides site-specific reactivity and facilitates downstream functionalization. Its high bench stability, ease of handling, and compatibility with diverse reaction conditions make it ideal for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • null|null
      615-36-1
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~81%
    • In-stock
      2-(2-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-D0918
      191171-55-8

    References

    • Yamamoto, Tetsuya; Morita, Tomoyuki; Takagi, Jun; Yamakawa, Tetsu Organic Letters, 2011 , vol. 13, # 21 p. 5766 - 5769
  • Route2
    • null|null
      615-36-1
    • null|null
      25015-63-8
    • ~81%
    • In-stock
      2-(2-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-D0918
      191171-55-8

    References

    • Soto, Sara; Vaz, Esther; Dell'Aversana, Carmela; Alvarez, Rosana; Altucci, Lucia; De Lera, Angel R. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 10 p. 2101 - 2112
  • Route3
    • In-stock
      2-Iodoaniline|CS-W007318
      615-43-0
    • null|null
      25015-63-8
    • ~93%
    • In-stock
      2-(2-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-D0918
      191171-55-8

    References

    • Wheaton, Susan L.; Kabir, S.M. Humanayun; Zhang, Haiwen; Vogels, Christopher M.; Decken, Andreas; Westcott, Stephen A. Central European Journal of Chemistry, 2010 , vol. 8, # 4 p. 725 - 731

Safety Information

Download SDS
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 : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   1.568
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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