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CS-W001157 4
Total: USD 88.00

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

  • CAS No. 214360-46-0

  • Cat. No. CS-W003113
  • Purity≥97%
  • MDL No.MFCD03789262

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

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-W003113

Structure of 214360-46-0

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General Information

  • CAS No. 214360-46-0
  • Cat. No. CS-W003113
  • Purity ≥97%
  • MDL No. MFCD03789262
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BNO₂
  • Molecular Weight 229.09
  • Synonym(s) 3-cyanphenylboronic acid pinacol ester
  • SMILES CC(C(C)(O1)C)(OB1C2=CC=CC(C#N)=C2)C

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile boron-containing building block in Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient coupling with aryl and heteroaryl halides under mild conditions, while the nitrile functionality provides a robust handle for further functionalization. Bench-stable and compatible with diverse reaction conditions, it facilitates rapid assembly of biaryl and complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      3-Bromobenzonitrile|CS-W003968
      6952-59-6
    • null|null
      25015-63-8
    • ~55%
    • In-stock
      3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-W003113
      214360-46-0

    References

    • Billingsley, Kelvin L.; Buchwald, Stephen L. Journal of Organic Chemistry, 2008 , vol. 73, # 14 p. 5589 - 5591
  • Route2
    • In-stock
      3-Bromobenzonitrile|CS-W003968
      6952-59-6
    • null|null
      25015-63-8
    • ~81%
    • null|null
      100-47-0
    • In-stock
      3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-W003113
      214360-46-0

    References

    • Murata, Miki; Sambommatsu, Tomoko; Watanabe, Shinji; Masuda, Yuzuru Synlett, 2006 , # 12 p. 1867 - 1870
  • Route3

    References

    • Zhu, Lei; Duquette, Jason; Zhang, Mingbao Journal of Organic Chemistry, 2003 , vol. 68, # 9 p. 3729 - 3732

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   42.25
  • LogP   1.85748
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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