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

  • CAS No. 1035235-29-0

  • Cat. No. CS-0130459
  • Purity≥95%
  • MDL No.None

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

3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-0130459

Structure of 1035235-29-0

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General Information

  • CAS No. 1035235-29-0
  • Cat. No. CS-0130459
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₅BFNO₂
  • Molecular Weight 247.07
  • Synonym(s) 4-Cyano-2-fluorobenzeneboronic acid pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=C(F)C=C(C#N)C=C2)O1

Description

3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile features a boronate ester group paired with an electron-deficient fluorinated aryl ring and a nitrile functionality. This combination enables efficient Suzuki-Miyaura coupling under mild conditions, delivering complex heteroaryl architectures with high chemoselectivity and excellent functional group tolerance.

Application

3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation under mild conditions. The boronate ester group exhibits excellent stability, tolerates diverse functional groups, and facilitates straightforward purification. This compound functions as a key building block for fluorinated biaryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Millennium Pharmaceuticals, Inc. Patent: US2008/171754 A1, 2008 ; Location in patent: Page/Page column 104-105 ; US 20080171754 A1

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

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Computational Chemistry Data

  • TPSA   42.25
  • LogP   1.99658
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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