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1-(3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropane-1-carbonitrile

  • CAS No. 917397-94-5

  • Cat. No. CS-0654873
  • Purity≥97%
  • MDL No.None

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

1-(3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropane-1-carbonitrile|CS-0654873

Structure of 917397-94-5

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General Information

  • CAS No. 917397-94-5
  • Cat. No. CS-0654873
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₉BFNO₂
  • Molecular Weight 287.14
  • Synonym(s) None
  • SMILES B1(OC(C(O1)(C)C)(C)C)C2=C(C=C(C=C2)C3(CC3)C#N)F

Description

This cyclopropane-carbonitrile integrates a boronate ester handle for robust Suzuki-Miyaura coupling, featuring a fluorinated aryl moiety that enhances metabolic stability and electron-deficient character. The tetramethyl-dioxaborolane group ensures excellent shelf stability and compatibility with standard cross-coupling conditions, enabling efficient access to complex biaryl architectures under mild reaction protocols.

Application

1-(3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropane-1-carbonitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The cyclopropyl nitrile moiety provides structural rigidity and metabolic stability, while the tetramethyl-substituted boronate group ensures excellent shelf stability and compatibility with diverse reaction conditions. This compound enables efficient construction of biaryl scaffolds in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   42.25
  • LogP   2.68008
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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