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Benzonitrile, 3-fluoro-4-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

  • CAS No. 2918294-00-3

  • Cat. No. CS-0737906
  • Purity≥97%
  • MDL No.None

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

Benzonitrile, 3-fluoro-4-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-|CS-0737906

Structure of 2918294-00-3

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General Information

  • CAS No. 2918294-00-3
  • Cat. No. CS-0737906
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇BFNO₃
  • Molecular Weight 277.10
  • Synonym(s) None
  • SMILES N#CC1=CC=C(OC)C(F)=C1B2OC(C)(C)C(C)(C)O2

Description

3-Fluoro-4-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile integrates a boronate handle with electron-withdrawing nitrile and polar methoxy groups, enabling efficient Suzuki-Miyaura coupling under standard conditions. This bench-stable reagent facilitates the construction of complex aryl architectures in medicinal chemistry and materials synthesis.

Application

3-Fluoro-4-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile boronate building block in palladium-catalyzed cross-coupling reactions. Its ortho-fluoro and methoxy substituents enable predictable regioselective functionalization, while the pinacol boronate group offers excellent bench stability, ease of handling, and compatibility with diverse reaction conditions. Functions effectively in Suzuki-Miyaura couplings to construct biaryl and heteroaryl scaffolds common in medicinal chemistry and materials science.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   51.48
  • LogP   2.00518
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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