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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 214360-48-2

  • Cat. No. CS-W000901
  • Purity≥97%
  • MDL No.MFCD04038747

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

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-W000901

Structure of 214360-48-2

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General Information

  • CAS No. 214360-48-2
  • Cat. No. CS-W000901
  • Purity ≥97%
  • MDL No. MFCD04038747
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BNO₂
  • Molecular Weight 229.08
  • Synonym(s) Benzonitrile, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • SMILES N#Cc1ccccc1B1OC(C(O1)(C)C)(C)C

Description

This boronate ester features a para-cyano group that enhances electronic withdrawal, enabling efficient coupling in Suzuki-Miyaura reactions. The tetramethylcyclopentadienone moiety provides exceptional stability under standard conditions, facilitating handling and storage without significant decomposition.

Application

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylcyclohexadienone boronate moiety offers excellent stability, mild handling requirements, and compatibility with diverse functional groups. Its nitrile substituent provides a versatile handle for downstream transformations, enabling efficient construction of biaryl scaffolds and heterocyclic systems in medicinal chemistry and materials synthesis.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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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