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CS-W001157 4
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4,4,5,5-Tetramethyl-2-[2-(1-methylethyl)phenyl]-1,3,2-dioxaborolane

  • CAS No. 852110-33-9

  • Cat. No. CS-0189174
  • Purity≥97%
  • MDL No.None

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

4,4,5,5-Tetramethyl-2-[2-(1-methylethyl)phenyl]-1,3,2-dioxaborolane|CS-0189174

Structure of 852110-33-9

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General Information

  • CAS No. 852110-33-9
  • Cat. No. CS-0189174
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₃BO₂
  • Molecular Weight 246.15
  • Synonym(s) 2-(2-Isopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • SMILES CC(C)C1=CC=CC=C1B2OC(C)(C)C(C)(C)O2

Description

This boronate ester features a sterically hindered aryl group and tetramethyl substitution, enhancing stability and solubility in organic solvents. It serves as a reliable coupling partner in palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds under standard conditions.

Application

4,4,5,5-Tetramethyl-2-[2-(1-methylethyl)phenyl]-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its sterically protected boronate moiety enables high functional group tolerance and reliable coupling with aryl halides and pseudohalides. The isopropyl-substituted phenyl group provides enhanced solubility and compatibility in diverse reaction media, facilitating efficient synthesis 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-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   18.46
  • LogP   3.1092
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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