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CS-W001157 4
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4,4,5,5-Tetramethyl-2-(2,4,6-trimethylphenyl)-1,3,2-dioxaborolane

  • CAS No. 171364-84-4

  • Cat. No. CS-0153364
  • Purity≥98%
  • MDL No.MFCD22414456

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

4,4,5,5-Tetramethyl-2-(2,4,6-trimethylphenyl)-1,3,2-dioxaborolane|CS-0153364

Structure of 171364-84-4

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General Information

  • CAS No. 171364-84-4
  • Cat. No. CS-0153364
  • Purity ≥98%
  • MDL No. MFCD22414456
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₃BO₂
  • Molecular Weight 246.15
  • Synonym(s) None
  • SMILES CC1=CC(=C(C(=C1)C)B2OC(C)(C)C(C)(C)O2)C

Description

This boronate ester features a sterically shielded dioxaborolane ring paired with an electron-rich aryl group, delivering enhanced stability and reactivity in cross-coupling processes. Designed for robust performance under standard conditions, it enables efficient C–C bond formation in synthetic workflows.

Application

4,4,5,5-Tetramethyl-2-(2,4,6-trimethylphenyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent enabling efficient Suzuki-Miyaura cross-coupling reactions. Its sterically protected dioxaborolane core enhances shelf life and minimizes protodeboronation, while the electron-rich aryl group facilitates rapid transmetalation. The compound exhibits broad functional group tolerance and simplifies purification due to low byproduct formation, making it ideal for constructing complex biaryls and heterocyclic scaffolds in medicinal chemistry and materials synthesis workflows.

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   2.91106
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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