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4,4,5,5-Tetramethyl-2-(4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl)-1,3,2-dioxaborolane

  • CAS No. 620595-02-0

  • Cat. No. CS-0175746
  • Purity≥98%
  • MDL No.None

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

4,4,5,5-Tetramethyl-2-(4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl)-1,3,2-dioxaborolane|CS-0175746

Structure of 620595-02-0

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General Information

  • CAS No. 620595-02-0
  • Cat. No. CS-0175746
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₉BO₄
  • Molecular Weight 332.24
  • Synonym(s) 4,5,5-Tetramethyl-2-[4-(4,4,5,5-Tetramethyl-1,3-dioxolan-2-yl)phenyl]-1,3,2-dioxaborolane
  • SMILES CC1(C(C)(OC(O1)C2=CC=C(B3OC(C)(C(C)(O3)C)C)C=C2)C)C

Description

This boronate ester features a stable dioxolanone ring fused to a para-substituted phenyl group, enabling efficient coupling in Suzuki-Miyaura reactions. The tetramethyl substituents enhance solubility and shelf stability while minimizing side reactions.

Application

4,4,5,5-Tetramethyl-2-(4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its tetramethyl-substituted dioxaborolane moiety enhances air and moisture stability while maintaining high reactivity in palladium-catalyzed couplings. The ortho-aryl substituent enables efficient construction of biaryl scaffolds with excellent functional group tolerance and predictable regiochemistry.

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-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   3.5884
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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