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CS-W001157 4
Total: USD 88.00

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 401797-00-0

  • Cat. No. CS-W000925
  • Purity≥98%
  • MDL No.MFCD12405519

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

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W000925

Structure of 401797-00-0

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General Information

  • CAS No. 401797-00-0
  • Cat. No. CS-W000925
  • Purity ≥98%
  • MDL No. MFCD12405519
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁BO₂
  • Molecular Weight 232.13
  • Synonym(s) 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-o-xylene
  • SMILES CC1=CC=C(B2OC(C)(C(C)(O2)C)C)C=C1C

Description

This boronate ester features a 3,4-dimethylphenyl group attached to a tetramethyl-1,3,2-dioxaborolane scaffold, delivering enhanced stability and compatibility in Suzuki-Miyaura coupling reactions. The electron-rich aryl moiety promotes efficient cross-coupling under standard conditions, while the steric shielding of the tetramethyl groups minimizes protodeboronation.

Application

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-dimethyl substitution enhances electronic modulation and steric control, enabling efficient coupling with aryl halides and pseudohalides under mild conditions. The tetramethyl-substituted dioxaborolane ring ensures high stability, minimal protodeboronation, and straightforward purification, making it ideal for constructing complex 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   2.60264
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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