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2-(3-Bromo-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1646842-16-1

  • Cat. No. CS-0173897
  • Purity≥98%
  • MDL No.None

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

2-(3-Bromo-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0173897

Structure of 1646842-16-1

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General Information

  • CAS No. 1646842-16-1
  • Cat. No. CS-0173897
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅BBrFO₂
  • Molecular Weight 300.96
  • Synonym(s) 3-Bromo-4-fluorophenylboronic acid pinacol ester
  • SMILES CC1(C(C)(OB(O1)C2=CC(Br)=C(F)C=C2)C)C

Description

This boronate reagent features a bromo-fluoro-substituted aryl group enabling selective cross-coupling reactions. The tetramethyl-1,3,2-dioxaborolane core provides exceptional stability and moisture tolerance, simplifying handling under standard conditions. Ideal for Suzuki-Miyaura coupling applications requiring precise functional group compatibility and high reactivity.

Application

2-(3-Bromo-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. The bromo and fluoro substituents enable sequential functionalization, while the tetramethyl-substituted dioxaborolane offers enhanced stability and ease of handling. It facilitates efficient Suzuki-Miyaura couplings with broad functional group tolerance, making it ideal for constructing biaryl scaffolds 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   18.46
  • LogP   2.8874
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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