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2-(5-Fluoro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1030832-38-2

  • Cat. No. CS-0174942
  • Purity≥98%
  • MDL No.None

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

2-(5-Fluoro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0174942

Structure of 1030832-38-2

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General Information

  • CAS No. 1030832-38-2
  • Cat. No. CS-0174942
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BFO₂
  • Molecular Weight 236.09
  • Synonym(s) 5-Fluoro-2-Methylbenzeneboronic acid pinacol ester,97
  • SMILES CC1=C(B2OC(C)(C(C)(O2)C)C)C=C(F)C=C1

Description

This boronate ester features a 5-fluoro-2-methylphenyl group attached to a tetramethyl-1,3,2-dioxaborolane scaffold, offering enhanced stability and compatibility in Suzuki-Miyaura coupling reactions. The electron-deficient aryl moiety enables efficient cross-coupling under mild conditions, while the sterically shielded boron center resists hydrolysis and facilitates handling.

Application

2-(5-Fluoro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The 5-fluoro-2-methylphenyl group provides orthogonal reactivity and enhanced electronic modulation, enabling efficient construction of substituted biaryl scaffolds. Its tetramethyl-substituted dioxaborolane core ensures high stability, minimal protodeboronation, and compatibility with diverse reaction conditions, facilitating clean coupling with aryl halides and pseudohalides under mild catalytic activation.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.43332
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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