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CS-W001157 4
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2-(4-Fluoro-3-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1001200-60-7

  • Cat. No. CS-0034026
  • Purity≥97%
  • MDL No.MFCD18729904

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

2-(4-Fluoro-3-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0034026

Structure of 1001200-60-7

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General Information

  • CAS No. 1001200-60-7
  • Cat. No. CS-0034026
  • Purity ≥97%
  • MDL No. MFCD18729904
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BFO₂
  • Molecular Weight 236.09
  • Synonym(s) 4-Fluoro-3-methylphenylboronic acid, pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(F)C(C)=C2)O1

Description

This boronate ester features a 4-fluoro-3-methylphenyl group attached to a tetramethyl-substituted dioxaborolane ring, offering enhanced stability and compatibility with Suzuki-Miyaura cross-coupling reactions. The electron-deficient aryl moiety enables efficient coupling under mild conditions, while the steric protection from methyl groups minimizes protodeboronation. This bench-stable reagent streamlines access to complex biaryl architectures in synthetic and medicinal chemistry workflows.

Application

2-(4-Fluoro-3-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. Its arylboronate functionality enables efficient coupling with a wide range of halides and pseudohalides under mild conditions, facilitating the construction of biaryl scaffolds common in pharmaceutical and agrochemical development. The tetramethyl-substituted dioxaborolane enhances stability and ease of purification, while the 4-fluoro-3-methylphenyl group provides a versatile handle for further functionalization.

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   2.43332
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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