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2-(2,6-Difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1111096-19-5

  • Cat. No. CS-0088589
  • Purity≥96%
  • MDL No.MFCD12405359

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

2-(2,6-Difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0088589

Structure of 1111096-19-5

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General Information

  • CAS No. 1111096-19-5
  • Cat. No. CS-0088589
  • Purity ≥96%
  • MDL No. MFCD12405359
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BF₂O₃
  • Molecular Weight 270.08
  • Synonym(s) 2,6-Difluoro-4-methoxyphenylboronic acid pinacol ester
  • SMILES CC(O1)(C)C(C)(C)OB1C2=C(F)C=C(OC)C=C2F

Description

This boronate ester features a 2,6-difluoro-4-methoxyphenyl moiety paired with a tetramethyl-1,3,2-dioxaborolane ring, delivering enhanced stability and reactivity in Suzuki-Miyaura coupling. The electron-withdrawing fluorine substituents improve coupling efficiency, while the methoxy group provides steric and electronic modulation. This bench-stable reagent integrates seamlessly into cross-coupling workflows requiring precise functional group tolerance and high yield.

Application

2-(2,6-Difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-fluoro substituents enable directed functionalization, while the tetramethyl-substituted dioxaborolane enhances stability and facilitates purification. The methoxy group provides a handle for further derivatization, making it a versatile scaffold in medicinal chemistry and process development workflows.

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-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   2.2726
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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