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

  • CAS No. 1189042-70-3

  • Cat. No. CS-0041291
  • Purity≥95%
  • MDL No.MFCD15143593

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

2-(2-Fluoro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0041291

Structure of 1189042-70-3

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General Information

  • CAS No. 1189042-70-3
  • Cat. No. CS-0041291
  • Purity ≥95%
  • MDL No. MFCD15143593
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅BFNO₄
  • Molecular Weight 267.06
  • Synonym(s) 2-Fluoro-3-nitrophenylboronic acid, pinacol ester
  • SMILES CC1(C)OB(OC1(C)C)C1=C(F)C(=CC=C1)[N+]([O-])=O

Description

This boronate ester features a fluorinated nitroaryl group enabling direct C–H functionalization in cross-coupling reactions. The tetramethyl-substituted dioxaborolane ring enhances stability and solubility, facilitating handling under standard conditions. Ideal for Suzuki-Miyaura couplings requiring electron-deficient aryl partners.

Application

2-(2-Fluoro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for palladium-catalyzed cross-coupling reactions. Its fluorinated nitroaryl motif enables efficient Suzuki-Miyaura coupling with diverse partners, offering high functional group tolerance and predictable regiochemistry. The tetramethyl-substituted dioxaborolane enhances stability and simplifies purification, making it ideal for constructing complex heterocycles and pharmaceutical scaffolds in iterative synthesis 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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   61.6
  • LogP   2.0331
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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