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CS-W001157 4
Total: USD 88.00

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

  • CAS No. 819058-34-9

  • Cat. No. CS-W008460
  • Purity≥95%
  • MDL No.MFCD09033884

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

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-W008460

Structure of 819058-34-9

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General Information

  • CAS No. 819058-34-9
  • Cat. No. CS-W008460
  • Purity ≥95%
  • MDL No. MFCD09033884
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇BFNO₂
  • Molecular Weight 237.08
  • Synonym(s) 4-Amino-3-fluorophenylboronic acid, pinacol ester
  • SMILES FC1=CC(B(OC2(C)C)OC2(C)C)=CC=C1N

Description

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline features a boronate ester group enabling efficient Suzuki-Miyaura coupling under mild conditions. The fluorine substituent imparts electronic modulation and enhanced metabolic stability. This bench-stable reagent integrates readily into complex molecule synthesis, offering predictable reactivity and high functional group tolerance in pharmaceutical and agrochemical applications.

Application

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The ortho-fluoro substituent enables directed ortho-metalation and facilitates downstream functionalization, while the pinacol boronate group offers excellent stability, ease of handling, and compatibility with a broad range of coupling partners. This compound functions reliably in the construction of biaryl scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • US2013/178472 A1, ; Paragraph 0239; 0240 ;
  • Route2

    References

    • WO2007/64883 A2, ; Page/Page column 199-200 ;
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 79, # 5 p. 1979 - 1988

Safety Information

Download SDS
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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   1.7071
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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