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1-(3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one

  • CAS No. 1807685-51-3

  • Cat. No. CS-0176484
  • Molecule weight264.10
  • Purity≥96%
  • MDL No.None

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

1-(3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one|CS-0176484

Structure of 1807685-51-3

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General Information

  • CAS No. 1807685-51-3
  • Cat. No. CS-0176484
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BFO₃
  • Molecular Weight 264.10
  • Synonym(s) 4-Acetyl-2-fluorobenzeneboronic acid pinacol ester
  • SMILES CC(C1=CC=C(B2OC(C)(C)C(C)(C)O2)C(F)=C1)=O

Description

1-(3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one is a bench-stable boronate ester featuring a fluoro-substituted aryl core and an acetyl group. This compound integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, enabling efficient construction of biaryl ketone architectures with high functional group tolerance.

Application

1-(3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-one serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pendant ketone group provides orthogonal functionality for further derivatization, while the stable, bench-ready boronate ester enables efficient C–C bond formation under mild conditions. This compound facilitates rapid access to substituted aryl ketones and complex heterocyclic scaffolds in medicinal chemistry and materials synthesis.

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-P501

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   2.3275
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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