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CS-W001157 4
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2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

  • CAS No. 867256-77-7

  • Cat. No. CS-W014049
  • Purity≥95%
  • MDL No.MFCD09027284

*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)benzoic acid|CS-W014049

Structure of 867256-77-7

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General Information

  • CAS No. 867256-77-7
  • Cat. No. CS-W014049
  • Purity ≥95%
  • MDL No. MFCD09027284
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BFO₄
  • Molecular Weight 266.08
  • Synonym(s) 4-CarBoxy-3-fluoroBenzeneBoronicacid,pinacolester
  • SMILES O=C(O)C1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1F

Description

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid delivers a boronate handle ortho to a fluorinated aromatic ring and adjacent to a carboxylic acid group. This configuration enables direct coupling in Suzuki-Miyaura reactions with minimal purification. The tetramethyl-substituted dioxaborolane enhances stability under standard conditions. The molecule integrates readily into complex scaffolds requiring selective functionalization.

Application

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The ortho-fluoro substituent enhances reactivity and enables sequential functionalization, while the tetramethylboronate group offers excellent stability, mild reaction conditions, and compatibility with diverse functional groups. This compound facilitates efficient construction of biaryl scaffolds and is well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • WO2005/97740 A1, ; Page/Page column 98 ; WO 2005/097740 A1

Safety Information

Download SDS
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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   55.76
  • LogP   1.8231
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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