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

  • CAS No. 1844839-22-0

  • Cat. No. CS-0041443
  • Purity≥97%
  • MDL No.MFCD16996300

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

4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde|CS-0041443

Structure of 1844839-22-0

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General Information

  • CAS No. 1844839-22-0
  • Cat. No. CS-0041443
  • Purity ≥97%
  • MDL No. MFCD16996300
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BFO₃
  • Molecular Weight 250.07
  • Synonym(s) 5-Fluoro-2-formylphenylboronic acid pinacol ester
  • SMILES O=CC1=CC=C(F)C=C1B2OC(C)(C)C(C)(C)O2

Description

4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde delivers a boronate handle flanked by an electron-deficient fluoro substituent and a reactive aldehyde group. This combination enables efficient Suzuki-Miyaura coupling and orthogonal functionalization under standard conditions. The tetramethyl-substituted dioxaborolane enhances stability and shelf life.

Application

4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The aldehyde functionality enables direct derivatization via oxidation, reduction, or nucleophilic addition, while the tetramethylboronate group exhibits excellent stability, mild handling requirements, and broad functional group tolerance. This compound facilitates efficient construction of substituted aryl aldehydes and heterocyclic scaffolds in medicinal chemistry and materials science applications.

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

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   1.9374
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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