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Methyl 2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

  • CAS No. 1638847-77-4

  • Cat. No. CS-0356633
  • Purity≥97%
  • MDL No.MFCD16996311

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

Methyl 2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0356633

Structure of 1638847-77-4

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General Information

  • CAS No. 1638847-77-4
  • Cat. No. CS-0356633
  • Purity ≥97%
  • MDL No. MFCD16996311
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BFO₄
  • Molecular Weight 280.10
  • Synonym(s) Mthyl 2-fluoro-3-(4,4,5,5-ttramthyl-1,3,2-dioxaborolan-2-yl)bnzoat
  • SMILES O=C(OC)C1=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1F

Description

Methyl 2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate delivers a boronate ester functionality paired with an electron-deficient aryl fluorine for efficient Suzuki-Miyaura coupling. This bench-stable reagent integrates seamlessly into C–C bond formation workflows, enabling rapid access to substituted biaryl architectures under standard conditions.

Application

Methyl 2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The ortho-fluorine substituent enables directed metalation and facilitates subsequent functionalization, while the pinacol boronate group offers excellent bench stability, ease of handling, and broad functional group tolerance. It functions reliably in the construction of biaryl motifs and complex heterocyclic scaffolds under standard catalytic conditions.

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   44.76
  • LogP   1.9115
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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