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CS-W001157 4
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2-(5-Fluoro-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1383806-53-8

  • Cat. No. CS-0063822
  • Purity≥98%
  • MDL No.None

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

2-(5-Fluoro-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0063822

Structure of 1383806-53-8

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General Information

  • CAS No. 1383806-53-8
  • Cat. No. CS-0063822
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BFO₃
  • Molecular Weight 252.09
  • Synonym(s) 5-Fluoro-2-methoxyphenylboronic acid pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC(F)=CC=C2OC)O1

Description

This boronate ester features a 5-fluoro-2-methoxyphenyl group coupled to a tetramethyl-1,3,2-dioxaborolane scaffold, delivering enhanced stability and reactivity in Suzuki-Miyaura cross-coupling. The electron-withdrawing fluorine and methoxy substituents fine-tune the electronic profile for predictable coupling outcomes. Bench-stable under standard conditions, it enables efficient C–C bond formation with minimal handling complexity.

Application

2-(5-Fluoro-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-substituted aryl framework enables efficient C–C bond formation with diverse halides and pseudohalides, while the tetramethyl substituents enhance stability and facilitate purification. The fluorine and methoxy groups provide orthogonal functional handles for further derivatization 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 : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   2.1335
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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