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

  • CAS No. 863868-36-4

  • Cat. No. CS-0175573
  • Purity≥98%
  • MDL No.None

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

2-(3,5-Difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0175573

Structure of 863868-36-4

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General Information

  • CAS No. 863868-36-4
  • Cat. No. CS-0175573
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅BF₂O₂
  • Molecular Weight 240.05
  • Synonym(s) 3,5-Difluorophenylboronic acidpinacol ester
  • SMILES CC1(C(C)(OB(O1)C2=CC(F)=CC(F)=C2)C)C

Description

This boronate ester features a 3,5-difluorophenyl group attached to a tetramethyl-substituted dioxaborolane ring, offering enhanced stability and moisture tolerance. The electron-deficient aryl moiety enables efficient coupling in Suzuki-Miyaura reactions under standard conditions.

Application

2-(3,5-Difluorophenyl)-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 tetramethyl-substituted dioxaborolane ring enhances air and moisture stability while maintaining high reactivity in palladium-catalyzed coupling with aryl halides and triflates. The 3,5-difluorophenyl moiety offers predictable electronic effects and orthogonal functional group tolerance, enabling efficient construction of biaryl scaffolds prevalent in pharmaceutical and agrochemical intermediates.

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   18.46
  • LogP   2.264
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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