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CS-W001157 4
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2,3-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

  • CAS No. 1937236-09-3

  • Cat. No. CS-0112217
  • Purity≥98%
  • MDL No.None

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

2,3-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0112217

Structure of 1937236-09-3

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General Information

  • CAS No. 1937236-09-3
  • Cat. No. CS-0112217
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BF₂NO₂
  • Molecular Weight 255.07
  • Synonym(s) None
  • SMILES NC1=CC=C(B2OC(C)(C)C(C)(C)O2)C(F)=C1F

Description

This boronate ester features a difluorinated aniline core, enabling efficient cross-coupling under standard conditions. The tetramethyl-substituted dioxaborolane moiety ensures excellent stability and reactivity in Suzuki-Miyaura transformations. Ideal for constructing complex fluorinated aromatic architectures with high functional group tolerance.

Application

2,3-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The difluorophenyl moiety enhances metabolic stability and modulates electronic properties, while the pinacol boronate group enables efficient coupling under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid access to fluorinated biaryl scaffolds common in medicinal chemistry and materials science.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   1.8462
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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