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CS-W001157 4
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2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

  • CAS No. 939968-08-8

  • Cat. No. CS-0038465
  • Purity≥96%
  • MDL No.None

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

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0038465

Structure of 939968-08-8

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General Information

  • CAS No. 939968-08-8
  • Cat. No. CS-0038465
  • Purity ≥96%
  • 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) 4-Amino-2,6-difluorophenylbronic acid, pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC(=C(C(=C2)F)N)F)O1

Description

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline delivers a sterically protected boronate handle flanked by two electron-withdrawing fluorine atoms. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling protocols, enabling efficient C–C bond formation under mild conditions. The para-boronate moiety enhances reactivity while the difluorinated aryl framework provides orthogonal stability and tunable electronic properties.

Application

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The difluoro substitution pattern enhances metabolic stability and modulates electronic properties, while the pinacol boronate group ensures excellent bench stability and compatibility with diverse reaction conditions. This reagent facilitates efficient construction of biaryl scaffolds in medicinal chemistry and materials science, offering reliable coupling yields and straightforward purification.

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-P330-P362+P364-P405-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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