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CS-W001157 4
Total: USD 88.00

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline

  • CAS No. 1259285-61-4

  • Cat. No. CS-0147031
  • Molecule weight287.09
  • Purity≥97%
  • MDL No.None

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline|CS-0147031

Structure of 1259285-61-4

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General Information

  • CAS No. 1259285-61-4
  • Cat. No. CS-0147031
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BF₃NO₂
  • Molecular Weight 287.09
  • Synonym(s) 3-(trifluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneamine
  • SMILES NC1=CC=C(B2OC(C)(C)C(C)(C)O2)C(C(F)(F)F)=C1

Description

This boronate-functionalized aniline integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, offering enhanced stability and reactivity under standard conditions. The trifluoromethyl group imparts electron-withdrawing character and improved metabolic resistance, while the tetramethylborolane moiety ensures bench-stable handling and high functional group tolerance.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The trifluoromethyl group imparts enhanced metabolic stability and lipophilicity, while the pinacol boronate moiety ensures excellent bench stability and compatibility with diverse reaction conditions. This compound facilitates efficient construction of biaryl scaffolds in medicinal chemistry and materials science, enabling rapid access to functionalized heterocycles and advanced intermediates under mild, 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   2.5868
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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