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

  • CAS No. 1196972-92-5

  • Cat. No. CS-0368684
  • Purity≥97%
  • MDL No.MFCD16996232

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

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)aniline|CS-0368684

Structure of 1196972-92-5

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General Information

  • CAS No. 1196972-92-5
  • Cat. No. CS-0368684
  • Purity ≥97%
  • MDL No. MFCD16996232
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BF₃NO₂
  • Molecular Weight 287.09
  • Synonym(s) None
  • SMILES NC1=CC(C(F)(F)F)=CC=C1B2OC(C)(C)C(C)(C)O2

Description

This boronate-aniline compound features a stable tetramethyl-1,3,2-dioxaborolane moiety paired with a trifluoromethyl-substituted aniline. It integrates seamlessly into Suzuki-Miyaura cross-coupling reactions under standard conditions, delivering high functional group tolerance and efficient coupling yields.

Application

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)aniline serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety ensures excellent bench stability and functional group tolerance. Its trifluoromethylated aryl scaffold enables efficient construction of biaryl motifs common in pharmaceutical and agrochemical scaffolds, facilitating rapid access to complex molecules with enhanced metabolic stability.

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

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