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2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

  • CAS No. 1004761-68-5

  • Cat. No. CS-0061137
  • Purity≥97%
  • MDL No.None

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

2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0061137

Structure of 1004761-68-5

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General Information

  • CAS No. 1004761-68-5
  • Cat. No. CS-0061137
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₂BNO₂
  • Molecular Weight 247.14
  • Synonym(s) 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenylamine
  • SMILES CC1=C(C(=CC(=C1)B2OC(C)(C)C(C)(C)O2)C)N

Description

2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline delivers a boronate handle flanked by two methyl groups at the 2,6-positions of the aniline ring. This steric shielding enhances stability and facilitates selective coupling in Suzuki-Miyaura reactions. The bench-stable reagent integrates smoothly into cross-coupling workflows, enabling efficient access to functionalized aryl amines under mild conditions.

Application

2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The aniline moiety enables direct functionalization of heterocyclic and aromatic scaffolds, while the pinacol boronate group offers excellent stability, ease of handling, and compatibility with diverse reaction conditions. Ideal for constructing biaryl motifs in medicinal chemistry and materials science applications.

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   2.18484
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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