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[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine

  • CAS No. 248274-04-6

  • Cat. No. CS-0061110
  • Purity≥97%
  • MDL No.None

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

[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine|CS-0061110

Structure of 248274-04-6

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General Information

  • CAS No. 248274-04-6
  • Cat. No. CS-0061110
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₂
  • Molecular Weight 233.11
  • Synonym(s) 2-(Aminomethyl)phenylboronic acidpinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC=CC=C2CN)O1

Description

This boronate-functionalized arylmethylamine integrates seamlessly into cross-coupling workflows, offering enhanced stability and solubility under standard conditions. The tetramethylcyclopentadienone-derived boronate moiety enables efficient Suzuki-Miyaura coupling, while the primary amine group facilitates downstream derivatization. Bench-stable and moisture-tolerant, this reagent streamlines access to complex biaryl architectures in synthetic and medicinal chemistry applications.

Application

[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pendant amine group enables direct functionalization or incorporation into bioactive scaffolds, while the stable dioxaborolane moiety facilitates mild reaction conditions and excellent functional group tolerance. Ideal for late-stage diversification in medicinal chemistry and materials synthesis.

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   1.4445
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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