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

  • CAS No. 1538623-41-4

  • Cat. No. CS-0368360
  • Purity≥95%
  • MDL No.MFCD24449321

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

3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0368360

Structure of 1538623-41-4

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General Information

  • CAS No. 1538623-41-4
  • Cat. No. CS-0368360
  • Purity ≥95%
  • MDL No. MFCD24449321
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₃
  • Molecular Weight 249.11
  • Synonym(s) 3-AMINO-5-(METHOXY)PHENYLBORONIC ACID PINACOL ESTER
  • SMILES NC1=CC(B2OC(C)(C)C(C)(C)O2)=CC(OC)=C1

Description

3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline features a boronate ester group flanked by electron-rich aromatic and methoxy functionalities, enabling efficient Suzuki coupling under mild conditions. This bench-stable reagent integrates seamlessly into complex molecule assembly, delivering high functional group tolerance and predictable reaction outcomes in synthetic workflows.

Application

3-Methoxy-5-(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 ortho-borylated aniline functionality enables efficient C–C bond formation under mild conditions, with the methoxy group providing electronic modulation and enhanced solubility. Bench-stable and compatible with diverse functional groups, it facilitates rapid assembly of substituted biaryls and heterocyclic scaffolds 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   53.71
  • LogP   1.5766
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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