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

  • CAS No. 1279722-88-1

  • Cat. No. CS-0356820
  • Purity≥97%
  • MDL No.MFCD22494796

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

4-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0356820

Structure of 1279722-88-1

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General Information

  • CAS No. 1279722-88-1
  • Cat. No. CS-0356820
  • Purity ≥97%
  • MDL No. MFCD22494796
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₃
  • Molecular Weight 249.11
  • Synonym(s) None
  • SMILES NC1=CC=C(OC)C=C1B2OC(C)(C)C(C)(C)O2

Description

4-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline features a boronate ester group paired with a para-methoxy aniline moiety, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates seamlessly into complex molecule assembly, offering reliable yield and selectivity in diverse synthetic sequences.

Application

4-Methoxy-2-(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-borolane group enables efficient coupling with aryl halides and triflates under mild conditions, while the aniline scaffold provides compatibility with diverse functional groups. Bench-stable and readily purified by flash chromatography, it facilitates rapid assembly of 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-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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