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CS-W001157 4
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3-Dimethylaminophenylboronic acid

  • CAS No. 178752-79-9

  • Cat. No. CS-W009263
  • Purity≥95%
  • MDL No.MFCD01318996

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

3-Dimethylaminophenylboronic acid|CS-W009263

Structure of 178752-79-9

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General Information

  • CAS No. 178752-79-9
  • Cat. No. CS-W009263
  • Purity ≥95%
  • MDL No. MFCD01318996
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂BNO₂
  • Molecular Weight 165.00
  • Synonym(s) 3-(N,N-Dimethylamino)phenylboronic acid
  • SMILES CN(C1=CC(B(O)O)=CC=C1)C

Description

3-Dimethylaminophenylboronic acid features a boronic acid handle appended to an electron-rich aromatic ring, enabling efficient Suzuki-Miyaura cross-coupling under standard conditions. The dimethylamino group enhances reactivity through resonance donation, while the bench-stable formulation simplifies handling in synthetic workflows.

Application

3-Dimethylaminophenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its electron-rich arylboronic moiety exhibits enhanced reactivity and stability in aqueous or mixed solvent systems, facilitating broad functional group tolerance. The dimethylamino group enhances solubility and provides a handle for downstream derivatization, making this compound a reliable reagent for constructing complex aromatic 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   43.7
  • LogP   -0.5676
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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