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CS-W001157 4
Total: USD 88.00

4-((Dimethylamino)methyl)phenylboronic acid

  • CAS No. 70799-12-1

  • Cat. No. CS-W007065
  • Purity≥96%
  • MDL No.MFCD01319001

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

4-((Dimethylamino)methyl)phenylboronic acid|CS-W007065

Structure of 70799-12-1

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General Information

  • CAS No. 70799-12-1
  • Cat. No. CS-W007065
  • Purity ≥96%
  • MDL No. MFCD01319001
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄BNO₂
  • Molecular Weight 179.02
  • Synonym(s) 4-((Dimethylamino)methyl)phenylboronic acid hydrochloride
  • SMILES CN(C)CC1=CC=C(C=C1)B(O)O

Description

4-((Dimethylamino)methyl)phenylboronic acid features a boronic acid group appended to a phenyl ring bearing a dimethylaminomethyl substituent. This configuration enhances solubility and electronic modulation, enabling efficient coupling in Suzuki-Miyaura reactions. The electron-donating dimethylamino moiety stabilizes the boronate intermediate under standard conditions.

Application

4-((Dimethylamino)methyl)phenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds with retained amine functionality. The dimethylaminomethyl group enhances solubility and provides a handle for further derivatization, while the boronic acid moiety offers excellent stability under ambient conditions and compatibility with diverse reaction partners. Its robust performance in standard coupling protocols makes it ideal for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • WO2007/18941 A2, ; Page/Page column 58 ; WO 2007/018941 A2

Safety Information

Download SDS
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   -0.572
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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