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CS-W001157 4
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(2-(Aminomethyl)phenyl)boronic acid

  • CAS No. 248274-03-5

  • Cat. No. CS-W019371
  • Purity≥96%
  • MDL No.MFCD06212997

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

(2-(Aminomethyl)phenyl)boronic acid|CS-W019371

Structure of 248274-03-5

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General Information

  • CAS No. 248274-03-5
  • Cat. No. CS-W019371
  • Purity ≥96%
  • MDL No. MFCD06212997
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀BNO₂
  • Molecular Weight 150.97
  • Synonym(s) 2-(AMINOMETHYL)PHENYL BORONIC ACID
  • SMILES NCC1=CC=CC=C1B(O)O

Description

This boronic acid features a strategically positioned aminomethyl group that enhances solubility and facilitates downstream functionalization. The ortho-arranged boronic acid moiety enables reliable Suzuki-Miyaura coupling, while the amine serves as a handle for conjugation or chelation in bioconjugate and catalyst design applications.

Application

(2-(Aminomethyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling the construction of biaryl scaffolds with retained amine functionality. Its stability under standard reaction conditions and compatibility with common protecting groups facilitate efficient synthesis of functionalized aromatic compounds. The pendant primary amine allows for further derivatization, enhancing its utility in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • (2-(Azidomethyl)phenyl)boronic acid|CS-0498823
      745835-05-6
    • ~%
    • In-stock
      (2-(Aminomethyl)phenyl)boronic acid|CS-W019371
      248274-03-5

    References

    • Thrash, Thomas; Cabell, Larry A.; Lohse, Daniel; Budde, Raymond J.A. Patent: US2006/4002 A1, 2006 ; Location in patent: Page/Page column 40 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   66.48
  • LogP   -1.1749
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   2

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