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CS-W001157 4
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(3-Amino-4-methylphenyl)boronic acid

  • CAS No. 22237-12-3

  • Cat. No. CS-W018128
  • Purity≥98%
  • MDL No.MFCD01074640

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

(3-Amino-4-methylphenyl)boronic acid|CS-W018128

Structure of 22237-12-3

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General Information

  • CAS No. 22237-12-3
  • Cat. No. CS-W018128
  • Purity ≥98%
  • MDL No. MFCD01074640
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀BNO₂
  • Molecular Weight 150.97
  • Synonym(s) 5-(dihydroxyboranyl)-2-methylanilinium chloride
  • SMILES CC1=CC=C(B(O)O)C=C1N

Description

This boronate moiety features a para-amino group and a methyl substituent, enabling efficient coupling in Suzuki-Miyaura reactions. The electron-rich aromatic system enhances reactivity while maintaining bench-stable handling under standard conditions.

Application

(3-Amino-4-methylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The ortho-amino and methyl groups provide enhanced regioselectivity and functional group tolerance, while the boronic acid moiety offers good bench stability and compatibility with standard purification protocols. This reagent facilitates rapid access to substituted aniline derivatives relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 54, p. 4415,4418
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 54, p. 4415,4418
  • Route3
    • null|null
      4294-57-9
    • ~%
    • In-stock
      (3-Amino-4-methylphenyl)boronic acid|CS-W018128
      22237-12-3

    References

    • Journal of the American Chemical Society, , vol. 54, p. 4415,4418

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
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   -0.74298
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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