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CS-W001157 4
Total: USD 88.00

3-Methoxy-5-(trifluoromethyl)phenylboronic acid

  • CAS No. 871332-97-7

  • Cat. No. CS-W009508
  • Purity≥97%
  • MDL No.MFCD08056362

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

3-Methoxy-5-(trifluoromethyl)phenylboronic acid|CS-W009508

Structure of 871332-97-7

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General Information

  • CAS No. 871332-97-7
  • Cat. No. CS-W009508
  • Purity ≥97%
  • MDL No. MFCD08056362
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BF₃O₃
  • Molecular Weight 219.95
  • Synonym(s) 3-Methoxy-5-(trifluoromethyl)benzeneboronic Acid (contains varying amounts of Anhydride)
  • SMILES COC1=CC(=CC(=C1)C(F)(F)F)B(O)O

Description

3-Methoxy-5-(trifluoromethyl)phenylboronic acid features a boronate moiety flanked by electron-rich methoxy and strongly electron-withdrawing trifluoromethyl groups, enabling efficient cross-coupling under standard conditions. The ortho-methoxy substitution enhances solubility and stability in polar solvents, while the para-trifluoromethyl group imparts enhanced metabolic resistance. This combination delivers high reactivity in Suzuki-Miyaura couplings with minimal protodeboronation.

Application

3-Methoxy-5-(trifluoromethyl)phenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its stability under ambient conditions, combined with excellent functional group tolerance and straightforward purification, makes it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Organic Letters, , vol. 9, # 5 p. 757 - 760
  • Route2

    References

    • Organic Letters, , vol. 9, # 5 p. 757 - 760

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   49.69
  • LogP   0.3938
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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