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(3-(Methoxymethyl)phenyl)boronic acid

  • CAS No. 142273-84-5

  • Cat. No. CS-0176150
  • Purity≥97%
  • MDL No.None

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

(3-(Methoxymethyl)phenyl)boronic acid|CS-0176150

Structure of 142273-84-5

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General Information

  • CAS No. 142273-84-5
  • Cat. No. CS-0176150
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁BO₃
  • Molecular Weight 165.98
  • Synonym(s) 3-Methoxymethylphenylboronic acid
  • SMILES COCC1=CC(B(O)O)=CC=C1

Description

This boronic acid features a methoxymethyl-substituted phenyl ring, offering enhanced stability and solubility in polar solvents. The ortho-methoxymethyl group minimizes protodeboronation while maintaining reactivity in Suzuki-Miyaura couplings. Ideal for late-stage functionalization in medicinal chemistry and materials synthesis under standard conditions.

Application

(3-(Methoxymethyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The methoxymethyl group provides enhanced bench stability and compatibility with diverse functional groups, facilitating straightforward purification and broad applicability in the synthesis of biaryl scaffolds relevant to pharmaceutical and agrochemical development.

Synthesis

  • Route1

    References

    • US6387931 B1, ;

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   49.69
  • LogP   -0.4872
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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