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CS-W001157 4
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(2-Methoxy-3-methylphenyl)boronic acid

  • CAS No. 909187-39-9

  • Cat. No. CS-0175762
  • Purity≥97%
  • MDL No.None

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

(2-Methoxy-3-methylphenyl)boronic acid|CS-0175762

Structure of 909187-39-9

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General Information

  • CAS No. 909187-39-9
  • Cat. No. CS-0175762
  • 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) 2-METHOXY-3-METHYLPHENYLBORONIC ACID
  • SMILES CC1=C(OC)C(B(O)O)=CC=C1

Description

This boronic acid features a methoxy-substituted aromatic ring paired with a methyl group at the ortho position, enhancing electronic and steric control. The pendant boronic acid moiety enables efficient Suzuki-Miyaura coupling under standard conditions, offering reliable cross-coupling performance in complex molecule synthesis.

Application

(2-Methoxy-3-methylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its ortho-substituted arylboronic acid structure provides enhanced stability and predictable reactivity, facilitating the synthesis of complex biaryl scaffolds commonly found in pharmaceutical intermediates. The methoxy and methyl groups offer complementary electronic and steric modulation, improving functional group tolerance and simplifying purification.

Synthesis

  • Route1

    References

    • Amgen Inc. Patent: US2006/199817 A1, 2006 ; Location in patent: Page/Page column 49 ; US 20060199817 A1

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   49.69
  • LogP   -0.31658
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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