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CS-W001157 4
Total: USD 88.00

2,6-Dimethoxyphenylboronic acid

  • CAS No. 23112-96-1

  • Cat. No. CS-W019869
  • Molecule weight181.98
  • Purity≥98%
  • MDL No.MFCD01318987

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

2,6-Dimethoxyphenylboronic acid|CS-W019869

Structure of 23112-96-1

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General Information

  • CAS No. 23112-96-1
  • Cat. No. CS-W019869
  • Purity ≥98%
  • MDL No. MFCD01318987
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁BO₄
  • Molecular Weight 181.98
  • Synonym(s) 2,6-Dimethoxybenzeneboronic Acid (contains varying amounts of Anhydride)
  • SMILES COC1=C(B(O)O)C(OC)=CC=C1

Application

2,6-Dimethoxyphenylboronic acid serves as a reliable building block for Suzuki-Miyaura cross-coupling reactions, offering enhanced solubility and stability compared to unsubstituted analogs. The ortho-dimethoxy substitution pattern provides electronic modulation and steric protection, minimizing protodeboronation while enabling efficient coupling with aryl halides and triflates. Its bench-stable solid form facilitates handling, purification, and integration into complex molecule synthesis workflows.

Synthesis

  • Route1

    References

    • Ku, Yi-Yin; Grieme, Tim; Raje, Prasad; Sharma, Padam; Morton, Howard E.; Rozema, Mike; King, Steve A. Journal of Organic Chemistry, 2003 , vol. 68, # 8 p. 3238 - 3240
  • Route2
    • null|null
      121-43-7
    • In-stock
      1,3-Dimethoxybenzene|CS-W018510
      151-10-0
    • ~95%
    • In-stock
      2,6-Dimethoxyphenylboronic acid|CS-W019869
      23112-96-1

    References

    • CLARIANT GMBH Patent: WO2004/24738 A1, 2004 ; Location in patent: Page/Page column 13-14 ;
  • Route3
    • null|null
      5419-55-6
    • In-stock
      1,3-Dimethoxybenzene|CS-W018510
      151-10-0
    • ~%
    • In-stock
      2,6-Dimethoxyphenylboronic acid|CS-W019869
      23112-96-1

    References

    • US2001/41802 A1, ; US 20010041802 A1 US6593480 B2, ;

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   58.92
  • LogP   -0.6164
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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