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CS-W001157 4
Total: USD 88.00

5-Chloro-2-methoxyphenylboronic acid

  • CAS No. 89694-48-4

  • Cat. No. CS-D1034
  • Purity≥98%
  • MDL No.MFCD01318966

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

5-Chloro-2-methoxyphenylboronic acid|CS-D1034

Structure of 89694-48-4

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General Information

  • CAS No. 89694-48-4
  • Cat. No. CS-D1034
  • Purity ≥98%
  • MDL No. MFCD01318966
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BClO₃
  • Molecular Weight 186.40
  • Synonym(s) 5-Chloro-2-methoxybenzeneboronic Acid (contains varying amounts of Anhydride)
  • SMILES COC1=CC=C(Cl)C=C1B(O)O

Description

Allyltri-n-butyltin acts as an allylation reagent for aldehydes catalyzed by chiral Lewis acids and ytterbium(III) trifluoromethanesulfonate. It is also used to prepare homoallylic alcohols with trichloro-1,3,5-triazene. Further, it plays an important role for tetrakis(triphenylphosphine)palladium(0) catalyzed coupling reaction with iodoquinones and allyl acetates.

Application

5-Chloro-2-methoxyphenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The chloro group allows for subsequent functionalization via palladium-catalyzed coupling or nucleophilic substitution, while the methoxy substituent enhances solubility and modulates electronic properties. Bench-stable and readily purified by recrystallization, it facilitates reliable synthesis of complex aromatic architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      121-43-7
    • In-stock
      2-Bromo-4-chloro-1-methoxybenzene|CS-W014730
      60633-25-2
    • ~74%
    • In-stock
      5-Chloro-2-methoxyphenylboronic acid|CS-D1034
      89694-48-4

    References

    • US5688808 A1, ; US 5688808 A
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 69, # 2 p. 566 - 569
  • Route3
    • null|null
      5419-55-6
    • In-stock
      2-Bromo-4-chloro-1-methoxybenzene|CS-W014730
      60633-25-2
    • ~%
    • In-stock
      5-Chloro-2-methoxyphenylboronic acid|CS-D1034
      89694-48-4

    References

    • US5534518 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-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   0.0284
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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