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CS-W001157 4
Total: USD 88.00

(2-(Methoxymethoxy)phenyl)boronic acid

  • CAS No. 115377-93-0

  • Cat. No. CS-0134705
  • Molecule weight181.98
  • Purity≥98%
  • MDL No.MFCD10566597

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

(2-(Methoxymethoxy)phenyl)boronic acid|CS-0134705

Structure of 115377-93-0

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General Information

  • CAS No. 115377-93-0
  • Cat. No. CS-0134705
  • Purity ≥98%
  • MDL No. MFCD10566597
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁BO₄
  • Molecular Weight 181.98
  • Synonym(s) 2-(Methoxymethoxy)phenylboronic acid
  • SMILES OB(O)C1=CC=CC=C1OCOC

Description

This boronate moiety integrates a methoxymethoxy-protected phenyl group, enabling stable handling and selective deprotection in late-stage functionalization. The ortho-substituted arylboronic acid facilitates efficient cross-coupling under standard conditions, delivering complex biaryl architectures with high chemoselectivity and minimal protodeboronation.

Application

(2-(Methoxymethoxy)phenyl)boronic acid serves as a versatile boron-containing building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. The methoxymethoxy group provides orthogonal protection for phenolic hydroxyls, enhancing stability and functional group tolerance during synthesis. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative coupling strategies in medicinal chemistry and materials science.

Synthesis

  • Route1
    • 1-Bromo-2-(methoxymethoxy)benzene|CS-0193640
      68314-54-5
    • ~44%
    • In-stock
      (2-(Methoxymethoxy)phenyl)boronic acid|CS-0134705
      115377-93-0

    References

    • Adamczyk-Wozniak, Agnieszka; Cyranski, Michal K.; Dabrowska, Aldona; Gierczyk, Blazej; Klimentowska, Paulina; Schroeder, Grzegorz; Zubrowska, Anna; Sporzynski, Andrzej Journal of Molecular Structure, 2009 , vol. 920, # 1-3 p. 430 - 435
  • Route2
    • null|null
      150-46-9
    • 1-Bromo-2-(methoxymethoxy)benzene|CS-0193640
      68314-54-5
    • null|null
      7664-93-9
    • ~44%
    • In-stock
      (2-(Methoxymethoxy)phenyl)boronic acid|CS-0134705
      115377-93-0

    References

    • Adamczyk-Wozniak, Agnieszka; Cyranski, Michal K.; Dabrowska, Aldona; Gierczyk, Blazej; Klimentowska, Paulina; Schroeder, Grzegorz; Zubrowska, Anna; Sporzynski, Andrzej Journal of Molecular Structure, 2009 , vol. 920, # 1-3 p. 430 - 435

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   58.92
  • LogP   -0.6509
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   4

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