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CS-W001157 4
Total: USD 88.00

[4-(2-methoxy-2-oxoethyl)phenyl]boronic acid

  • CAS No. 454185-96-7

  • Cat. No. CS-0036604
  • Purity≥95%
  • MDL No.None

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

[4-(2-methoxy-2-oxoethyl)phenyl]boronic acid|CS-0036604

Structure of 454185-96-7

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General Information

  • CAS No. 454185-96-7
  • Cat. No. CS-0036604
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BO₄
  • Molecular Weight 193.99
  • Synonym(s) Methyl (4-boronophenyl)acetate
  • SMILES COC(=O)CC1=CC=C(C=C1)B(O)O

Description

This boronate moiety integrates a para-methoxy ketone group, enabling direct functionalization in Suzuki-Miyaura couplings. The electron-deficient aryl ring enhances reactivity, while the bench-stable boronic acid handle simplifies handling and purification under standard conditions.

Application

(4-(2-Methoxy-2-oxoethyl)phenyl)boronic acid serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The ortho-methoxyketone group provides enhanced stability and facilitates downstream functionalization, while the boronic acid moiety offers excellent compatibility with aqueous conditions and broad functional group tolerance. Its bench-stable nature and straightforward purification make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Wang, You-Chu; Georghiou, Paris E. Organic Letters, 2002 , vol. 4, # 16 p. 2675 - 2678
  • Route2

    References

    • Wang, You-Chu; Georghiou, Paris E. Organic Letters, 2002 , vol. 4, # 16 p. 2675 - 2678
  • Route3
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      147283-85-0
    • ~%
    • In-stock
      [4-(2-methoxy-2-oxoethyl)phenyl]boronic acid|CS-0036604
      454185-96-7

    References

    • Wang, You-Chu; Georghiou, Paris E. Organic Letters, 2002 , vol. 4, # 16 p. 2675 - 2678

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   66.76
  • LogP   -0.9181
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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