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CS-W001157 4
Total: USD 88.00

3,5-Bis(methoxycarbonyl)benzeneboronic acid

  • CAS No. 177735-55-6

  • Cat. No. CS-W000886
  • Purity≥96%
  • MDL No.MFCD11053854

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

3,5-Bis(methoxycarbonyl)benzeneboronic acid|CS-W000886

Structure of 177735-55-6

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General Information

  • CAS No. 177735-55-6
  • Cat. No. CS-W000886
  • Purity ≥96%
  • MDL No. MFCD11053854
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁BO₆
  • Molecular Weight 238.00
  • Synonym(s) 3,5-Bis(methoxycarbonyl)phenylboronic acid
  • SMILES O=C(OC)C1=CC(=CC(=C1)C(=O)OC)B(O)O

Description

3,5-Bis(methoxycarbonyl)benzeneboronic acid features two methoxycarbonyl groups positioned ortho to a boronic acid moiety, enhancing solubility and stability. This electron-deficient arylboronic acid facilitates efficient Suzuki-Miyaura coupling under mild conditions, enabling reliable carbon-carbon bond formation in complex molecule synthesis.

Application

3,5-Bis(methoxycarbonyl)benzeneboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The two methoxycarbonyl groups provide enhanced solubility and stability, while the boronic acid functionality offers reliable reactivity under standard coupling conditions. Its ortho-directed electronic profile supports selective functionalization, making it well-suited for the synthesis of complex aromatic systems in medicinal chemistry and materials science applications.

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   93.06
  • LogP   -1.0604
  • H_Acceptors   6
  • H_Donors   2
  • Rotatable_Bonds   3

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