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(5-(Hydroxymethyl)furan-2-yl)boronic acid

  • CAS No. 1256355-56-2

  • Cat. No. CS-0044912
  • Purity≥95%
  • MDL No.MFCD03095371

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

(5-(Hydroxymethyl)furan-2-yl)boronic acid|CS-0044912

Structure of 1256355-56-2

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General Information

  • CAS No. 1256355-56-2
  • Cat. No. CS-0044912
  • Purity ≥95%
  • MDL No. MFCD03095371
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇BO₄
  • Molecular Weight 141.92
  • Synonym(s) 5-(hydroxymethyl)furan-2-ylboronic acid
  • SMILES OB(C1=CC=C(CO)O1)O

Description

This boronic acid features a furan-based scaffold with a hydroxymethyl-functionalized boronate group, enabling direct incorporation into Suzuki-Miyaura cross-coupling reactions. The hydroxymethyl moiety enhances solubility and stability under standard conditions, while the electron-deficient furan ring facilitates efficient coupling with aryl halides.

Application

(5-(Hydroxymethyl)furan-2-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The pendant hydroxymethyl group provides orthogonal functionality for downstream derivatization, while the boronic acid moiety offers excellent bench stability and compatibility with diverse reaction partners. Its furan core enhances solubility and supports integration into complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Safety Information

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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   73.83
  • LogP   -1.5483
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   2

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