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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carbaldehyde

  • CAS No. 846023-58-3

  • Cat. No. CS-0046253
  • Purity≥97%
  • MDL No.MFCD06657890

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carbaldehyde|CS-0046253

Structure of 846023-58-3

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General Information

  • CAS No. 846023-58-3
  • Cat. No. CS-0046253
  • Purity ≥97%
  • MDL No. MFCD06657890
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅BO₄
  • Molecular Weight 222.05
  • Synonym(s) 5-FORMYLFURAN-3-BORONIC ACID PINACOL ESTER
  • SMILES O=CC1=CC(B2OC(C)(C)C(C)(C)O2)=CO1

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carbaldehyde features a boronate ester group paired with an aldehyde handle, enabling efficient cross-coupling and sequential functionalization. The furan scaffold imparts electron-rich character, enhancing reactivity in palladium-catalyzed transformations. This bench-stable reagent integrates readily into complex molecular architectures under standard conditions.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carbaldehyde serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The furan aldehyde functionality enables direct incorporation into complex heterocyclic frameworks and conjugated systems. Its stability under ambient conditions facilitates handling and purification, while the tetramethyl-substituted dioxaborolane enhances reaction efficiency and functional group tolerance in standard coupling protocols.

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   48.67
  • LogP   1.3913
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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