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4-Oxotetrahydrofuran-3-carbonitrile

  • CAS No. 856945-68-1

  • Cat. No. CS-0050786
  • Molecule weight111.10
  • Purity≥95%
  • MDL No.MFCD23106450

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

4-Oxotetrahydrofuran-3-carbonitrile|CS-0050786

Structure of 856945-68-1

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General Information

  • CAS No. 856945-68-1
  • Cat. No. CS-0050786
  • Purity ≥95%
  • MDL No. MFCD23106450
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅NO₂
  • Molecular Weight 111.10
  • Synonym(s) Tetrahydro-4-oxo-3-furancarbonitrile
  • SMILES O=C1COCC1C#N

Description

4-Oxotetrahydrofuran-3-carbonitrile features a fused oxo and nitrile functionality within a saturated heterocyclic framework, enabling direct incorporation into complex molecular architectures. The electron-deficient carbonyl and polar nitrile group facilitate efficient coupling reactions and serve as key handles for downstream functionalization in synthetic pathways.

Application

4-Oxotetrahydrofuran-3-carbonitrile serves as a versatile synthon in medicinal chemistry, enabling efficient construction of tetrahydrofuran-based heterocycles. Its α,β-unsaturated carbonyl and nitrile functionalities facilitate nucleophilic addition, Michael reactions, and cyclization cascades. The compound exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for modular synthesis workflows in API development.

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   50.09
  • LogP   -0.27452
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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