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Methyl 2-oxotetrahydrofuran-3-carboxylate

  • CAS No. 19406-00-9

  • Cat. No. CS-0077660
  • Purity≥95%
  • MDL No.MFCD10569624

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

Methyl 2-oxotetrahydrofuran-3-carboxylate|CS-0077660

Structure of 19406-00-9

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General Information

  • CAS No. 19406-00-9
  • Cat. No. CS-0077660
  • Purity ≥95%
  • MDL No. MFCD10569624
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₄
  • Molecular Weight 144.13
  • Synonym(s) methyl 2-oxooxolane-3-carboxylate
  • SMILES O=C(C1C(OCC1)=O)OC

Description

Methyl 2-oxotetrahydrofuran-3-carboxylate features a reactive α,β-unsaturated carbonyl system within a tetrahydrofuran ring, enabling direct functionalization at the C3 position. This electrophilic scaffold integrates readily into heterocyclic syntheses and serves as a key intermediate in the construction of biologically relevant oxygenated frameworks under standard conditions.

Application

Methyl 2-oxotetrahydrofuran-3-carboxylate serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to tetrahydrofuran-based scaffolds. Its α,β-unsaturated carbonyl motif facilitates Michael additions and nucleophilic conjugate reactions, while the ester group supports subsequent transformations such as hydrolysis or reduction. Bench-stable and readily purified by distillation, it functions as a key building block in the construction of bioactive molecules and natural product analogs.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-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   52.6
  • LogP   -0.2775
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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