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CS-W001157 4
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2,2,5,5-Tetramethyldihydrofuran-3(2H)-one

  • CAS No. 5455-94-7

  • Cat. No. CS-0153804
  • Purity≥97%
  • MDL No.MFCD00009614

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

2,2,5,5-Tetramethyldihydrofuran-3(2H)-one|CS-0153804

Structure of 5455-94-7

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General Information

  • CAS No. 5455-94-7
  • Cat. No. CS-0153804
  • Purity ≥97%
  • MDL No. MFCD00009614
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄O₂
  • Molecular Weight 142.20
  • Synonym(s) DIHYDRO-2,2,5,5-TETRAMETHYL-3(2H)-FURANONE
  • SMILES CC1(C)CC(=O)C(C)(C)O1

Description

This cyclic ketone features a sterically shielded dihydrofuran ring system, enhancing stability under standard conditions. The tetramethyl substitution pattern imparts high solubility in organic solvents and reduces nucleophilic reactivity at the carbonyl center. This structure enables selective transformations in synthetic sequences requiring robust, bench-stable ketone intermediates.

Application

2,2,5,5-Tetramethyldihydrofuran-3(2H)-one serves as a stable, bench-ready synthon for the construction of substituted pyrrolidines and other nitrogen-containing heterocycles. Its α,α,β,β-tetramethyl substitution enhances kinetic stability and facilitates clean ring-opening reactions with nucleophiles. The molecule functions as a versatile building block in synthetic routes requiring controlled carbonyl reactivity and orthogonal functional group tolerance.

Safety Information

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GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1224
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.533
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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