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Methyl 3,3-difluoro-2-oxocyclopentane-1-carboxylate

  • CAS No. 2459401-08-0

  • Cat. No. CS-0158859
  • Purity≥98%
  • MDL No.None

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

Methyl 3,3-difluoro-2-oxocyclopentane-1-carboxylate|CS-0158859

Structure of 2459401-08-0

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General Information

  • CAS No. 2459401-08-0
  • Cat. No. CS-0158859
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈F₂O₃
  • Molecular Weight 178.13
  • Synonym(s) Cyclopentanecarboxylic acid, 3,3-difluoro-2-oxo-, methyl ester
  • SMILES O=C(C1C(C(F)(F)CC1)=O)OC

Description

Methyl 3,3-difluoro-2-oxocyclopentane-1-carboxylate features a strained cyclopentanone ring bearing two fluorine atoms at the geminal 3-position and a methyl ester group. This electron-deficient scaffold integrates readily into asymmetric synthesis workflows, offering enhanced reactivity in nucleophilic additions and enabling access to fluorinated carbocyclic building blocks under mild conditions.

Application

Methyl 3,3-difluoro-2-oxocyclopentane-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling the construction of fluorinated cyclopentane scaffolds relevant to medicinal chemistry. The gem-difluoro substituent imparts enhanced metabolic stability and modulates electronic properties, while the α,β-unsaturated carbonyl system facilitates nucleophilic addition and Michael-type reactions. Its bench-stable nature and compatibility with standard functional group manipulations make it well-suited for iterative synthesis and process development workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   0.7738
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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