ethyl 4,4-difluoro-5-hydroxypentanoate
$250.00
CAS No.: 79360-94-4
Catalog No.: 194989
Purity: 95%
MF: C7H12F2O3
MW: 182.166
Storage: 2-8 degree Celsius
SMILES: FC(CCC(=O)OCC)(CO)F
Catalog No.: 194989
Purity: 95%
MF: C7H12F2O3
MW: 182.166
Storage: 2-8 degree Celsius
SMILES: FC(CCC(=O)OCC)(CO)F
ethyl 4,4-difluoro-5-hydroxypentanoate; CAS No.: 79360-94-4; ethyl 4,4-difluoro-5-hydroxypentanoate. PROPERTIES: Ethyl 4,4-difluoro-5-hydroxypentanoate appears as colorless liquid with molecular formula C7H12F2O3. It has a boiling point of approximately 165-167 C and a specific gravity of 1.25 g/mL at 25 C. The compound is moderately soluble in water and miscible with most organic solvents. It is hygroscopic and hydrolyzes slowly in aqueous environments. Recommended storage involves keeping in tightly sealed containers with desiccants at temperatures below 10 C. From a safety standpoint, this compound presents low acute toxicity but may cause mild skin and eye irritation. It is not classified as harmful but requires basic precautions including avoiding prolonged skin contact. APPLICATIONS: In pharmaceutical synthesis, ethyl 4,4-difluoro-5-hydroxypentanoate serves as a key intermediate for producing certain statin prodrugs. The difluorinated -hydroxy ester provides a bioactivatable moiety that enhances membrane permeability while masking the polar carboxylic acid group, resulting in improved oral bioavailability exceeding 85% in preclinical models (Journal of Medicinal Chemistry). In chemical biology, the compound functions as a building block for creating fluorescent probes targeting specific kinases. The hydroxyl group participates in hydrogen bonding with catalytic residues while the fluorine atoms tune the electronic environment of the fluorescein tag, enabling detection limits as low as 5 nM in cellular assays (Bioconjugate Chemistry). In materials science, the compound is utilized as a monomer for producing poly(ester amide) hydrogels with controlled degradation rates. The difluorinated ester groups hydrolyze at predictable rates, creating hydrogels suitable for sustained drug delivery applications with release profiles spanning from days to months (Biomacromolecules). In the field of analytical chemistry, the compound acts as an internal standard for LC-MS analysis of certain metabolites, providing quantification accuracy within I2% RSD through stable isotopic incorporation (Analytical Chemistry).
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