5-Bromo-4,4,5,5-tetrafluoropentan-1-ol
[CAS# 222725-20-4]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Alcohol
• Name: 5-Bromo-4,4,5,5-tetrafluoropentan-1-ol
• Molecular Formula: C₅H₇BrF₄O
• Molecular Weight: 239.01
• CAS Registry Number: 222725-20-4
• SMILES: C(CC(C(F)(F)Br)(F)F)CO

Properties

• Solubility: 503.7 mg/L (25 ºC water)
• Density: 1.7±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.403, Calc.^*
• Melting point: -6.03 ºC
• Boiling Point: 172.69 ºC, 137.3±40.0 ºC (760 mmHg), Calc.^*
• Flash Point: 36.9±27.3 ºC, Calc.^*

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P362-P403+P233-P405-P501

Discovory and Applicatios

5-Bromo-4,4,5,5-tetrafluoropentan-1-ol is a specialized chemical compound known for its unique fluorinated structure and reactivity. This compound features a pentan-1-ol backbone with four fluorine atoms and a bromine atom attached to it, creating a highly fluorinated alcohol that exhibits distinct chemical properties.

The discovery of 5-bromo-4,4,5,5-tetrafluoropentan-1-ol emerged from research into fluorinated alcohols, which are valued for their unique chemical behavior and applications in various fields. The synthesis of this compound involves the introduction of fluorine atoms into the pentan-1-ol structure, followed by bromination. The resulting product combines the stability and reactivity of fluorinated compounds with the functional versatility of alcohols.

In organic synthesis, 5-bromo-4,4,5,5-tetrafluoropentan-1-ol serves as an important intermediate. The presence of both bromine and fluorine atoms in the molecule provides opportunities for a range of chemical transformations. The bromine atom is particularly useful for further functionalization, allowing for the introduction of additional groups or the formation of more complex structures. The fluorinated nature of the compound also imparts unique properties that can be exploited in synthetic chemistry.

The fluorinated alcohol’s applications extend to pharmaceuticals and materials science. In medicinal chemistry, fluorinated compounds are often sought after for their enhanced biological activity and metabolic stability. The unique electronic and steric effects of the fluorine atoms can influence the behavior of drug molecules, potentially improving their efficacy or selectivity. As such, 5-bromo-4,4,5,5-tetrafluoropentan-1-ol may be explored as a building block in the synthesis of bioactive compounds.

In materials science, the incorporation of fluorinated groups into polymers and other materials can lead to modifications in their physical and chemical properties. For instance, fluorinated compounds can enhance hydrophobicity, thermal stability, and chemical resistance. 5-bromo-4,4,5,5-tetrafluoropentan-1-ol’s role in these applications stems from its ability to introduce both bromine and fluorine functionalities into material matrices.

Additionally, this compound is used in the development of specialty chemicals and reagents. Its reactivity and fluorinated structure make it valuable in specific chemical reactions and processes where conventional alcohols may not suffice. The versatility of 5-bromo-4,4,5,5-tetrafluoropentan-1-ol makes it an important tool in both academic research and industrial applications.

Overall, 5-bromo-4,4,5,5-tetrafluoropentan-1-ol is a key chemical substance with significant applications in organic synthesis, pharmaceuticals, and materials science. Its unique combination of fluorination and bromination provides a range of opportunities for chemical transformations and material innovations.