5-Bromo-4,4,5,5-tetrafluoropentanoic acid
[CAS# 234443-22-2]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Carboxylic acid
• Name: 5-Bromo-4,4,5,5-tetrafluoropentanoic acid
• Molecular Formula: C₅H₅BrF₄O₂
• Molecular Weight: 252.99
• CAS Registry Number: 234443-22-2
• EC Number: 638-921-0
• SMILES: C(CC(C(F)(F)Br)(F)F)C(=O)O

Properties

• Solubility: 206.7 mg/L (25 °C water)
• Density: 1.8±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.413, Calc.^*
• Melting point: 36.23 °C
• Boiling Point: 219.99 °C, 213.6±40.0 °C (760 mmHg), Calc.^*
• Flash Point: 83.0±27.3 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS05 Danger
• Risk Statements: H314
• Safety Statements: P260-P264-P280-P301+P330+P331-P302+P361+P354-P304+P340-P305+P354+P338-P316-P321-P363-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin corrosion	Skin Corr.	1B	H314

Discovery and Applications

5-Bromo-4,4,5,5-tetrafluoropentanoic acid is a specialized fluorinated organic compound known for its distinctive chemical properties derived from its combination of bromine and fluorine atoms. The compound is part of a broader class of fluorinated carboxylic acids, which are used in various industrial and research applications due to their unique reactivity and stability.

The discovery of 5-bromo-4,4,5,5-tetrafluoropentanoic acid is rooted in the exploration of halogenated acids and their utility in organic synthesis. The presence of fluorine atoms in the structure provides the compound with exceptional stability and resistance to chemical degradation, while the bromine atom introduces a reactive site for further chemical modifications. This combination of elements allows the compound to serve as a versatile intermediate in the synthesis of more complex molecules.

One significant application of 5-bromo-4,4,5,5-tetrafluoropentanoic acid is in the pharmaceutical industry. Fluorinated carboxylic acids are often used to modify the properties of drug candidates, enhancing their efficacy and stability. The compound's ability to act as a reactive intermediate makes it valuable in designing and synthesizing new therapeutic agents with improved performance and bioavailability.

In materials science, this compound can be utilized to develop specialty polymers and materials with tailored properties. The incorporation of fluorine into polymers enhances their chemical resistance, thermal stability, and surface characteristics, making them suitable for high-performance applications. The compound can also be used to create coatings and films that require exceptional durability and resistance to harsh environments.

Additionally, 5-bromo-4,4,5,5-tetrafluoropentanoic acid plays a role in organic synthesis as a reagent and building block. Its unique combination of bromine and fluorine allows it to participate in various chemical reactions, offering opportunities for innovation in synthetic chemistry.

References

KEMIPFAS PFAS Highly Fluorinated Substances List from KEMI.
DOI: 10.5281/zenodo.2621524

PRORISKPFAS List of PFAS Compiled from NORMAN SusDat.
DOI: 10.5281/zenodo.5769582