4,4,4-Trifluoro-3-(trifluoromethyl)-1,3-butanediol
[CAS# 21379-33-9]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Alcohol
• Name: 4,4,4-Trifluoro-3-(trifluoromethyl)-1,3-butanediol
• Molecular Formula: C₅H₆F₆O₂
• Molecular Weight: 212.09
• CAS Registry Number: 21379-33-9
• SMILES: C(CO)C(C(F)(F)F)(C(F)(F)F)O

Properties

• Density: 1.526
• Boiling point: 177 °C
• Refractive index: 1.3411
• Flash point: 61 °C

Safety Data

• Hazard Symbols: GHS02;GHS07 Danger
• Risk Statements: H225-H315-H319
• Safety Statements: P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235

Discovery and Applications

4,4,4-Trifluoro-3-(trifluoromethyl)-1,3-butanediol (TFB) has the molecular formula C5H6F6O2 and is a special fluorinated diol. The synthesis of TFB stems from the progress of fluorine chemistry in the mid-20th century. Researchers developed methods to incorporate multiple fluorine atoms into organic molecules in order to explore the effects of fluorination on chemical properties. TFB is characterized by two alcohol groups and six fluorine atoms, and it was discovered in the effort to create fluorinated intermediates with unique reactivity. TFB has a butane skeleton with hydroxyl groups on the first and third carbon atoms and trifluoromethyl groups on the third and fourth carbon atoms, resulting in a high fluorine content.

TFB is of great significance in drug development, and the fluorinated nature of TFB makes it useful in designing drug molecules, as fluorine atoms can enhance the metabolic stability and bioavailability of drugs. TFB can serve as an intermediate in the synthesis of complex fluorinated compounds, which can help develop new drugs with better therapeutic properties.

In agrochemical production, TFB plays a vital role, and fluorinated compounds such as TFB are integral to the synthesis of pesticides due to their stability and pest control effects. The reactivity of TFB can be used to create more effective and environmentally stable active ingredients. TFB is used to develop herbicidal compounds that benefit from the chemical stability imparted by the trifluoromethyl group.

TFB has promoted the advancement of materials science, and TFB is used to produce fluorinated polymers. These polymers have unique properties such as chemical resistance and low surface energy, making them suitable for high-performance coatings, membranes, and sealants. Diols are used to make specialty materials that require specific properties such as hydrophobicity and thermal stability, which are of great benefit in a variety of industrial applications.

TFB is a valuable reagent in chemical research, and TFB is used to study the effects of fluorine on chemical reactivity and molecular interactions, providing insights for the development of new fluorinated compounds. Researchers use TFB to develop new synthetic methods, especially those involving selective fluorination and manipulation of fluorinated intermediates.

References

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