2-Vinylhexafluoroisopropanol
[CAS# 19701-19-0]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Alcohol
• Name: 2-Vinylhexafluoroisopropanol
• Synonyms: 1,1,1-trifluoro-2-(trifluoromethyl)but-3-en-2-ol
• Molecular Formula: C₅H₄F₆O
• Molecular Weight: 194.07
• CAS Registry Number: 19701-19-0
• EC Number: 821-639-9
• SMILES: C=CC(C(F)(F)F)(C(F)(F)F)O

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

2-Vinylhexafluoroisopropanol is an organofluorine compound with the chemical formula C9H6F6O. It features a vinyl group attached to a hexafluoroisopropanol structure. The discovery of this compound emerged from research focused on developing fluorinated alcohols with unique chemical properties, particularly those involving fluorinated hydrocarbons.

The synthesis of 2-vinylhexafluoroisopropanol typically involves the reaction of hexafluoroisopropanol with a suitable vinylating agent under controlled conditions. One common method involves the use of a vinyl halide in the presence of a base to facilitate the vinylation reaction. This process ensures that the vinyl group is successfully introduced into the hexafluoroisopropanol molecule, resulting in the formation of 2-vinylhexafluoroisopropanol.

2-Vinylhexafluoroisopropanol has found significant applications in various fields due to its unique fluorinated structure. In polymer chemistry, it is used as a monomer or co-monomer in the production of fluorinated polymers. These polymers are valued for their chemical resistance, thermal stability, and low surface energy, making them ideal for use in applications such as coatings, films, and sealants.

The compound is also utilized in the development of specialty materials and additives. For example, it is used in the formulation of high-performance lubricants and hydraulic fluids, where its fluorinated nature contributes to enhanced stability and resistance to oxidation and degradation. Additionally, 2-vinylhexafluoroisopropanol is employed in the creation of advanced materials with specific properties tailored to industrial needs.

In the field of organic synthesis, 2-vinylhexafluoroisopropanol serves as a valuable building block for the construction of more complex fluorinated compounds. Its reactivity and unique chemical properties make it a useful intermediate in the synthesis of fluorinated pharmaceuticals, agrochemicals, and other fine chemicals.

Overall, 2-vinylhexafluoroisopropanol is a versatile chemical with applications spanning polymer chemistry, specialty materials, and organic synthesis. Its discovery and utilization have contributed to advancements in various industrial and research areas, highlighting the importance of fluorinated compounds in modern chemistry.

References

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