2,3,4,5,6-pentafluorobenzoylchloride CAS:2251-50-5
Catalog Number | XD95702 |
Product Name | 2,3,4,5,6-pentafluorobenzoylchloride |
CAS | 2251-50-5 |
Molecular Formula | C7ClF5O |
Molecular Weight | 230.52 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
2,3,4,5,6-pentafluorobenzoyl chloride, also known as pentafluorobenzoyl chloride, is a chemical compound that is derived from pentafluorobenzoic acid. It possesses several important effects and applications:Reactivity: Pentafluorobenzoyl chloride is a highly reactive compound due to the presence of the acyl chloride functional group (–COCl). This group readily undergoes nucleophilic substitution reactions, making it an important reagent in organic synthesis. It can react with a wide range of nucleophiles, such as amines, alcohols, and thiols, to form amides, esters, and thioesters, respectively.Electrophilicity: The chloride atom attached to the carbonyl carbon in pentafluorobenzoyl chloride makes it an electrophilic compound. This electrophilicity allows it to undergo various reactions, including Friedel-Crafts acylation, where it can substitute an acyl group onto an aromatic ring. This reaction is especially useful in the synthesis of pharmaceuticals and agrochemicals.Stability: Pentafluorobenzoyl chloride exhibits high stability due to the presence of multiple fluorine substituents on the benzene ring. These fluorine atoms, known for their electron-withdrawing effects, enhance the stability of the compound by withdrawing electron density from the acyl chloride group. This stability allows for easier handling and storage of pentafluorobenzoyl chloride.Applications: Pentafluorobenzoyl chloride finds wide applications in the field of organic synthesis. It is commonly utilized as an acylating agent, where it introduces the pentafluorobenzoyl group into various organic molecules. This acylation helps modify the properties of compounds, such as altering their reactivity or enhancing their stability. Pentafluorobenzoyl chloride is also used in peptide synthesis, where it acts as a protecting group for amino acids during the formation of peptide bonds.Safety Considerations: Pentafluorobenzoyl chloride is a corrosive and toxic compound that should be handled with care. It can cause severe burns and respiratory irritation. Adequate precautions, such as wearing appropriate protective equipment and working in a well-ventilated area, should be taken to ensure safety during its use.In summary, pentafluorobenzoyl chloride is a versatile compound with reactivity and electrophilicity arising from its acyl chloride functionality. Its stability, thanks to the electron-withdrawing effects of the fluorine substituents, allows for ease of handling and storage. Pentafluorobenzoyl chloride finds applications in organic synthesis, particularly in acylation reactions and peptide synthesis. As with all chemical compounds, safety measures must be strictly followed to minimize the risks associated with its use.