Hexafluorothioacetone

Hexafluorothioacetone is a chemical compound with the formula (CF3)2CS. It is a colorless, volatile liquid that is highly reactive and is used in various synthetic applications.

Structure and Properties

Hexafluorothioacetone is a fluorocarbon derivative of thioacetone, with six fluorine atoms replacing the hydrogen atoms in the original compound. The molecule has a trigonal planar structure, with the sulfur atom at the center. The molecular geometry results in a dipole moment, which contributes to the compound's reactivity.

The compound is highly volatile, with a boiling point of -10 degrees Celsius. It is also highly reactive, particularly with nucleophiles, due to the presence of the electron-withdrawing fluorine atoms.

Synthesis

Hexafluorothioacetone can be synthesized by the reaction of hexafluoroacetone with hydrogen sulfide in the presence of a base. The reaction proceeds via a nucleophilic substitution mechanism, with the hydrogen sulfide acting as the nucleophile.

Applications

Due to its reactivity, hexafluorothioacetone is used in various synthetic applications. It can act as a fluorinating agent, introducing fluorine atoms into other compounds. It is also used in the synthesis of fluorinated polymers, which have applications in various industries including electronics and aerospace.

Safety

Hexafluorothioacetone is a highly reactive compound and should be handled with care. It can cause burns and eye damage, and may be harmful if inhaled. Appropriate safety measures should be taken when handling this compound, including the use of personal protective equipment and adequate ventilation.

See Also

• Hexafluoroacetone
• Thioacetone
• Fluorocarbon