Perchloryl fluoride

Perchloryl Fluoride

Perchloryl fluoride

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Perchloryl fluoride is a reactive gas with the chemical formula . It has a characteristic sweet odor that resembles gasoline and kerosene. It is toxic and is a powerful oxidizing and fluorinating agent. It is the acid fluoride of perchloric acid.

In spite of its small enthalpy of formation (ΔH<sub>f</sub><sup><s>O</s></sup> = −5.7), it is kinetically stable, decomposing only at 400&nbsp;°C. It is quite reactive towards reducing agents and anions, however, with the chlorine atom acting as an electrophile. It reacts explosively with reducing agents such as amides, metals, hydrides, etc.

Synthesis and chemistry

Perchloryl fluoride is produced primarily by the fluorination of perchlorates. Antimony pentafluoride is a commonly-used fluorinating agent:

+ 3 HF + 2 &rarr; + + 2

reacts with alcohols to produce alkyl perchlorates, which are extremely shock-sensitive explosives. Using Friedel-Crafts catalysts, it can be used for introducing the group into aromatic rings via electrophilic aromatic substitution.


Perchloryl fluoride is used in organic chemistry as a mild fluorinating agent.<ref...
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