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Fluorosulfuric acid

Chemical compound

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Concentrated Fluorosulphuric acid fuming in air
North747 · CC BY-SA 4.0

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Through International Union of Pure and Applied Chemistry, Chemical formula and Sulfuric acid

Properties

Fluorosulfuric acid is a free-flowing colorless liquid. It is soluble in polar organic solvents (e.g. nitrobenzene, acetic acid, and ethyl acetate), but poorly soluble in nonpolar solvents such as alkanes.

HSO3F is one of the strongest known simple Brønsted acids. It has an H0 value of −15.1 compared to −12 for sulfuric acid. The combination of HSO3F and the Lewis acid antimony pentafluoride produces "Magic acid", which is a far stronger protonating agent. These acids are categorized as "superacids", acids stronger than 100% sulfuric acid.

Reflecting its strong acidity, HSO3F dissolves almost all organic compounds that are even weak proton acceptors. HSO3F hydrolyzes slowly to hydrogen fluoride (HF) and sulfuric acid. The related triflic acid (CF3SO3H) retains the high acidity of HSO3F but is more hydrolytically stable. The self-ionization of fluorosulfonic acid also occurs:

2 HSO3F ⇌ [H2SO3F]+ + [SO3F]− K = 4.0 × 10−8 (at 298 K)

HSO3F isomerizes alkanes and catalyzes the alkylation of hydrocarbons with alkenes, although it is unclear if such applications are of commercial importance. It can also be used as a laboratory fluorinating agent.

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