Studies on Trifluoromethanesulfonic Acid. Part I. Trifluoromethanesulfonic Acid as a Weak Acid of the Sulfuric Acid Solvent System

Russell, David Graham; Senior, J. B.

doi:10.1139/v74-436

Cited by 19 publications

(6 citation statements)

References 2 publications

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“…(16) 72 28 (17) of the data to 25 °C showed that the 1-apocamphyl ester was solvolyzed 3 X 104 times faster than the 4-tricyclyl ester. This rate difference agreed fairly well with that predicted on the basis of semiempirical strain energy calculations.…”

Section: Solvolysis and Miscellaneous Reactionsmentioning

confidence: 99%

Trifluoromethanesulfonic acid and derivatives

Howells¹,

Cown²

1977

Chem. Rev.

395

191

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Section: Solvolysis and Miscellaneous Reactionsmentioning

confidence: 99%

Trifluoromethanesulfonic acid and derivatives

Howells¹,

Cown²

1977

Chem. Rev.

395

191

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“…Gramstad (3) has shown that HTFMS 1s stronger than perchloric acid in acetic acid medium and Russell and Senior (4) established that the acid is cotnparable in acid strength to chlorosulfuric acid but weaker than fluorosulfuric acid in 1007, sulfuric acid as solvent. Fialkov and Ligus ( 5 ) have made density, viscosity, and electrical conductivity measurenlents on sulfuric acid -HTFMS nlixtures and found evidence for a I : I compound which they fortnulate as H,SO,+SO,CF,-.…”

Section: Introductionmentioning

confidence: 99%

The density, electrical conductivity, freezing point, and viscosity of mixtures of trifluoromethanesulfonic acid and water

Corkum¹,

Milne²

1978

Can. J. Chem.

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Density, viscosity, specific conductivity, and freezing point measurements over the whole composition range of water–trifluoromethanesulfonic acid mixtures are reported. A maximum in viscosity and minimum in specific conductivity are observed at the composition corresponding to the monohydrate, H3O+SO3CF3−, and a maximum deviation from the ideal density is found at the composition corresponding to H5O2+SO3CF3−. The freezing point curve gives evidence for four hydrates with 1:1, 2:1, 4:1, and 6:1 water/trifluoromethanesulfonic acid mole ratios. An incongruent melting hydrate, probably 2:1 acid to water mole ratio is also indicated.

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“…Trifluoromethanesulfonic acid (TFMSA or triflic acid) is known to be a strong acid suitable to be used as catalyst for synthetic applications [1][2][3][4][5][6][7][8][9]. The design of acid-catalysed reactions over solids has caused a pronunced need for further researchs in this area and supported triflic acid [10][11][12][13][14] or materials with -CF 2 SO 3 H groups [9,[15][16][17][18] are becoming now available to replace homogeneous acid solutions.…”

Section: Introductionmentioning

confidence: 99%

Acidity and reactivity of trifluoromethanesulfonic acid in liquid and solid acid catalysts

Marziano

Ronchin

Tortato

et al. 2001

Journal of Molecular Catalysis A: Chemical

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The acidic properties of CF 3 SO 3 H/SiO 2 acid catalysts have been investigated by the protonation of weak bases (B) (B+H + BH + ) and the proton-transfer process from (H + A − ) to (BH + A − ) has been analysed by a thermodynamic procedure used to account the variation of the activity coefficient terms of the species involved. Acid-base systems with different substituted pyridines as back-titrating agents of BH + (i.e. BH + → B) have also been studied and the changes observed in the acid-base interactions according to basicity of pyridines are discussed. The results in solid phase have been compared with those observed in concentrated aqueous solutions (i.e. CF 3 SO 3 H + H 2 O) where "acidity" and "protonating ability" have been distinguished as parameters of interest in the description of nonideal acid systems.Silica loaded with CF 3 SO 3 H, with H 2 SO 4 and with a mixture of both acids have been tested in acid catalysed reactions and their catalytic effectiveness has been explored towards substrates with high acid requirements for the conversion reagents-products. From the available observations in liquid and in solid phase, CF 3 SO 3 H has been proved to be a less effective acid catalyst than expected from the observed protonating ability of acidic medium. Strong interactions between ionic species and the involvement of ion-pairs in concentrated acid systems have been suggested.

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Studies on Trifluoromethanesulfonic Acid. Part I. Trifluoromethanesulfonic Acid as a Weak Acid of the Sulfuric Acid Solvent System

Cited by 19 publications

References 2 publications

Trifluoromethanesulfonic acid and derivatives

Trifluoromethanesulfonic acid and derivatives

The density, electrical conductivity, freezing point, and viscosity of mixtures of trifluoromethanesulfonic acid and water

Acidity and reactivity of trifluoromethanesulfonic acid in liquid and solid acid catalysts

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