Synthesis of methanesulfonic acid and acetic acid by the direct sulfonation or carboxylation of methane

Hydrohalogenation of Unactivated Alkenes Using a Methanesulfonic Acid/Halide Salt Combination

Synthesis ◽

10.1055/s-0040-1719856 ◽

2021 ◽

Author(s):

Jean-François Paquin ◽

Xavier Bertrand ◽

Pascal Paquin ◽

Laurent Chabaud

Keyword(s):

Acetic Acid ◽

Methanesulfonic Acid ◽

Alkyl Halides ◽

Halide Salt ◽

Acid Halide ◽

Halide Salts

AbstractThe hydrochlorination, hydrobromination, and hydroiodination of unactivated alkenes using methanesulfonic acid and inorganic halide salts (CaCl2, LiBr, LiI) in acetic acid are reported. This approach uses readily available and inexpensive reagents to provide the alkyl halides in up to 99% yield. An example of deuteriochlorination using deuterated acetic acid as the solvent is also demonstrated.

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Hydration of Some Acids in Sulfolane

Canadian Journal of Chemistry ◽

10.1139/v75-380 ◽

1975 ◽

Vol 53 (18) ◽

pp. 2683-2688 ◽

Cited By ~ 4

Author(s):

R. L. Benoit ◽

S. Y. Lam

Keyword(s):

Acetic Acid ◽

Sulfonic Acid ◽

Picric Acid ◽

Methanesulfonic Acid ◽

Pressure Measurements ◽

Methane Sulfonic Acid ◽

Enthalpy Changes ◽

Low Concentrations ◽

Vapor Pressure Measurements ◽

And Calorimetry

Interaction between water at low concentrations and some carboxylic acids, methane-sulfonic acid and picric acid, HA, have been studied in Sulfolane at 30 °C. Vapor pressure measurements and calorimetry were used. Results are interpreted in terms of hydration constants K1 and enthalpy changes ΔH1, for the 1:1 complexes [Formula: see text] The values of K1 are low and generally increase slightly with the strength of the acid HA from ∼0.4 for acetic acid to 5.7 for methanesulfonic acid.

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A Mechanistic Study on the Formation of Dronic Acids

Molecules ◽

10.3390/molecules26247587 ◽

2021 ◽

Vol 26 (24) ◽

pp. 7587

Author(s):

Péter Ábrányi-Balogh ◽

István Greiner ◽

György Keglevich

Keyword(s):

Acetic Acid ◽

Quantum Chemical ◽

Methanesulfonic Acid ◽

Phosphorous Acid ◽

Bone Diseases ◽

Phosphorus Trichloride ◽

Mechanistic Study ◽

First Variation ◽

The First Variation ◽

High Level

Dronic acid derivatives, important drugs against bone diseases, may be synthesized from the corresponding substituted acetic acid either by reaction with phosphorus trichloride in methanesulfonic acid as the solvent or by using also phosphorous acid as the P-reactant if sulfolane is applied as the medium. The energetics of the two protocols were evaluated by high-level quantum chemical calculations on the formation of fenidronic acid and benzidronic acid. The second option, involving (HO)2P‑O‑PCl2 as the nucleophile, was found to be more favorable over the first variation, comprising Cl2P‑O‑SO2Me as the real reagent, especially for the case of benzidronate.

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"Greener" Synthesis of Zoledronic Acid from Imidazol-1-yl-acetic Acid and P-Reagents Using Diethyl Carbonate as the Solvent Component

Letters in Organic Chemistry ◽

10.2174/1570178617999200730203738 ◽

2020 ◽

Vol 17 ◽

Author(s):

Alajos Grün ◽

Zsuzsanna Szalai ◽

György Keglevich

Keyword(s):

Acetic Acid ◽

Zoledronic Acid ◽

Methanesulfonic Acid ◽

Phosphorous Acid ◽

Phosphorus Trichloride ◽

Solvent Mixtures ◽

Diethyl Carbonate ◽

Green Solvent ◽

Solvent Component ◽

Greener Synthesis

Abstract: The synthesis of a third generation dronic acid, zoledronic acid by the reaction of imidazol-1-yl-acetic acid with phosphorus trichloride/phosphorous acid in diethyl carbonate (DEC) as a "green" solvent, and in DEC – methanesulfonic acid (MSA) solvent mixtures is described. The earlier not "green" and expensive MSA and sulfolane solvents may be re-placed by DEC

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Incorporation of 2nd and 3rd Generation Bisphosphonates on Hydroxyfluorapatite

Key Engineering Materials ◽

10.4028/www.scientific.net/kem.309-311.899 ◽

2006 ◽

Vol 309-311 ◽

pp. 899-902 ◽

Cited By ~ 1

Author(s):

Luis M. Rodríguez-Lorenzo ◽

Blanca Vázquez ◽

Julio San Román ◽

Kārlis A. Gross

Keyword(s):

Acetic Acid ◽

Methanesulfonic Acid ◽

Heterocyclic Ring ◽

Uniaxial Pressure ◽

Amine Group ◽

Cold Isostatic Press ◽

Secondary Amine Group ◽

N2 Atmosphere ◽

Chemical Content ◽

Indole 3 Acetic Acid

Bisphosphonates (BPs) may play an important role in minimizing osteolysis. In this work two new bisphosphonates pertaining to second and third generations respectively, have been synthesized and incorporated onto a chemically enriched hydroxyapatite. BP synthesis has been performed by adding H3PO3, PCl3 and methanesulfonic acid over 4-aminophenyl acetic acid (APBP) and 1-H-indole-3-acetic acid (IBP) respectively at 65°C in a N2 atmosphere. These compounds bear a primary amine group bonded to an aromatic ring, and a secondary amine group within a heterocyclic ring respectively. A chemically enriched hydroxyapatite with a chemical content corresponding to a 50% fluorided hydroxyapatite has been synthesized. Ceramic bodies manufactured by uniaxial pressure followed by cold isostatic press have a 97% density and submicron grain size. The BP was adsorbed onto the surface by immersion in a stirred solution at 37°C for 48 hours. A 10-fold decrease of the surface energy was observed for bodies modified with the APBP whereas only a 25 % decrease is obtained for bodies loaded with the bisphosphonate loaded with the IBP.

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Ectodesmata as Revealed By Freeze-Etch Preparations of Plant Epidermal Cell Walls

Proceedings, annual meeting, Electron Microscopy Society of America ◽

10.1017/s0424820100072782 ◽

1973 ◽

Vol 31 ◽

pp. 468-469

Author(s):

N.C. Lyon ◽

W. C. Mueller

Keyword(s):

Electron Microscopy ◽

Acetic Acid ◽

Nitric Acid ◽

Oxalic Acid ◽

Light Microscopy ◽

Epidermal Cell ◽

Cell Walls ◽

Plant Viruses ◽

Plant Leaves ◽

Thin Sections

Schumacher and Halbsguth first demonstrated ectodesmata as pores or channels in the epidermal cell walls in haustoria of Cuscuta odorata L. by light microscopy in tissues fixed in a sublimate fixative (30% ethyl alcohol, 30 ml:glacial acetic acid, 10 ml: 65% nitric acid, 1 ml: 40% formaldehyde, 5 ml: oxalic acid, 2 g: mecuric chloride to saturation 2-3 g). Other workers have published electron micrographs of structures transversing the outer epidermal cell in thin sections of plant leaves that have been interpreted as ectodesmata. Such structures are evident following treatment with Hg++ or Ag+ salts and are only rarely observed by electron microscopy. If ectodesmata exist without such treatment, and are not artefacts, they would afford natural pathways of entry for applied foliar solutions and plant viruses.

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