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EC / List no.: 200-898-6
CAS no.: 75-75-2
Mol. formula: CH4O3S
Methanesulfonic acid (MsOH) or methanesulphonic acid (in British English) is a colorless liquid with the chemical formula CH3SO3H.
Methanesulfonic acid is the simplest of the alkylsulfonic acids. Salts and esters of methanesulfonic acid are known as mesylates (or methanesulfonates, as in ethyl methanesulfonate).
Methanesulfonic acid is hygroscopic in its concentrated form.
Methanesulfonic acid may be considered an intermediate compound between sulfuric acid (H2SO4), and methylsulfonylmethane ((CH3)2SO2), effectively replacing an –OH group with a –CH3 group at each step.
This pattern can extend no further in either direction without breaking down the –SO2– group. Methanesulfonic acid can dissolve a wide range of metal salts, many of them in significantly higher concentrations than in hydrochloric or sulfuric acid.
Methanesulfonic acid (MSA), the simplest alkanesulfonic acid, is a hygroscopic colorless liquid or white solid, depending on whether the ambient temperature is greater or less than 20 ºC.
Methanesulfonic acid is very soluble in water and oxygenated solvents, but sparingly soluble in most hydrocarbons.
In aqueous solution, Methanesulfonic acid is a strong acid (completely ionized).
Methanesulfonic acid’s acidity and solubility properties make it industrially valuable as a catalyst in organic reactions, particularly polymerization.
In many applications, Methanesulfonic acid's advantage over concentrated sulfuric acid is that it has similar acid strength but is not an oxidant.
The first report of MSA synthesis was in a 1950 patent awarded to John C. Snyder and Aristid V. Grosse of Houdry Process Corp. (subsequently acquired by Air Products).
They heated methane and sulfur trioxide to 200–325 ºC under pressure in the presence of a mercury catalyst.
BASF currently produces the acid via a two-step process in which methanol and elemental sulfur react to give dimethyl disulfide, which is then oxidized to the final product.
Methane sulphonic acid, also known as methanesulfonic acid or mesylic acid.
Methane sulphonic acid is widely used as an acid catalyst and solvent in organic reactions in biological and agricultural industry.
Methane sulphonic acid is also a key ingredient in plating various metals to print circuit board manufacture in electric industry.
Besides, Methane sulphonic acid is popularly used in textile treatment, and the production of plastics and polymers.
Methanesulfonic acid (MSA) is a strong organic acid.
The chemical oxidation of dimetyl sulfide in the atmosphere leads to the formation of MSA in large quantities.
Methanesulfonic acid undergoes biodegradation by forming CO2 and sulphate.
Methanesulfonic acid is considered a green acid as it is less toxic and corrosive in comparison to mineral acids.
The aqueous Methanesulfonic acid solution has been considered a model electrolyte for electrochemical processes.
Applications
Methanesulfonic acid is used as an acid catalyst in organic reactions because it is a non-volatile, strong acid that is soluble in organic solvents.
Methanesulfonic acid is convenient for industrial applications because it is liquid at ambient temperature, while the closely related p-toluenesulfonic acid (PTSA) is solid.
However, in a laboratory setting, solid PTSA is more convenient.
Methanesulfonic acid can be used in the generation of borane (BH3) by reacting methanesulfonic acid with NaBH4 in an aprotic solvent such as THF or DMS, the complex of BH3 and the solvent is formed.
Electroplating
Solutions of methanesulfonic acid are used for the electroplating of tin and tin-lead solders.
Methanesulfonic acid is displacing the use of fluoroboric acid, which releases corrosive and volatile hydrogen fluoride.
Methanesulfonic acid is also a primary ingredient in rust and scale removers.
Methanesulfonic acid is used to clean off surface rust from ceramic, tiles and porcelain which are usually susceptible to acid attack.
Methanesulfonic acid is used by consumers, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Methanesulfonic acid is used in the following products: washing & cleaning products, air care products, anti-freeze products and lubricants and greases.
Other release to the environment of Methanesulfonic acid is likely to occur from: indoor use as processing aid and outdoor use as processing aid.
Methanesulfonic acid is used in the following products: metal surface treatment products, pH regulators and water treatment products and laboratory chemicals.
Methanesulfonic acid is used in the following areas: formulation of mixtures and/or re-packaging, health services and scientific research and development.
Methanesulfonic acid is used for the manufacture of: fabricated metal products.
Release to the environment of Methanesulfonic acid can occur from industrial use: in processing aids at industrial sites.
Other release to the environment of Methanesulfonic acid is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use and indoor use in close systems with minimal release (e.g. cooling liquids in refrigerators, oil-based electric heaters).
Methanesulfonic acid is used in the following products: metal surface treatment products.
Release to the environment of Methanesulfonic acid can occur from industrial use: formulation of mixtures, in processing aids at industrial sites, manufacturing of the substance, as an intermediate step in further manufacturing of another substance (use of intermediates), in the production of articles, as processing aid, as processing aid and of substances in closed systems with minimal release.
Methanesulfonic acid is used in the following products: metal surface treatment products, pH regulators and water treatment products and laboratory chemicals.
Methanesulfonic acid is used in the following areas: formulation of mixtures and/or re-packaging.
Methanesulfonic acid is used for the manufacture of: chemicals.
Release to the environment of Methanesulfonic acid can occur from industrial use: in processing aids at industrial sites, as processing aid, as an intermediate step in further manufacturing of another substance (use of intermediates), formulation of mixtures and in the production of articles.
Methanesulfonate electroplating solution
Methanesulfonic acid is a caustic chemical, briefly referred to as MSA.
Methanesulfonic acid has broad application prospect in the field of electroplating and has proved to be an excellent alternative of fluoride boric acid or phenolsulfonic acid.
Methanesulfonate electroplating solution has been applied to tin and tin-lead alloy plating, the product features are as follows:
1. The bright pure tin electroplating of the methanesulfonic acid type with the coating crystal being meticulous, even and exhibiting bright silver-white.
Methanesulfonic acid has excellent weldability, being suitable in the electronics profession.
2. The plating solution has a high plating rate, a wide range of current density, faster deposition rate, and excellent deep plating capacity.
3. After the standard aging test or long-term storage, it can still maintain good welding performance.
4. Methanesulfonic acid contains no fluorine boric acid with easy wastewater treatment, low corrosion, being environmentally friendly.
Chemical properties
Methanesulfonic acid appears as colorless or slightly brown oily liquid, appearing as solid at low temperatures.
Methanesulfonic acid has a melting temperature of 20 °C, the boiling point of 167 °C (13.33 kPa), 122 °C (0.133 kPa), the relative density of 1.4812 (18 ℃) and refractive index 1.4317 (16 ℃).
Methanesulfonic acid is soluble in water, alcohol and ether, insoluble in alkanes, benzene and toluene.
Methanesulfonic acid will not subject to decomposition in boiling water and hot alkaline solution.
Methanesulfonic acid also has strong corrosion effect against the metal iron, copper and lead.
Uses
Methanesulfonic acid is a raw material for medicine and pesticide.
Methanesulfonic acid can also be used as dehydrating agent, curing accelerator for coating, treating agent for fiber, solvent, catalysis, and esterification as well as polymerization reaction.
Methanesulfonic acid can be used as solvent, alkylation, catalyst of esterification and polymerization, also used in medicine and electroplating industry.
Methanesulfonic acid can also be applied to oxidation.
Polymerization catalyst.
Methanesulfonic acid has been developed as an esterification catalyst in place of sulfuric acid for the synthesis of resins in paints and coatings. One of the major advantages of methanesulfonic acid over sulfuric acid is that it is not an oxidizing species.
Production method
Methanesulfonic acid can be obtained through the nitrate oxidation of thiocyanate methyl.
Nitric acid and negative water are heated carefully to 80-88 °C with fractional addition of methyl thiocyanate and the temperature being automatically rose to about 105 ℃.
After the reaction becomes mild, the reaction was heated to 120 ° C and reacted for 5 hours to obtain a crude product.
The crude product was diluted with exchanged water and adjusted to pH 8-9 by addition of 25% barium hydroxide solution and filtered.
The filtrate is condensed to until crystalline precipitation.
The crystal is washed by methanol to remove the nitrate to obtain the barium methanesulfonate.
Methanesulfonic acid is then added to the exchanged water to boiling, add sulfuric acid for decomposition while it is hot, filter and the filtrate was concentrated under vacuum to no water to obtain the finished product.
Another method is that the methyl isothiourea sulfate is successively subject to chlorination, oxidation and hydrolysis to derive the finished product.
Methyl isothiourea sulfate was added to the water; and the chlorine is sent into at 20-25 ° C to until phenomenon such as solution color is turned into yellow; oil layer emerges in the bottom of the bottle; the temperature drop and large number of residual chlorine is discharged from the exhaust pipe; this indicates the end point of the reaction.
The reaction solution was extracted with chloroform.
After drying, the extract was distilled at 60-62 ° C under normal pressure to remove the chloroform, and then further subject to distillation under reduced pressure.
Collect the 60-65 °C (2.67 kPa) fraction was to obtain the methanesulfonyl chloride.
Add the base drop wise under stirring to 80 ℃ hot water and maintain the heat hydrolysis for about 2h, to until the reaction liquid droplets completely disappear.
The reaction solution was concentrated under reduced pressure to a syrupy form, diluted with water, and concentrated under reduced pressure to until no more water was distilled off to obtain methanesulfonic acid.
Chemical Properties
Methanesulfonic acid is a colourless or light yellow liquid having a melting point of 20° C, is a strong acid acting corroding but not oxidizing.
Methanesulfonic acid is used in the electroplating industry and for organic syntheses, in particular as a catalyst for alkylations, esterifications, and polymerizations.
Beyond that, methanesulfonic acid is used as a starting material for the preparation of methanesulfonyl chloride.
Preparation
Methanesulfonic acid is produced predominantly by oxidizing methylthiol or dimethyl disulfide using nitric acid, hydrogen peroxide, chlorine or by employing electrochemical processes.
Methanesulfonic acid is an alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is methyl.
Methanesulfonic acid has a role as an Escherichia coli metabolite.
Methanesulfonic acid is an alkanesulfonic acid and a one-carbon compound.
Methanesulfonic acid is a conjugate acid of a methanesulfonate.
Uses
General adhesives and binding agents for a variety of uses
Various types of paint for various uses
Related to all forms of cleaning/washing, including cleaning products used in the home, laundry detergents, soaps, de-greasers, spot removers, etc;
Furniture, or the manufacturing of furniture (can include chairs and tables, and more general furniture such as mattresses, patio furniture, etc.)
Detergents with wide variety of applications;
Drug product, or related to the manufacturing of drugs;
Pharmaceutical related
Consumer electronic equipment of all types, including phones, computers, cameras etc. and related electronic componenets (motherboards, software, chargers)
Includes antifoaming agents, coagulating agents, dispersion agents, emulsifiers, flotation agents, foaming agents, viscosity adjustors, etc
Term used for colorants, dyes, or pigments; includes colorants for drugs, textiles, personal care products (cosmetics, tatoo inks, hair dye), food colorants, and inks for printing
If applied entry is related to the manufacturing process for the product, widely applied, modifiers often included
Agricultural chemicals used on a variety of crops
Drug product, or related to the manufacturing of drugs; modified by veterinary, animal, or pet if indicated by source
Related to electrical work (such as wiring of a building), electric current insulation materials, or other electrical components
Related to computers or the manufacturing of computers
Related to manufacturing for export
Fertilizer for consumer or industrial use, and manufacturing of fertilizers
Related to metals - manufacturing of metals, casting of metals, production of metals, surface treatment of metals, etc
Various types of paint for various uses,
Substances used for preventing, destroying or mitigating pests
Televisions and their manufacture
Radios
Raw materials used in a variety of products and industries (e.g. in cosmetics, chemical manufacturing, production of metals, etc).
Soaps, includes personal care products for cleansing the hands or body, and soaps/detergents for cleaning products, homes, etc
Related to metals - manufacturing of metals, casting of metals, production of metals, surface treatment of metals, etc
Inert ingredients in a pesticide
Related to photography, film, photographic equipment, photographic laboraties, photochemicals, and developing of photographs
Plastic products, industry for plastics, manufacturing of plastics, plastic additives
Related to the process of printing (newspapers, books media, etc), printing inks, toners, etc
Inks used for printing or writing
General propellant (no additional information known), or chemical used in an aerosol, or to propel compressed gas out of a pressurized container
Related to fracking, natural gas, industrial gases
Rubber products (e.g. tires) and their manufacture
Crude oil, crude petroleum, refined oil products, fuel oils, drilling oils
Soaps, includes personal care products for cleansing the hands or body, and soaps/detergents for cleaning products, homes, etc
Paint removers, graffiti removers, or general solvents
Surface treatments for metals, hardening agents, corrosion inhibitors, polishing agents, rust inhibitors, water repellants, etc (surfaces to be applied to often not indicated in source description)
Related to metals - manufacturing of metals, casting of metals, production of metals, surface treatment of metals, etc
Catalyst in esterification, alkylation, olefin polymerization, peroxidation reactions.
Chem int to form secondary methane sulfonates from olefins; chem int for trifluoromethane sulfonic acid, methane sulfonyl chloride
Industry Uses
Adhesives and sealant chemicals
Intermediates
Paint additives and coating additives not described by other categories
Plating agents and surface treating agents
Process regulators
Processing aids, not otherwise listed
Processing aids, specific to petroleum production
Consumer Uses
Building/construction materials not covered elsewhere
Electrical and electronic products
General Manufacturing Information
Industry Processing Sectors
All other basic inorganic chemical manufacturing
Nonmetallic mineral product manufacturing (includes clay, glass, cement, concrete, lime, gypsum, and other nonmetallic mineral product manufacturing.
ll other basic organic chemical manufacturing
All other chemical product and preparation manufacturing
All other petroleum and coal products manufacturing
Computer and electronic product manufacturing
Construction
Electrical equipment, appliance, and component manufacturing
Oil and gas drilling, extraction, and support activities
Pesticide, fertilizer, and other agricultural chemical manufacturing
Petroleum lubricating oil and grease manufacturing
Plastic material and resin manufacturing
Soap, cleaning compound, and toilet preparation manufacturing
Methanesulfonic acid (MSA) is a green acid with a remarkably high solubility for several specialty and base metals including lead, making it an interesting leaching agent for metals.
MSA is safer and less toxic than the mineral acids (HCl, H2SO4, HNO3) currently employed for leaching metals from primary and secondary sources.
In this study, MSA was tested for the leaching of lead and zinc from the iron-rich jarosite residue of the zinc industry.
The leaching of lead, zinc, and iron increased as a function of the MSA concentration in water up to 90 vol% MSA.
Higher MSA concentrations resulted in precipitate formation due to the limited solubility of the iron and zinc methanesulfonate salts in water-lean MSA.
Leaching with pure MSA resulted in a pregnant leach solution (PLS) comprising most of the lead and zinc, and a precipitate comprising the majority of the iron and a fraction of the zinc originally present in the jarosite.
The optimization of the leaching conditions showed that increasing the liquid-to-solid ratio or temperature increased the leaching efficiencies of the metals, especially of lead.
The leaching under optimized conditions was successfully performed on a larger scale using a temperature-controlled batch leaching reactor.
The metal/iron mass ratio increased from 1/4 for Pb/Fe, and from 1/7 for Zn/Fe in the initial jarosite, to over 2.66/1 and 1/2, in the PLS, respectively.
Methanesulfonic acid (MSA), the simplest alkanesulfonic acid, is a hygroscopic colorless liquid or white solid, depending on whether the ambient temperature is greater or less than 20 ºC.
Methanesulfonic acid is very soluble in water and oxygenated solvents, but sparingly soluble in most hydrocarbons.
In an aqueous solution, it is a strong acid (completely ionized).
Methanesulfonic acid’s acidity and solubility properties make it industrially valuable as a catalyst in organic reactions, particularly polymerization.
In many applications, its advantage over concentrated sulfuric acid is that it has similar acid strength but is not an oxidant.
Methanesulfonic acid with high acidity is not only the catalyst in the process of chitin acylation, but also is a good solvent for partially acylated chitin.
Thus homogeneous acylation of chitin can be achieved in the methanesulfonic acid system.
Methanesulfonic acid is used as a catalyst in organic reactions namely esterification, alkylation and condensation reactions due to its non- volatile nature and solubility in organic solvents.
Methanesulfonic acid is also involved in the production of starch esters, wax oxidate esters, benzoic acid esters, phenolic esters, or alkyl esters.
Methanesulfonic acid reacts with sodium borohydride in presence of polar solvent tetrahydrofuran to prepare borane-tetrahydrofuran complex.
Methanesulfonic acid finds application in batteries, because of its purity and chloride absence.
In pharmaceutical industry, it is used for the manufacturing of active pharmaceutical ingredients like telmisartan and eprosartan.
Methanesulfonic acid is useful in ion chromatography and is a source of carbon and energy for some gram-negative methylotropic bacteria.
Methanesulfonic acid is involved in the deprotection of peptides.
Methane sulphonic acid, also known as methanesulfonic acid or mesylic acid.
Methanesulfonic acid is widely used as an acid catalyst and solvent in organic reactions in biological and agricultural industry.
Methanesulfonic acid is also a key ingredient in plating various metals to print circuit board manufacture in electric industry.
Besides, Methane sulphonic acid is popularly used in textile treatment, and the production of plastics and polymers.
Synonyms: Methanesulfonic acid, Methanesulphonic acid, Mesylate, Methylsulfonate, Methane sulfonic acid, MSA
INCI: Methane Sulphonic Acid
Chemical Formula: CH3SO3H
CAS Number: CAS 75-75-2
Methanesulfinic acid (MSIA) is an important intermediate in the oxidation of dimethyl sulfide (DMS) in the marine boundary layer.
The oxidation of MSIA by ozone in the gas phase to form methanesulfonic acid (MSA) was investigated using theoretical calculations in this paper.
Three pathways can be found for the reaction of MSIA with ozone.
The highest energy barrier is 13.02 kcal mol−1 in the most favorable pathway.
By comparing the reaction rate of MSIA + O3 with that of MSIA + OH, it can be concluded that the oxidation of MSIA by O3 to form MSA is of minor significance relative to its oxidation by OH radical in the gas phase.
Physical properties of Methane Sulphonic Acid
Methane sulphonic acid is a clear colorless liquid available as a 70% solution in water and anhydrous form.
The structure of methane sulphonic acid lends itself to many catalytic reactions, due to its high acid strength (pKa= -1.9) and low molecular weight (96.0 g/mol).
Methane Sulphonic Acid is Green Acid Catalysts
Methanesulfonic acid is easy to handle methane sulphonic acid as liquid and can be recyclized.
Methanesulfonic acid has low LD50 and is biodegradable forming sulfate and CO2.
Methane sulphonic acid is considered to be a natural product and is part of the natural sulfur.
Methanesulfonic acid is less corrosive and toxic than other mineral acids.
Due to these properties methane sulphonic acid making an environmentally benign material .
Applications of Methane Sulphonic Acid as Catalyst in Organic Synthesis
1. H. Naeimi et. al used methane sulphonic acid as a catalyst for a regioselective route for Direct Ortho-Acylation of Phenols and Naphthols under Microwave conditions.
Methanesulfonic acid is an alkane sulfonic acid in which the alkyl group directly linked to the sulfo- functionality is methyl.
Salts and esters of methanesulfonic acid are known as mesylates (or methanesulfonates, as in ethyl methanesulfonate).
Methanesulfonic acid is used as an acid catalyst in organic reactions because it is a non-volatile, strong acid that is soluble in organic solvents.
Methanesulfonic acid is convenient for industrial applications because it is liquid at ambient temperature.
Methanesulfonic acid is also a primary ingredient in rust and scale removers.
Methanesulfonic acid is used to clean off surface rust from ceramic, tiles and porcelain which are usually susceptible to acid attack.
IUPAC NAMES:
mesylates , Mesylic acid
Methane Sulfonic Acid
Methane sulfonic acid
methane sulfonic acid
methane sulphonic acid
Methanesulfonic Acid
Methanesulfonic acid
methanesulfonic acid
Methanesulfonic acid
Methanesulphonic acid
methanesulphonic acid
Methanesulphonic acid
Methanesulphonic Acid 70% (MSA)
Methansulfonic acid
Methansulfonsäure
Methynesulfonic acid
MSA
mucochloric acid
sulfomethane
SYNONYMS
acidemethanesulfonique
Kyselina methansulfonova
kyselinamethansulfonova
Methylsulphonicacid
SULFOMETHANE
MSA
METHANE SULFONIC ACID 70%
METHANESULFONIC ACID 4.0 M WITH 0.2%*(W/ V) TRYPTAMI
MethanesulfonicAcidForSynthesis
Methanesulfonic acid, 70% aq. soln.
Methanesulfonic acid, 98+%
LutropurMSA
Methanesulfonic acid, 70% solution in water, pure
Methanesulfonic acid, extra pure, 99%
METHANESULFONICACID,TECHNICAL
Methansulfonsure
methanesulfontc acid
METHANESULPHONIC ACID pure
METHANESULFONIC ACID: 70% AQUEOUS SOLUTION
MCAT 1201
Methanesulfonic acid, 99%, extra pure
Methanesulfonic Acid [for HPLC]
Methanesulfonic acid,pure,70% solution in water
Methanesulfonic acid, 70% Solution in Water
MsOH
MeSO3H
Methane sulfonic Acid70%
MethanesuL
Sulphonethane
Alkanesulfonic acid
METHANESULFONIC ACID
METHANESULPHONIC ACID
METHYLSULFONIC ACID
METHYLSULFONATE, POLYMER-BOUND
METHANE SULFONIC ACID ANHYDROUS
METHANESULFONIC ACID, >=99.5%
METHANESULFONIC ACID,70WT.%SOLUTION IN H
METHANESULFONIC ACID 70 WT. % SOLUTION&
METHANESULFONIC ACID, TECH., 70%
METHANESULFONIC ACID, ELECTR GR(MSA 70%
Methanesulfonic acid solution, Eluent concentrate for IC, 0.1M in water
METHANESULFONIC ACID SOLUTION, ~70% IN W ATER
Methanesulfonic acid solution 4 M (with 0.2% (w/v) tryptamine)
METHANESULFONIC ACID SOLUTION
METHANESULFONIC ACID, 70 WT.%SOLUTION IN WATER
METHANESULFONIC ACID SOL., FOR PROTEIN S EQ.ANAL., 10X1 ML
ANHYDROUS METHANESULFONIC ACID (AMSA) (WORLDWIDE EXCEPT NORTH AMERICA)
METHANESULFONIC ACID REAGENTPLUS(TM) &
METHANESULFONIC ACID SOLUTION 50% IN WATER
Mesic acid
Methanesulfonicacidaqsoln
ACIDO METANSOLFONICO
Methanesulfonic acid ,99%
Methanesulphonic acid, 98+%
METHANESULFONIC ACID, 70% SOLN
Metane Sulfonic Acid
MSA : Metahanesulfonic Acid
N-(4-Methyl-3-{[4-(pyridin-3-yl)pyriMidin-2-yl]aMino}phenyl)-4-[(4-Methylpiperazin-1-yl)Methyl]benzaMide
