Sodium methallyl sulfonate is used in pharmaceutical synthesis as a sulfonating agent.
Sodium methallyl sulfonate integrates into molecules to impart sulfonate functionality, critical for the biological activity and solubility of many drugs.
Sodium methallyl sulfonate is a water-soluble anionic monomer that belongs to the allylic sulfonate family and is chemically defined as the sodium salt of methallyl sulfonic acid.
CAS Number: 1561-92-8
Molecular Formula: C4H9NaO3S
Molecular Weight: 160.16
EINECS Number: 216-341-5
Synonyms: 1561-92-8, Sodium methallylsulfonate, Methallyl sulfonate, Sodium methallyl sulfonate, ARA0T9ZU4A, NSC-2253, RefChem:156852, 216-341-5, sodium methylallyl sulfonate, Sodium 2-methylprop-2-ene-1-sulfonate, 2-Methyl-2-propene-1-sulfonic acid sodium salt, Sodium 2-Methyl-2-propene-1-sulfonate, C4H7NaO3S, 2-Propene-1-sulfonic acid, 2-methyl-, sodium salt (1:1), 2-Propene-1-sulfonic acid, 2-methyl-, sodium salt, MFCD00065344, sodium;2-methylprop-2-ene-1-sulfonate, 194810-55-4, DTXSID2044840, Methallylsulfonic acid, sodium salt, Sodium 2-methyl-2-propenesulfonate, 2-Methyl-2-propene-1-sulfonic acid, sodium salt, UNII-ARA0T9ZU4A, Methallylsulfonic Acid Sodium Salt, NSC 2253, EINECS 216-341-5, Sodium 2-methylprop-2-ene-1-sulphonate, 2-methyl-2-propene-1-sulfonic acid sodium, AI3-16415, EC 216-341-5, SCHEMBL127250, Sodium methallylsulfonate SMAS, CHEMBL3181810, DTXCID0024840, Sodium methallyl sulfonate(35%), Sodium methallyl sulfonate (solid), Tox21_301717, AKOS015900376, AKOS015962099, Sodium2-methylprop-2-ene-1-sulfonate, NCGC00256079-01, AS-80425, CAS-1561-92-8, DB-043307, M1408, NS00100135, C20360, EN300-26274851, Q27274084, 2-methyl-2-propene-1-sulfonicacisodiumsalt;Sodium Methyl Allyl Sulfonate;Sodium Methylallyl Sulphonate;METHALLYLSULPHONICACID,SODIUMSALT;Natriummethylallylsulfonat;2-Methyl-2-propene-1-sulfonic acid, sodium sal;2-Methylenepropane-1-sulfonic acid sodium salt;2-Methylpropene-3-sulfonic acid sodium salt
Sodium methallyl sulfonate is commonly synthesized through sulfonation of methallyl-based precursors followed by neutralization with sodium hydroxide, producing a molecule that contains a sulfonate group (–SO₃⁻ Na⁺) attached to an unsaturated methallyl backbone.
The presence of both a strongly hydrophilic sulfonate group and a carbon–carbon double bond gives sodium methallyl sulfonate excellent water solubility, high ionic conductivity, and compatibility with free-radical polymerization processes.
Because of its anionic nature, this compound imparts strong electrostatic repulsion, dispersibility, and charge stability when incorporated into polymer chains.
Sodium methallyl sulfonate is widely used as a functional comonomer in the synthesis of water-soluble polymers, polyelectrolytes, and copolymers where improved hydrophilicity, salt tolerance, and thermal stability are required.
Sodium methallyl sulfonate is also employed in applications such as dispersants, scale inhibitors, superplasticizers, ion-exchange materials, and surface-modified coatings, where its sulfonate functionality enhances adsorption behavior and resistance to aggregation in aqueous environments.
Sodium methallyl sulfonate is a highly water-soluble anionic organic compound that belongs to the family of allylic sulfonate salts and is chemically defined as the sodium salt of methallyl sulfonic acid.
It is generally synthesized via sulfonation of methallyl-based intermediates, followed by neutralization with sodium hydroxide, yielding a molecule that combines a reactive carbon–carbon double bond with a strongly acidic sulfonate group (–SO₃⁻ Na⁺).
This dual functionality gives sodium methallyl sulfonate amphiphilic and polyelectrolytic characteristics, enabling strong interaction with water while remaining chemically active in free-radical polymerization systems.
The sulfonate group provides permanent negative charge over a wide pH range, which leads to excellent hydrophilicity, high ionic strength tolerance, and strong electrostatic stabilization in aqueous media.
At the same time, the methallyl double bond allows the compound to copolymerize with vinyl and acrylic monomers, making it an effective functional comonomer for introducing sulfonic functionality directly into polymer backbones.
As a result, polymers containing sodium methallyl sulfonate exhibit enhanced water solubility, improved dispersion stability, resistance to flocculation, and increased thermal and chemical durability.
In practical applications, sodium methallyl sulfonate is widely used in the production of dispersants, superplasticizers for cement and concrete, scale inhibitors for water treatment, and additives for detergents and cleaning formulations.
Sodium methallyl sulfonate is also employed in advanced materials such as ion-exchange resins, hydrogels, membrane materials, and surface-modified nanoparticles, where the sulfonate groups improve ionic conductivity, adsorption behavior, and interfacial compatibility.
Due to its stability, strong anionic character, and polymerizable structure, sodium methallyl sulfonate plays an important role in modern polymer chemistry, water-based systems, and electrochemically active materials.
Melting point : >300 °C
Density : 1.59 (20 °C)
Vapor pressure : 0 Pa at 20 °C
Storage temperature : Inert atmosphere, room temperature
Form : Powder to crystal
Color : White to almost white
Water solubility : 523 g/L at 20 °C
LogP : −3.74 (20 °C)
InChI : InChI=1S/C4H8O3S.Na.H/c1-4(2)3-8(5,6)7;;/h1,3H2,2H3,(H,5,6,7);;
InChIKey : JJJRVJPTNNJLLQ-UHFFFAOYSA-N
SMILES : C(C(=C)C)S(O)(=O)=O.[NaH]
Sodium methallyl sulfonate is a highly water-soluble anionic organic compound that belongs to the class of allylic sulfonate salts and is chemically defined as the sodium salt of methallyl sulfonic acid.
Sodium methallyl sulfonate is typically synthesized through the sulfonation of methallyl-containing precursors, followed by neutralization with sodium hydroxide, resulting in a stable ionic compound that contains both a sulfonate functional group (–SO₃⁻ Na⁺) and an unsaturated carbon–carbon double bond.
This molecular structure combines strong hydrophilicity with chemical reactivity, allowing sodium methallyl sulfonate to act simultaneously as a charged species and as a polymerizable monomer.
The sulfonate group is strongly acidic and remains fully ionized over a wide pH range, which gives the compound permanent negative charge, excellent water solubility, and high resistance to electrolyte screening.
These characteristics make sodium methallyl sulfonate particularly effective at providing electrostatic stabilization, preventing particle aggregation, and improving dispersion in aqueous systems.
In addition, the presence of the methallyl double bond enables participation in free-radical copolymerization with vinyl, acrylic, and styrenic monomers, allowing sulfonate functionality to be chemically integrated into polymer backbones rather than merely blended.
Polymers and copolymers containing sodium methallyl sulfonate typically show enhanced hydrophilicity, improved salt tolerance, increased thermal stability, and superior resistance to precipitation in high-ionic-strength environments.
These properties are especially valuable in water-based formulations where long-term stability, controlled viscosity, and consistent performance are required.
Sodium methallyl sulfonate is widely used as a functional comonomer in the production of polyelectrolytes, water-soluble polymers, and specialty copolymers designed for harsh chemical or thermal conditions.
From an application standpoint, sodium methallyl sulfonate plays an important role in cement and concrete admixtures (such as superplasticizers), water-treatment chemicals (including scale and corrosion inhibitors), and industrial dispersants for pigments, fillers, and nanoparticles.
Sodium methallyl sulfonate is also employed in detergents, textile auxiliaries, paper processing additives, and oil-field chemicals, where its strong anionic character improves wetting, adsorption, and dispersion efficiency.
In more advanced materials, the compound is used in ion-exchange systems, hydrogels, membranes, and electrochemically active polymers, where sulfonate groups contribute to ionic conductivity and controlled ion transport.
Sodium methallyl sulfonate is valued in industrial and materials chemistry for its combination of chemical stability, high water affinity, permanent ionic charge, and polymerizable structure.
These features make it a versatile building block for designing functional polymers and additives that perform reliably in complex aqueous and high-salinity environments.
Sodium methallyl sulfonate is a highly water-soluble anionic organic compound that belongs to the class of allylic sulfonate salts and is chemically defined as the sodium salt of methallyl sulfonic acid.
Sodium methallyl sulfonate is commonly synthesized by sulfonation of methallyl-based intermediates followed by neutralization with sodium hydroxide, producing a stable ionic compound that contains both a sulfonate functional group (–SO₃⁻ Na⁺) and a reactive carbon–carbon double bond.
This combination of a strongly hydrophilic ionic group and an unsaturated organic backbone makes sodium methallyl sulfonate both chemically reactive and highly compatible with aqueous systems.
From a structural perspective, the sulfonate group is strongly acidic and remains fully ionized across a wide pH range, providing permanent negative charge and excellent water solubility.
This permanent anionic character leads to strong electrostatic repulsion between particles or polymer chains, which helps prevent aggregation, flocculation, and phase separation in solution.
At the same time, the methallyl double bond enables the molecule to participate in free-radical polymerization and copolymerization reactions, allowing sulfonate functionality to be covalently incorporated into polymer backbones.
When used as a comonomer, sodium methallyl sulfonate introduces sulfonic acid groups directly into polymers, producing materials with polyelectrolyte behavior.
Such polymers typically exhibit enhanced hydrophilicity, improved salt and temperature tolerance, high chemical stability, and consistent performance in high-ionic-strength environments.
Uses:
Sodium methallyl sulfonate was used as anionic monomer to investigate the effect of different cationic or anionic moieties in acrylonitrile-based copolymers on the interaction with fibroblasts.
Sodium methallyl sulfonate was used to reduce the homopolymerization during graft copolymerization of methyl methacrylate with water-emulsified solution onto preirradiated jute fiber.
Sodium methallyl sulfonate can be used as a monomer of high efficiency polycarboxylic acids concrete water reducing agents; offer stable sulfonic acid groups.
Sodium methallyl sulfonate is mainly used as the third monomer to improve the dyeability, heat resistance,sense of touch and easily weaving of the polyacrylonitrile.
Also it can be used on water treatment, paint additive, carbon pore creating and powdered paints.
Sodium methallyl sulfonate is mainly used as a functional anionic monomer in polymer and copolymer synthesis, where it introduces permanent sulfonate groups into polymer chains.
Sodium methallyl sulfonates strong negative charge and high water solubility make it particularly suitable for systems that require long-term dispersion stability, high salt tolerance, and resistance to pH variations.
It is widely incorporated into water-soluble polymers and polyelectrolytes to enhance hydrophilicity, thermal stability, and chemical durability, especially in harsh aqueous or high-ionic-strength environments.
Because of its ability to copolymerize with vinyl and acrylic monomers, it allows sulfonate functionality to be chemically bound to the polymer backbone rather than added as a separate additive.
Sodium methallyl sulfonate is commonly used in dispersants for pigments, fillers, carbon black, and nanoparticles, where the sulfonate groups provide strong electrostatic repulsion and prevent particle agglomeration.
In cement and concrete systems, polymers containing this compound act as superplasticizers, improving flowability, reducing water demand, and maintaining workability without negatively affecting mechanical properties.
In water-treatment applications, Sodium methallyl sulfonate is used in scale and corrosion inhibitors, where its sulfonate functionality enhances adsorption onto mineral and metal surfaces and helps control inorganic salt deposition.
Sodium methallyl sulfonate is also applied in detergent and cleaning formulations to improve wetting, soil dispersion, and cleaning efficiency, particularly under hard-water conditions.
Additionally, sodium methallyl sulfonate is used in textile auxiliaries, paper processing chemicals, and water-based coatings, where it improves dispersion stability, adhesion, and overall formulation performance.
In advanced materials, polymers containing sodium methallyl sulfonate are employed in hydrogels, ion-exchange materials, membranes, and electrochemically active systems, where sulfonate groups contribute to ionic conductivity and controlled ion transport.
Sodium methallyl sulfonate is extensively used as a functional anionic monomer in the synthesis of water-soluble polymers and copolymers, where it provides permanently charged sulfonate groups along the polymer backbone.
These sulfonate groups impart strong hydrophilicity, high electrolyte tolerance, and stability over a broad pH range, making the resulting materials suitable for demanding aqueous environments.
Because sodium methallyl sulfonate contains a polymerizable carbon–carbon double bond, it can be chemically incorporated into vinyl, acrylic, and styrenic polymer systems.
This covalent incorporation ensures long-term performance compared with physically blended additives, especially under conditions of high temperature, salinity, or mechanical stress.
In dispersion applications, sodium methallyl sulfonate is widely used to stabilize pigments, mineral fillers, carbonaceous materials, and nanoparticles.
Its strong anionic charge creates electrostatic repulsion between particles, preventing aggregation and sedimentation and ensuring uniform distribution in water-based formulations.
In cement and concrete technology, polymers derived from sodium methallyl sulfonate are key components of modern superplasticizers.
They improve the flowability and workability of cementitious mixtures, reduce water consumption, and enhance processability while maintaining or improving final mechanical properties.
Safety Profile:
Sodium methallyl sulfonate is generally considered a low-to-moderate hazard chemical, but it should still be handled with appropriate laboratory and industrial safety precautions.
As a sulfonate salt, it is typically supplied as a solid or aqueous solution and is not highly volatile, which reduces inhalation risk under normal conditions.
Direct contact with the substance may cause skin and eye irritation, particularly with prolonged exposure or at high concentrations, due to its ionic and mildly alkaline nature.
Eye contact can result in redness, tearing, or discomfort, and skin contact may lead to irritation or dryness, especially in sensitive individuals.
Inhalation of dust or aerosols, if generated during handling or processing, may irritate the respiratory tract, causing coughing or throat irritation.
Although it is not classified as highly toxic, ingestion should be avoided, as it may cause gastrointestinal irritation, including nausea or discomfort.
From a chemical safety perspective, sodium methallyl sulfonate is thermally stable under normal storage conditions, but it can decompose when exposed to high temperatures, releasing sulfur-containing gases such as sulfur oxides.
Sodium methallyl sulfonate may also participate in polymerization reactions if exposed to radical initiators or elevated temperatures, which should be considered during storage and transport.