Sodium 3-Chloro-2-Hydroxypropane Sulfonate is a white crystalline powder.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is a zwitterionic detergent similar to Chaps, however, Chapso is more soluble and particularly better for the solubilization of integral membrane proteins.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is a chemical compound with various industrial and commercial applications.
CAS Number: 82473-24-3
Molecular Formula: C32H58N2O8S
Molecular Weight: 630.88
EINECS Number: 617-338-5
Synonyms:CHAPSO, 82473-24-3, V9N9RGA14M, 3-[(3-Cholamidopropyl)dimethylammonio]-2-hydroxy-1-propanesulfonate, 3-((3-Cholamidopropyl)dimethylammonio)-2-hydroxy-1-propane sulfonate, 3-((3-cholamidopropyl)dimethylammonio)-2-hydroxy-1-propanesulfonate, 3-([3-Cholamidopropyl]dimethylammonio)-2-hydroxy-1-propanesulfonate, RefChem:91993, 1-PROPANAMINIUM, 2-HYDROXY-N,N-DIMETHYL-3-SULFO-N-(3-(((3ALPHA,5BETA,7ALPHA,12ALPHA)-3,7,12-TRIHYDROXY-24-OXOCHOLAN-24-YL)AMINO)PROPYL)-, INNER SALT, 617-338-5, MFCD00081079, 3-[dimethyl-[3-[[(4R)-4-[(3R,5S,7R,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propyl]azaniumyl]-2-hydroxypropane-1-sulfonate, UNII-V9N9RGA14M, C32H58N2O8S, CHAPSO BioXtra, SCHEMBL594591, orb2308659, CHAPSO >=98%, DTXSID901002705, 3-(dimethyl(3-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)propyl)ammonio)-2-hydroxypropane-1-sulfonate, AKOS025286002, CS-W020941, FC46927, HY-W040201, AS-35189, CHAPSO Vetec(TM) reagent grade >=98%, NS00121753, Q27291705, 3-[(3-Cholamidopropyl)dimethylammonio]-2-hydroxy-1-propanesulfonate (CHAPSO), 1-PROPANAMINIUM, 2-HYDROXY-N,N-DIMETHYL-3-SULFO-N-(3-(((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)amino)propyl)-, inner salt, 1-Propanaminium, 2-hydroxy-N,N-dimethyl-3-sulfo-N-(3-(((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)amino)propyl)-, hydroxide, inner salt, 3-(Dimethyl{3-[(3,7,12-tetrahydroxycholan-24-ylidene)amino]propyl}azaniumyl)-2-hydroxypropane-1-sulfonate, 3-[Dimethyl(3-{[(3?,5?,7?,12?)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino}propyl)ammonio]-2-hydroxy-1-propanesulfonate.CHAPSO;3-[(3-CHOLAMIDOPROPYL)DIMETHYLAMMONIO]-2-HYDROXY-1-PROPANESULFONATE;3-[(3-CHOLAMIDOPROPYL)DIMETHYLAMMONIO]-2-HYDROXY-1-PROPANE SULPHONATE;1-Propanaminium, 2-hydroxy-N,N-dimethyl-3-sulfo-N-3-(3.alpha.,5.beta.,7.alpha.,12.alpha.)-3,7,12-trihydroxy-24-oxocholan-24-ylaminopropyl-, inner salt;CHAPSO,ELECTROPHORESISGRADE;3-((3-cholamidopropyl)dimethylammonio)-2-hydroxy-;CHAPSO 3-[(3-Cholamidopropyl)dimethylammonio]-2-hydroxy-1-propanesulfonate;CHAPSO SIGMAULTRA
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is an organosulfonate chemical compound that consists of a three-carbon backbone in which a hydroxyl group (-OH) is attached to the second carbon, a chlorine atom (-Cl) is bonded to the third carbon, and a sulfonate group (-SO3⁻) is covalently linked to the terminal carbon, with sodium serving as the counterion to neutralize the sulfonate’s negative charge.
This molecular arrangement gives the compound both hydrophilic and reactive properties, allowing it to act as a versatile intermediate in chemical synthesis, particularly in the production of surfactants, polymers, and specialty chemicals.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is valued for its high water solubility and stability under alkaline and neutral conditions, which enables it to be used in aqueous reaction systems without precipitating or degrading.
Its structure, containing both a halogen and a hydroxyl functional group, allows it to participate in nucleophilic substitution and condensation reactions, making it a useful building block in the synthesis of compounds with antistatic, detergent, or corrosion-inhibiting properties.
In industrial applications, Sodium 3-Chloro-2-Hydroxypropane Sulfonate is often used as a precursor in the production of cationic and anionic surfactants, where it contributes to enhanced wetting, emulsifying, and dispersing abilities, which are important in detergents, textile processing, and paper manufacturing.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate can also be utilized in the formulation of epoxy resin hardeners or water treatment agents, taking advantage of its sulfonate group to improve solubility, ionic strength, and chemical reactivity.
Due to its reactive halogen moiety, Sodium 3-Chloro-2-Hydroxypropane Sulfonate must be handled with care, as it can undergo substitution reactions with nucleophiles, including water, alcohols, or amines, which may produce unwanted byproducts or release trace amounts of hazardous substances.
Sodium 3-Chloro-2-Hydroxypropane Sulfonates chemical properties make it a specialty intermediate rather than a final consumer product, and it is primarily used in controlled industrial or laboratory settings for the synthesis of more complex functional chemicals.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is widely appreciated in chemical manufacturing due to its unique combination of a halogen atom, a hydroxyl group, and a sulfonate moiety, which allows it to act as a highly reactive intermediate in organic synthesis.
Its hydrophilic sulfonate group provides excellent water solubility, which facilitates reactions in aqueous media and enhances its ability to stabilize ionic formulations or act as a solubilizing agent in complex chemical systems.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is an important organosulfonate intermediate in modern chemical industries, where its combination of a reactive chlorine atom, a hydroxyl functional group, and a sulfonate moiety allows chemists to perform a variety of chemical transformations, making it a versatile building block for synthesizing more complex molecules.
The presence of the sodium sulfonate group not only enhances its water solubility but also enables it to act as a stabilizing agent in ionic formulations, improving compatibility with aqueous reaction media and facilitating the production of water-dispersible polymers, resins, and surfactants.
Melting point: 184-186 °C(lit.)
Density: 1.0453 (rough estimate)
refractive index: 1.6900 (estimate)
storage temp.: -20°C
solubility: H2O: 10 mg/mL at 20 °C, clear, colorless
form: White solid
color: White crystalline
Odor: Odorless
Water Solubility: 10 g/l at 20 °C
Merck: 13,2052
BRN: 5842642
InChIKey: GUQQBLRVXOUDTN-PPDWFABINA-N
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is a non-denaturing zwitterionic bile salt derivative, derived from Chaps by the addition of a functional hydroxyl group.
In polymer and resin chemistry, Sodium 3-Chloro-2-Hydroxypropane Sulfonate is often used to introduce sulfonate functionalities into polymers, which can improve water retention, ionic conductivity, and thermal stability, making it valuable in the production of cationic or anionic resins, epoxy resins, and specialty polymers used in coatings, adhesives, and ion-exchange materials.
The chlorine atom in its structure allows for nucleophilic substitution reactions, enabling it to be modified into a wide variety of derivatives, such as quaternary ammonium salts, zwitterionic surfactants, or ether-linked sulfonates, which are used in detergents, textile finishing agents, and industrial cleaners.
In textile and paper industries, Sodium 3-Chloro-2-Hydroxypropane Sulfonate serves as a key precursor for antistatic and dispersing agents, where the sulfonate functionality helps prevent fiber clumping and improves wetting and dye uniformity.
In water treatment applications, its derivatives can act as scale inhibitors, corrosion inhibitors, or dispersants, leveraging its ionic nature to chelate metal ions, prevent precipitation, and maintain system efficiency.
Because of its reactive chlorine and hydroxyl groups, careful handling is essential: prolonged skin or eye contact can cause irritation, and inhalation of dust or aerosols may lead to respiratory discomfort.
Moreover, its chemical reactivity requires storage in cool, dry conditions away from strong oxidizers, acids, or bases, as exposure to incompatible substances may trigger undesirable side reactions.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is a highly versatile industrial intermediate with applications spanning polymer synthesis, surfactant production, textile and paper processing, water treatment, and specialty chemical manufacturing, valued for its reactivity, solubility, and ability to impart ionic functionality to complex chemical systems.
In detergent and cleaning product manufacturing, derivatives of this compound are often incorporated into anionic or cationic surfactants, where they improve wetting, emulsification, and dispersing properties, allowing for better cleaning performance and the prevention of particulate aggregation in laundry, dishwashing, and industrial cleaning formulations.
Sodium 3-Chloro-2-Hydroxypropane Sulfonates hydroxyl group allows for further chemical modification, such as etherification or esterification, which expands its application in creating specialized surfactants with tailored hydrophilic-lipophilic balance (HLB), suitable for both industrial and consumer products.
In polymer chemistry, Sodium 3-Chloro-2-Hydroxypropane Sulfonate is frequently used to introduce ionic functional groups into polymer backbones, which enhances properties like water retention, ionic conductivity, thermal and chemical stability, and resistance to microbial degradation.
This makes it valuable in the production of cationic and anionic resins, epoxy resins, ion-exchange polymers, and specialty coatings, which are used in electronics, adhesives, paints, and water treatment membranes.
In textile finishing and paper industries, Sodium 3-Chloro-2-Hydroxypropane Sulfonate and its derivatives serve as antistatic agents, dispersants, and wetting agents, improving the uniformity of dyes, reducing fiber clumping, and preventing static charge buildup, which is critical for high-quality fabric processing and paper manufacturing.
Its chemical reactivity also makes it a useful intermediate in pharmaceutical, agrochemical, and biochemical synthesis, where it can be converted into more complex molecules such as quaternary ammonium salts, zwitterionic compounds, or sulfonated ethers, which have applications ranging from antimicrobial agents to specialty surfactants.
Uses Of Sodium 3-Chloro-2-Hydroxypropane Sulfonate:
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is a nondenaturing biological detergent with characteristics similar to CHAPS, although it is more soluble due to a more polar head group. Useful for the solubilization of integral membrane proteins.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate may be used in bicelle preparation for β2-adrenergic receptor reconstitution.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate has been used: in a study to assess the processes of liposome solubilization and reconstitution of two transport proteins, in a study to investigate a novel bicelle system for orienting macromolecules over a wide temperature range, as a mixture with dilauroyl phosphatidylcholine (DLPC) in solid-state nuclear magnetic resonance (NMR) technique to study membrane-associated proteins.
A nondenaturing zwitterionic detergent with characteristics similar to Sodium 3-Chloro-2-Hydroxypropane Sulfonate, although it is more soluble due to a more polar head group. Useful for the solubilization of integral membrane proteins.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate is a highly versatile chemical intermediate whose uses span multiple industries due to its unique combination of a reactive chlorine atom, a hydroxyl group, and a sulfonate moiety, which collectively provide both hydrophilicity and chemical reactivity, enabling it to participate in a wide range of chemical transformations.
In surfactant manufacturing, it is commonly used as a precursor to produce anionic, cationic, and zwitterionic surfactants, where its sulfonate group enhances water solubility and ionic interaction, while the chlorine and hydroxyl functionalities allow further chemical modifications, resulting in surfactants that exhibit excellent wetting, emulsifying, and dispersing properties for use in detergents, industrial cleaners, and personal care products such as shampoos and body washes.
In polymer and resin synthesis, Sodium 3-Chloro-2-Hydroxypropane Sulfonate is employed to introduce ionic functionalities into polymer chains, which improves water dispersibility, ionic conductivity, thermal and chemical stability, and sometimes even antimicrobial properties of the resulting polymers.
This makes it valuable in the production of cationic and anionic resins, epoxy resins, ion-exchange polymers, and specialty coatings, which are widely used in adhesives, paints, electronic materials, and water treatment membranes.
The ability to functionalize polymers with sulfonate groups also allows for the development of materials that can retain moisture, resist fouling, or conduct ions efficiently in specialized industrial applications.
In the textile and paper industries, this compound is utilized to produce antistatic agents, wetting agents, and dispersants, which improve the uniformity of dyeing, reduce fiber clumping, prevent static electricity buildup, and enhance overall processing efficiency.
Its derivatives help ensure high-quality fabrics and papers with consistent color, smooth texture, and improved handling characteristics, which is particularly important in synthetic fibers and high-performance textiles.
In water treatment applications, Sodium 3-Chloro-2-Hydroxypropane Sulfonate derivatives are used as scale inhibitors, corrosion inhibitors, and dispersants, where the sulfonate group binds to metal ions and prevents precipitation, while also controlling microbial growth in cooling towers, industrial water systems, and pipelines, thereby maintaining operational efficiency and extending the lifespan of equipment.
Additionally, Sodium 3-Chloro-2-Hydroxypropane Sulfonate finds application in pharmaceutical and agrochemical synthesis, where it serves as a reactive intermediate to produce more complex molecules such as quaternary ammonium salts, sulfonated ethers, or zwitterionic compounds, which can be formulated into antimicrobial agents, specialty surfactants, or chemical stabilizers.
Sodium 3-Chloro-2-Hydroxypropane Sulfonates multifunctional nature allows chemists to tailor the final product for specific performance requirements, such as enhanced solubility, improved dispersion, or increased chemical stability.
Sodium 3-Chloro-2-Hydroxypropane Sulfonate are extensive and multifaceted, encompassing surfactant production, polymer and resin modification, textile and paper processing, water treatment, and pharmaceutical or agrochemical intermediate synthesis, leveraging its reactive chlorine, hydroxyl, and sulfonate groups to create products with enhanced solubility, dispersibility, and functional performance across a wide array of industrial and commercial applications.
In industrial surfactant production, Sodium 3-Chloro-2-Hydroxypropane Sulfonate is extensively used as a starting material to synthesize specialty anionic, cationic, and zwitterionic surfactants, where the sulfonate group enhances hydrophilicity and water dispersibility, while the chlorine and hydroxyl groups provide sites for chemical modification, allowing manufacturers to create surfactants with tailored properties for detergents, textile softeners, fabric conditioners, personal care products, and industrial cleaning agents.
Its chemical versatility ensures that the resulting surfactants have improved foaming, emulsifying, and wetting capabilities, which are critical for cleaning efficiency, product stability, and overall performance.
In polymer chemistry and materials science, Sodium 3-Chloro-2-Hydroxypropane Sulfonate is used to introduce ionic functionalities into polymer chains, which improves properties such as water retention, solubility, ionic conductivity, chemical resistance, and thermal stability.
This makes it a key intermediate in the production of cationic and anionic resins, epoxy resins, ion-exchange polymers, specialty coatings, adhesives, and conductive materials, which are essential for applications in electronics, construction, and industrial manufacturing.
Sodium 3-Chloro-2-Hydroxypropane Sulfonates ability to modify polymer properties allows engineers to create materials with specific mechanical, chemical, or electrical characteristics, tailored to the needs of advanced applications.
In the textile and paper processing industry, Sodium 3-Chloro-2-Hydroxypropane Sulfonate is used to manufacture antistatic agents, dispersing agents, and wetting agents, which enhance the uniformity of dyeing, prevent fiber clumping, reduce static electricity, and improve handling and texture of fabrics and paper products.
Its derivatives also help improve moisture retention and color fastness, ensuring high-quality finished goods that meet strict industrial and consumer standards.
Safety Profile Of Sodium 3-Chloro-2-Hydroxypropane Sulfonate:
Sodium 3-Chloro-2-Hydroxypropane Sulfonate carries several hazards due to its reactive chlorine atom, hydroxyl group, and sulfonate moiety, which make it chemically active and potentially irritating if not handled properly.
One of the primary hazards is skin and eye irritation, as direct contact with the compound can cause redness, itching, or chemical burns, while accidental splashes in the eyes may result in pain, tearing, and temporary or more serious ocular damage.
Prolonged or repeated skin exposure may also lead to dermatitis or sensitization, making future contact more likely to trigger irritation or allergic reactions.
Inhalation of dust, powder, or aerosols containing Sodium 3-Chloro-2-Hydroxypropane Sulfonate can cause respiratory irritation, coughing, and shortness of breath, particularly in poorly ventilated environments or when handling large quantities in industrial settings.
Accidental ingestion is another hazard and may lead to gastrointestinal distress, including nausea, vomiting, abdominal pain, and diarrhea, and in higher doses, systemic effects on organs or metabolic disturbances may occur, highlighting the importance of proper handling and storage.
Chemically, Sodium 3-Chloro-2-Hydroxypropane Sulfonate is reactive with nucleophiles, strong acids, bases, and oxidizing agents, and improper mixing with incompatible chemicals can trigger undesirable reactions, potentially generating hazardous byproducts or releasing toxic gases.
For example, contact with strong oxidizers could lead to combustion or decomposition, posing both fire and toxic exposure risks.