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3,5-Bis(Methylsulfonyl)Aniline

    • Product Name 3,5-Bis(Methylsulfonyl)Aniline
    • Alias BMISA
    • Einecs 629-825-3
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    410148

    Chemicalname 3,5-Bis(Methylsulfonyl)Aniline
    Molecularformula C8H11NO4S2
    Molecularweight 249.31 g/mol
    Casnumber 16589-23-8
    Appearance White to off-white solid
    Meltingpoint 115-120 °C
    Solubility Slightly soluble in water, soluble in organic solvents
    Boilingpoint Decomposes before boiling
    Functionalgroups Aniline, methylsulfonyl
    Synonyms 3,5-Bis(methanesulfonyl)aniline
    Structuretype Aromatic amine with two methylsulfonyl substituents
    Smiles CCS(=O)(=O)c1cc(N)cc(S(=O)(=O)C)c1
    Inchikey OMXAMDJSCHSYMP-UHFFFAOYSA-N

    As an accredited 3,5-Bis(Methylsulfonyl)Aniline factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing White, sealed HDPE bottle with tamper-evident cap, labeled "3,5-Bis(Methylsulfonyl)Aniline, 25g" with hazard and handling instructions.
    Shipping 3,5-Bis(Methylsulfonyl)Aniline is shipped in tightly sealed containers, protected from moisture, direct sunlight, and incompatible substances. It is packaged according to regulations for laboratory chemicals, with proper labeling and documentation. Ensure the package is handled with care to prevent breakage or leakage and store in a cool, dry, well-ventilated area.
    Storage **3,5-Bis(Methylsulfonyl)Aniline** should be stored in a cool, dry, well-ventilated area, away from sources of heat, ignition, and incompatible substances such as strong oxidizers and acids. Keep the container tightly sealed and clearly labeled. Protect from moisture and direct sunlight. Use appropriate safety containers and store at recommended temperatures, typically room temperature unless otherwise specified by the manufacturer.
    Application of 3,5-Bis(Methylsulfonyl)Aniline

    Applications of 3,5-Bis(Methylsulfonyl)Aniline in Industrial Manufacturing

    As a specialized chemical building block, 3,5-Bis(Methylsulfonyl)Aniline supports advanced synthesis in multiple industrial segments. Our production quality aligns with global compliance requirements and batch consistency for diverse downstream applications. Below, we detail its key industrial uses, process parameters, compliance landscape, and end-product destinations.

    1. Pharmaceutical Intermediate for Sulfonamide Derivatives

    API manufacturers incorporate 3,5-Bis(Methylsulfonyl)Aniline as a highly selective intermediate in the synthesis of heterocyclic sulfonamide drugs. Its dual sulfonyl functionality enables substitution reactions for molecules targeting anti-bacterial and anti-inflammatory APIs. The intermediate integrates during key condensation stages, with purity control crucial to avoid downstream impurities that impact drug regulatory registration. Custom process optimization ensures each batch meets the synthesis scale and target yield required for finished pharmaceutical actives.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice Guide for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 211
    • European Pharmacopoeia (Monographs for intermediates and impurities)
    • Chinese Pharmacopoeia (ChP) API quality controls

    Typical usage ratio

    • Intermediate content: 0.4–1.2 molar equivalents, adjusted based on core structure requirements and target yield for each API.

    Downstream process integration

    • Introduced during key condensation or nucleophilic substitution reaction steps in the API synthesis workflow.
    • Requires high-purity grade, with in-process HPLC and GC tracking to limit carry-over of residuals.

    Final product types

    • Bacteriostatic sulfonamide APIs
    • Antirheumatic and anti-inflammatory finished tablets
    • Veterinary medicinal intermediates
    • Bulk pharmaceutical active ingredients

    2. Synthesis of Agrochemical Active Ingredients

    Manufacturers of crop protection agents use 3,5-Bis(Methylsulfonyl)Aniline as an essential intermediate for preparing substituted phenylsulfonamide moieties. It becomes a precursor to several classes of herbicides and fungicides, especially those requiring electron-withdrawing groups for activity modulation. The compound enters chlorosulfonation or cyclization steps, impacting residue profiles and regulatory approval paths in major agricultural markets.

    Industry compliance standards

    • FAO/WHO Maximum Residue Limits (MRLs) for agricultural chemicals
    • US EPA Pesticide Registration (40 CFR Part 180)
    • REACH (EU) Annex II for substance use in plant protection products
    • China GB2763 National Food Safety Standard for pesticide residues

    Typical usage ratio

    • Reactant input: 0.2–0.5 mole per mole of active ingredient, with modulation based on crop target and activity spectrum.

    Downstream process integration

    • Engaged as coupling reactant during the pre-final step of active agrochemical compound synthesis.
    • Batches require phase-specific quality checks for trace byproducts impacting crop safety.

    Final product types

    • Selective herbicides targeting broadleaf weeds
    • Systemic fungicides for high-value crops
    • Seed treatment chemical actives
    • Intermediate concentrates for in-field dilution

    3. Advanced Dye and Pigment Intermediate

    Producers of specialty dyes apply 3,5-Bis(Methylsulfonyl)Aniline in the creation of sulfonylated aniline-based colorants. Its strong electron-withdrawing groups enable high fastness and shade adjustment in azo dye synthesis. The compound is dosed at the coupling stage, where reaction pH and temperature tightly control end-product color purity and solubility. Regulatory documentation tracks any residual sulfonyl compounds to meet textile and paper coloration clearances worldwide.

    Industry compliance standards

    • OEKO-TEX Standard 100 for textile dyes
    • EN 71-3 (Safety of toys: migration of certain elements, for colored products)
    • ZDHC MRSL (Zero Discharge of Hazardous Chemicals Manufacturing Restricted Substances List)
    • China GB/T 17592-2006 (Determination of banned azo colorants in dyed textiles)

    Typical usage ratio

    • 0.7–1.1 molar equivalents relative to diazonium salt precursors, with ratio determined by target chromophore complexity and depth.

    Downstream process integration

    • Added at azo coupling or amidation steps during pigment production.
    • Monitored for completeness of sulfonation and absence of unreacted amines in the finished dye.

    Final product types

    • Acid dyes for proteinaceous fibers (nylon, wool)
    • Reactive dyes for cotton fabrics
    • Printing inks for specialty papers
    • Color concentrates for masterbatch compounding

    4. Electronic Chemicals: High-Performance Polymer Additive

    Producers of advanced engineering plastics and polymers utilize 3,5-Bis(Methylsulfonyl)Aniline for chain extension and functional group modification, especially in the production of polyarylene-based high-temperature insulators. Its dual sulfonyl groups enhance thermal stability and dielectric performance. Addition occurs during monomer or prepolymer synthesis, with dosing controlled for molecular weight and breakdown resistance in final molded electronics parts.

    Industry compliance standards

    • UL 94 Flammability tests for plastic materials
    • RoHS Directive (2011/65/EU) for hazardous substances in electrical and electronic equipment
    • IEC 60216-1 for electrical insulating materials’ thermal endurance
    • ISO 9001:2015 certified QC system for batch traceability

    Typical usage ratio

    • 0.5–2.0% w/w of polymer matrix; dosage tuned according to chain architecture and required thermal range.

    Downstream process integration

    • Added during monomer-polymerization or as a modifying additive post-polymerization step.
    • QC checks for electrical breakdown voltage and glass transition, linked to additive content.

    Final product types

    • High IEC grade sheet insulation
    • Semiconductor sealing compounds
    • Microcircuit laminate layers
    • Thermal-resistant plastic casings for electronics

    5. Specialty Chemical Catalyst Precursor

    Industrial catalyst manufacturers leverage 3,5-Bis(Methylsulfonyl)Aniline as a ligand base in the preparation of palladium and transition metal complexes. The sulfonyl and amine segments improve catalyst solubility, activity, and selectivity for controlled organic transformations such as cross-coupling and hydrogenation. The compound integrates into chelation protocols, where batch-to-batch consistency supports predictable catalyst recovery and product conversion efficiency.

    Industry compliance standards

    • ISO 14001 (Environmental management systems for chemical synthesis)
    • Responsible Care Global Charter (chemical handling and exposure minimization)
    • EU REACH pre-registration for catalyst intermediates
    • GMP for Fine Chemicals (where used in pharma production)

    Typical usage ratio

    • 1.0–1.5 stoichiometric equivalents per metal ion, with fine adjustment per catalytic system and substrate structure.

    Downstream process integration

    • Mixed with metal salts or complexes during the chelating step at controlled pH.
    • Used as a precursor/feedstock for immobilized or homogeneous catalysts in flow and batch reactors.

    Final product types

    • Palladium-based catalytic complexes
    • Catalyst-coated membranes for hydrogenation
    • Fine chemical process catalysts
    • Ligand-stabilized transition metal reagents
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