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  • p-Toluenesulfonic Acid Methyl Ester

    Catalog Number
    ACMA00017176
    Product Name
    p-Toluenesulfonic Acid Methyl Ester
    Category
    Polymers
    IUPAC Name
    methyl 4-methylbenzenesulfonate
    Molecular Weight
    186.23g/mol
    Molecular Formula
    C8H10O3S
    Canonical SMILES
    CC1=CC=C(C=C1)S(=O)(=O)OC
    InChI
    InChI=1S/C8H10O3S/c1-7-3-5-8(6-4-7)12(9,10)11-2/h3-6H,1-2H3
    InChI Key
    VUQUOGPMUUJORT-UHFFFAOYSA-N
    Boiling Point
    292.0 °C;292 °C @ 760 MM HG
    Melting Point
    28.5 °C;28-29 °C
    Flash Point
    306 °F (152 °C) (open cup)
    Density
    1.230 @ 25 DEG/25 °C
    Solubility
    INSOL IN WATER; SLIGHTLY SOL IN PETROLEUM ETHER; SOL IN ETHER; VERY SOL IN ALCOHOL, BENZENE, CHLOROFORM
    Application
    P-Toluenesulfonic Acid Methyl Ester serves primarily as a methylating agent in organic synthesis, enabling the introduction of methyl groups into various molecules. This versatile compound, appearing as a white to slightly yellow low melting solid, is soluble in alcohol, ether, and benzene, but not in water, and is known to be hygroscopic. Beyond its role in methylation, it acts as a catalyst for the production of alkyd resins, is used strategically in the selective 1-substitution reaction of tetrazole, and plays a significant role in the preparation of dyes, showcasing its importance in diverse chemical applications.
    Color/Form
    MONOCLINIC LEAFLETS OR PRISMS FROM ETHER-PETROLEUM ETHER;LIGHT BROWN CRYSTALS;WHITE DAMP CRYSTALS
    Complexity
    219
    Covalently-Bonded Unit Count
    1
    EC Number
    201-283-5
    Exact Mass
    186.035065g/mol
    Formal Charge
    0
    Heavy Atom Count
    12
    MeSH Entry Terms
    methyl 4-toluene sulfonate;methyl p-toluene sulfonate
    Monoisotopic Mass
    186.035065g/mol
    NSC Number
    406335
    Other Experimental
    LOW-MELTING SOLID OR LIQUID;DECOMP @ 262 °C
    Rotatable Bond Count
    2
    UNII
    4SU69KI68L
    Vapor Density
    6.45 (AIR= 1)
    XLogP3
    2.2
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