p-TOLUENESULFONYL CHLORIDE

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  • Identifiers

    CAS number
    98-59-9

    Molecular formula
    C7H7ClO2S

    SMILES
    CC1=CC=C(C=C1)S(=O)(=O)Cl

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 67.91%
    Sulfurous 26.75%
    Bitter 23.89%
    Burnt 22.5%
    Roasted 22.31%
    Cooked 22.25%
    Pungent 20.14%
    Savory 18.84%
    Meaty 15.66%
    Aromatic 15.3%

     

    Flavor
    Bitter 61.18%
    Odorless 25.11%
    Nitrile 22.08%
    Urine 20.54%
    Bread crust 20.07%
    Taco 19.94%
    Very strong 19.8%
    Roasted peanuts 19.78%
    Almond shell 19.75%
    Indole 19.56%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    7.49 (neutral)

    Molecular weight
    190.65 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 69-71 °C

    Boiling point

    • 146 °C @ 15 MM HG

    Flash point

    • 132.75 ˚C est.
    • 128 °C c.c.

    Solubility expt.

    • INSOL IN WATER; FREELY SOL IN ALCOHOL, BENZENE, ETHER
    • Solubility in water: reaction

  • Synonyms

    • P-TOLUENESULFONYL CHLORIDE
    • 98-59-9
    • Tosyl chloride
    • 4-Methylbenzenesulfonyl chloride
    • 4-Toluenesulfonyl chloride
    • p-Tosyl chloride
    • 4-methylbenzene-1-sulfonyl chloride
    • p-Toluenesulphonyl chloride
    • p-Tolylsulfonyl chloride
    • p-Toluenesulfochloride
    • tosylchloride
    • para-Toluenesulfonyl chloride
    • p-Toluenesulfonic acid chloride
    • p-Methylbenzenesulfonyl chloride
    • Benzenesulfonyl chloride, 4-methyl-
    • 4-Tosyl chloride
    • para-Toluenesulfochloride
    • p-toluensulfonyl chloride
    • 4-methyl-benzenesulfonyl chloride
    • 4-toluene sulfonyl chloride
    • p-Toluene sulphonyl chloride
    • Toluenesulfonyl chloride
    • Toluene-4-sulfonyl chloride
    • p-Methylphenylsulfonyl chloride
    • 4-Toluenesulfonic acid, chloride
    • HSDB 5317
    • p-Toluenesulfonyl chloride(PTSC)
    • p-Toluenesulfonic chloride
    • p-toluene sulfonyl chloride
    • toluene-p-sulfonyl chloride
    • EINECS 202-684-8
    • NSC 175822
    • UNII-027KYN78B4
    • 4-methylphenylsulfonyl chloride
    • AI3-52254
    • 4toluenesulfonyl chloride
    • 4-toluensulfonyl chloride
    • p-toluene sulfonylchloride
    • MFCD00007450
    • NSC-175822
    • Toluene p-sulfonyl chloride
    • toluene-4-sulphonyl chloride
    • Para-toluene sulphonyl chloride
    • DTXSID1052660
    • 4-TOLUOLSULFONYL CHLORIDE
    • EC 202-684-8
    • 027KYN78B4
    • P-TOLUENESULFONYL CHLORIDE [MI]
    • TsCl
    • p-?Toluenesulfonyl Chloride
    • Toluenesulfonyl chloride (VAN)
    • p-toluenesulfonylchloride
    • toluene-4-sulfonylchloride
    • tosyl-chloride
    • 4-methylbenzenesulfonylchloride
    • pTosyl chloride
    • p-tosyl cloride
    • tosylic chloride
    • TosCl
    • 4-methylbenzene-1-sulfonylchloride
    • p-TsCl
    • Tos-Cl
    • pToluenesulfochloride
    • Ts-Cl
    • p-toluensufonylchloride
    • pTolylsulfonyl chloride
    • paraToluenesulfochloride
    • p-toluenesulfonylchoride
    • p-Toluensulfonylchloride
    • p-toluensulphonylchloride
    • paratoluene sulfochloride
    • 4-toluenesulfonylchloride
    • p-toluenesufonyl chloride
    • p-toluenesulfonyl chlorde
    • p-toluenesulfonyl chlorie
    • p-toluenesulphonylchloride
    • 4-toluylsulfonyl chloride
    • p-tolyl-sulfonyl chloride
    • pToluenesulphonyl chloride
    • 4-toluenesulphonylchloride
    • p-toluen-sulphonylchloride
    • p-toluene-sulfonylchloride
    • p-toluenesulfonyl-chloride
    • p-toluensulphonyl chloride
    • paratoluensulfonyl chloride
    • p-toluene sulphonylchloride
    • p-toluene-sulphonylchloride
    • p-toluenesulfonoyl chloride
    • para-tolylsulfonyl chloride
    • toluene-p-sulphonylchloride
    • para-toluenesulfonylchloride
    • 4-toluene-sulphonylchloride
    • 4-toluenesulphonic chloride
    • 4-toluenesulphonyl chloride
    • p -toluenesulfonyl chloride
    • p- toluenesulfonyl chloride
    • p-toluen-sulphonyl chloride
    • p-toluene sulfonic chloride
    • p-toluene-sulfonyl chloride
    • paraToluenesulfonyl chloride
    • toluene4-sulphonyl chloride
    • para-Toluenesufonyl chloride
    • para-toluensulfonyl chloride
    • rho-toluenesulfonyl chloride
    • Toluene-4-sulphonylchloride
    • 4-toluene-sulfonyl chloride
    • p-toluene sulphonic chloride
    • p-toluene-sulphonyl chloride
    • para-toluenesulphonylchloride
    • paratoluenesulphonyl chloride
    • SCHEMBL1586
    • toluene p-sulphonyl chloride
    • toluene-p-sulphonyl chloride
    • para toluenesulfonyl chloride
    • para-toluene sulfonylchloride
    • paratoluene sulfonyl chloride
    • rho-toluenesulphonyl chloride
    • 4-Toluene-sulphonyl chloride
    • p-toluene- sulphonyl chloride
    • para-toluenesulphonyl chloride
    • pToluenesulfonic acid chloride
    • para-toluene sulfonyl chloride
    • 4methylbenzenesulfonyl chloride
    • pMethylbenzenesulfonyl chloride
    • para-toluene-sulphonyl chloride
    • m-methylbenzenesulfonyl chloride
    • Para toluene sulphonyl chloride
    • 4-methylphenylsulphonyl chloride

  • Applications

    p-TOLUENESULFONYL CHLORIDE (CAS 98-59-9) is a versatile sulfonylating reagent widely used in organic synthesis as an activating and protecting agent. It converts alcohols and phenols into tosylates, enabling nucleophilic substitution, and it reacts with amines to form tosylamides, providing a robust protecting group for amines and alcohols in multi-step sequences. In industry, it is commonly employed in pharmaceutical and agrochemical synthesis to install tosyl leaving groups or tosyl-protected functionalities, and in polymer chemistry to introduce tosyl functionality for post-polymerization modification or crosslinking. It also finds applications in coatings, inks, and adhesives to modify resins and improve processing by introducing reactive tosyl groups.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 125.67
    methanol 113.94
    isopropanol 93.9
    water 0.46
    ethyl acetate 795.53
    n-propanol 113.59
    acetone 1365.82
    n-butanol 89.27
    acetonitrile 991.39
    DMF 2759.01
    toluene 167.39
    isobutanol 75.5
    1,4-dioxane 793.46
    methyl acetate 1274.26
    THF 1396.13
    2-butanone 1357.23
    n-pentanol 75.43
    sec-butanol 125.95
    n-hexane 4.08
    ethylene glycol 39.75
    NMP 2494.78
    cyclohexane 17.43
    DMSO 939.41
    n-butyl acetate 277.57
    n-octanol 51.08
    chloroform 740.56
    n-propyl acetate 368.9
    acetic acid 337.6
    dichloromethane 939.42
    cyclohexanone 1309.48
    propylene glycol 64.64
    isopropyl acetate 366.97
    DMAc 2006.79
    2-ethoxyethanol 211.52
    isopentanol 77.27
    n-heptane 8.16
    ethyl formate 432.68
    1,2-dichloroethane 724.96
    n-hexanol 84.07
    2-methoxyethanol 410.62
    isobutyl acetate 149.69
    tetrachloromethane 61.26
    n-pentyl acetate 163.1
    transcutol 617.64
    n-heptanol 47.61
    ethylbenzene 77.43
    MIBK 255.8
    2-propoxyethanol 201.58
    tert-butanol 137.76
    MTBE 243.01
    2-butoxyethanol 122.01
    propionic acid 258.69
    o-xylene 105.12
    formic acid 126.84
    diethyl ether 253.92
    m-xylene 89.37
    p-xylene 118.23
    chlorobenzene 342.28
    dimethyl carbonate 397.74
    n-octane 3.85
    formamide 678.63
    cyclopentanone 2238.4
    2-pentanone 700.97
    anisole 360.24
    cyclopentyl methyl ether 408.66
    gamma-butyrolactone 2086.54
    1-methoxy-2-propanol 291.56
    pyridine 1097.46
    3-pentanone 685.8
    furfural 1568.24
    n-dodecane 4.33
    diethylene glycol 152.21
    diisopropyl ether 61.59
    tert-amyl alcohol 151.39
    acetylacetone 1112.06
    n-hexadecane 5.24
    acetophenone 431.17
    methyl propionate 763.4
    isopentyl acetate 215.12
    trichloroethylene 1796.3
    n-nonanol 49.15
    cyclohexanol 144.22
    benzyl alcohol 193.12
    2-ethylhexanol 64.01
    isooctanol 41.62
    dipropyl ether 93.28
    1,2-dichlorobenzene 303.61
    ethyl lactate 134.19
    propylene carbonate 818.06
    n-methylformamide 1060.11
    2-pentanol 78.55
    n-pentane 5.88
    1-propoxy-2-propanol 143.92
    1-methoxy-2-propyl acetate 323.03
    2-(2-methoxypropoxy) propanol 174.81
    mesitylene 50.12
    ε-caprolactone 888.47
    p-cymene 52.13
    epichlorohydrin 1762.9
    1,1,1-trichloroethane 603.62
    2-aminoethanol 76.24
    morpholine-4-carbaldehyde 1420.84
    sulfolane 1558.97
    2,2,4-trimethylpentane 5.29
    2-methyltetrahydrofuran 870.43
    n-hexyl acetate 214.28
    isooctane 4.05
    2-(2-butoxyethoxy)ethanol 202.41
    sec-butyl acetate 224.57
    tert-butyl acetate 356.71
    decalin 9.41
    glycerin 92.29
    diglyme 499.9
    acrylic acid 320.04
    isopropyl myristate 84.2
    n-butyric acid 260.0
    acetyl acetate 580.28
    di(2-ethylhexyl) phthalate 78.44
    ethyl propionate 349.3
    nitromethane 2257.15
    1,2-diethoxyethane 233.53
    benzonitrile 391.94
    trioctyl phosphate 54.1
    1-bromopropane 218.25
    gamma-valerolactone 2020.92
    n-decanol 39.79
    triethyl phosphate 100.05
    4-methyl-2-pentanol 46.87
    propionitrile 458.99
    vinylene carbonate 742.72
    1,1,2-trichlorotrifluoroethane 688.25
    DMS 346.37
    cumene 42.21
    2-octanol 39.71
    2-hexanone 377.09
    octyl acetate 112.14
    limonene 83.11
    1,2-dimethoxyethane 537.38
    ethyl orthosilicate 79.3
    tributyl phosphate 74.87
    diacetone alcohol 386.9
    N,N-dimethylaniline 171.01
    acrylonitrile 840.74
    aniline 270.04
    1,3-propanediol 109.25
    bromobenzene 339.01
    dibromomethane 453.92
    1,1,2,2-tetrachloroethane 1002.59
    2-methyl-cyclohexyl acetate 168.5
    tetrabutyl urea 109.39
    diisobutyl methanol 41.82
    2-phenylethanol 174.2
    styrene 121.82
    dioctyl adipate 144.07
    dimethyl sulfate 659.54
    ethyl butyrate 223.69
    methyl lactate 249.83
    butyl lactate 112.22
    diethyl carbonate 160.35
    propanediol butyl ether 124.11
    triethyl orthoformate 119.32
    p-tert-butyltoluene 53.09
    methyl 4-tert-butylbenzoate 204.11
    morpholine 911.38
    tert-butylamine 71.08
    n-dodecanol 31.93
    dimethoxymethane 646.75
    ethylene carbonate 483.29
    cyrene 289.64
    2-ethoxyethyl acetate 322.1
    2-ethylhexyl acetate 177.52
    1,2,4-trichlorobenzene 423.23
    4-methylpyridine 978.63
    dibutyl ether 80.34
    2,6-dimethyl-4-heptanol 41.82
    DEF 910.19
    dimethyl isosorbide 402.9
    tetrachloroethylene 471.76
    eugenol 182.0
    triacetin 304.77
    span 80 136.24
    1,4-butanediol 49.74
    1,1-dichloroethane 606.8
    2-methyl-1-pentanol 72.41
    methyl formate 880.21
    2-methyl-1-butanol 83.41
    n-decane 6.27
    butyronitrile 329.72
    3,7-dimethyl-1-octanol 58.14
    1-chlorooctane 40.34
    1-chlorotetradecane 18.42
    n-nonane 5.32
    undecane 5.17
    tert-butylcyclohexane 7.31
    cyclooctane 4.93
    cyclopentanol 241.38
    tetrahydropyran 629.76
    tert-amyl methyl ether 204.92
    2,5,8-trioxanonane 336.3
    1-hexene 32.88
    2-isopropoxyethanol 147.44
    2,2,2-trifluoroethanol 212.92
    methyl butyrate 466.96

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction