Thioguaiacol

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  • Identifiers

    CAS number
    7217-59-6

    Molecular formula
    C7H8OS

    SMILES
    COC1=CC=CC=C1S

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 76.24%
    Sweet 73.82%
    Phenolic 71.91%
    Smoky 70.09%
    Sulfurous 68.02%
    Roasted 64.73%
    Spicy 56.38%
    Burnt 55.38%
    Vanilla 49.84%
    Coffee 45.31%

     

    Flavor
    Sweet 77.53%
    Phenolic 65.86%
    Spicy 56.98%
    Meaty 52.34%
    Sulfurous 52.17%
    Smoky 44.09%
    Powdery 41.86%
    Medicinal 39.09%
    Vanilla 36.41%
    Coffee 33.45%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    6.27 (neutral)

    Molecular weight
    140.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 99.00 °C. @ 8.00 mm Hg

    Flash point

    • 75.32 ˚C est.

    Solubility expt.

    • Practically insoluble or insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 2-Methoxybenzenethiol
    • 2-Methoxythiophenol
    • 7217-59-6
    • Thioguaiacol
    • Benzenethiol, 2-methoxy-
    • o-Methoxybenzenethiol
    • 2-Mercaptoanisole
    • 2-Methoxy thiophenol
    • o-Methoxythiophenol
    • 2-methoxybenzene-1-thiol
    • BENZENETHIOL, o-METHOXY-
    • 2-Methoxy-benzenethiol
    • EINECS 230-605-7
    • BRN 2042178
    • MFCD00004834
    • 90HAL41673
    • DTXSID0064595
    • FEMA NO. 4159
    • DSCJETUEDFKYGN-UHFFFAOYSA-
    • 4-06-00-05633 (Beilstein Handbook Reference)
    • methoxythiophenol
    • UNII-90HAL41673
    • 2-methoxylthiophenol
    • 2-methoxy-thiophenol
    • O-Methoxy-Benzenethiol
    • 2-Methoxythiophenol, 97%
    • SCHEMBL8179
    • 2-Methoxybenzenethiol, 9CI
    • CHEMBL333973
    • DTXCID5047249
    • 2-(methyloxy)phenyl hydrosulfide
    • 2-MERCAPTOANISOLE [FHFI]
    • CHEBI:173586
    • 2- MERCAPTOANISOLE [FHFI]
    • 2-Methoxythiophenol, >=97%, FG
    • AKOS009156835
    • CS-W018309
    • PS-5272
    • SY001943
    • DB-021310
    • M1670
    • NS00022726
    • EN300-53582
    • H10479
    • Q27271330
    • F0001-1843
    • 230-605-7

  • Applications

    2-Methoxythiophenol (CAS 7217-59-6) is a sulfur-containing phenolic intermediate employed in pharmaceutical synthesis (construction of benzothiazole, benzimidazole backbones and protected-thiol APIs), as a precursor for herbicides, fungicides and plant-growth regulators, as a flavor additive imparting the characteristic “sulfur-roasted” note to coffee, cocoa and grilled-meat aromas, as a coupling agent for metal surface modification or thiol attachment onto gold and silver, in the preparation of Au-S nanoparticles, as a heat-resistant polymer stabilizer and epoxy cross-linker, and as a derivatization reagent in GC/LC analytical chemistry to enhance the detection sensitivity of halogenated aromatics.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 895.46
    methanol 1184.92
    isopropanol 551.79
    water 27.34
    ethyl acetate 674.76
    n-propanol 642.46
    acetone 1047.52
    n-butanol 509.66
    acetonitrile 1012.32
    DMF 1044.97
    toluene 253.93
    isobutanol 424.68
    1,4-dioxane 2027.44
    methyl acetate 773.12
    THF 1466.81
    2-butanone 654.26
    n-pentanol 441.1
    sec-butanol 429.48
    n-hexane 109.64
    ethylene glycol 488.35
    NMP 783.88
    cyclohexane 131.15
    DMSO 1470.72
    n-butyl acetate 388.26
    n-octanol 208.44
    chloroform 1589.2
    n-propyl acetate 513.51
    acetic acid 900.82
    dichloromethane 1652.08
    cyclohexanone 765.92
    propylene glycol 280.04
    isopropyl acetate 355.75
    DMAc 599.98
    2-ethoxyethanol 1033.79
    isopentanol 369.12
    n-heptane 89.9
    ethyl formate 511.11
    1,2-dichloroethane 1083.15
    n-hexanol 350.73
    2-methoxyethanol 1349.33
    isobutyl acetate 301.85
    tetrachloromethane 464.57
    n-pentyl acetate 258.84
    transcutol 1291.84
    n-heptanol 189.85
    ethylbenzene 160.4
    MIBK 342.32
    2-propoxyethanol 746.81
    tert-butanol 650.71
    MTBE 504.37
    2-butoxyethanol 404.47
    propionic acid 539.77
    o-xylene 168.73
    formic acid 558.0
    diethyl ether 831.88
    m-xylene 188.98
    p-xylene 200.27
    chlorobenzene 376.78
    dimethyl carbonate 309.76
    n-octane 42.18
    formamide 719.05
    cyclopentanone 938.48
    2-pentanone 539.78
    anisole 448.27
    cyclopentyl methyl ether 655.23
    gamma-butyrolactone 1086.97
    1-methoxy-2-propanol 739.37
    pyridine 739.14
    3-pentanone 416.66
    furfural 906.36
    n-dodecane 33.6
    diethylene glycol 832.99
    diisopropyl ether 227.97
    tert-amyl alcohol 432.69
    acetylacetone 642.64
    n-hexadecane 37.76
    acetophenone 348.01
    methyl propionate 504.31
    isopentyl acetate 299.29
    trichloroethylene 1533.39
    n-nonanol 179.54
    cyclohexanol 404.09
    benzyl alcohol 330.67
    2-ethylhexanol 212.09
    isooctanol 163.5
    dipropyl ether 329.61
    1,2-dichlorobenzene 353.04
    ethyl lactate 245.81
    propylene carbonate 508.8
    n-methylformamide 728.76
    2-pentanol 336.52
    n-pentane 109.41
    1-propoxy-2-propanol 435.9
    1-methoxy-2-propyl acetate 365.55
    2-(2-methoxypropoxy) propanol 323.65
    mesitylene 139.69
    ε-caprolactone 637.8
    p-cymene 111.11
    epichlorohydrin 1355.13
    1,1,1-trichloroethane 962.81
    2-aminoethanol 513.38
    morpholine-4-carbaldehyde 1128.88
    sulfolane 1177.37
    2,2,4-trimethylpentane 55.76
    2-methyltetrahydrofuran 1026.65
    n-hexyl acetate 335.27
    isooctane 52.17
    2-(2-butoxyethoxy)ethanol 473.42
    sec-butyl acetate 296.7
    tert-butyl acetate 402.78
    decalin 69.4
    glycerin 496.73
    diglyme 982.2
    acrylic acid 514.67
    isopropyl myristate 159.32
    n-butyric acid 543.08
    acetyl acetate 425.9
    di(2-ethylhexyl) phthalate 130.58
    ethyl propionate 391.78
    nitromethane 1529.52
    1,2-diethoxyethane 509.41
    benzonitrile 393.45
    trioctyl phosphate 116.1
    1-bromopropane 556.2
    gamma-valerolactone 1161.11
    n-decanol 140.4
    triethyl phosphate 173.75
    4-methyl-2-pentanol 194.68
    propionitrile 570.08
    vinylene carbonate 492.7
    1,1,2-trichlorotrifluoroethane 824.05
    DMS 336.17
    cumene 122.7
    2-octanol 148.89
    2-hexanone 455.74
    octyl acetate 187.23
    limonene 155.3
    1,2-dimethoxyethane 1310.98
    ethyl orthosilicate 171.01
    tributyl phosphate 133.38
    diacetone alcohol 455.46
    N,N-dimethylaniline 263.42
    acrylonitrile 671.26
    aniline 330.6
    1,3-propanediol 703.22
    bromobenzene 388.77
    dibromomethane 1098.34
    1,1,2,2-tetrachloroethane 1060.84
    2-methyl-cyclohexyl acetate 227.52
    tetrabutyl urea 166.13
    diisobutyl methanol 145.31
    2-phenylethanol 273.36
    styrene 219.67
    dioctyl adipate 207.48
    dimethyl sulfate 448.32
    ethyl butyrate 313.37
    methyl lactate 288.59
    butyl lactate 184.72
    diethyl carbonate 232.56
    propanediol butyl ether 315.49
    triethyl orthoformate 223.43
    p-tert-butyltoluene 112.8
    methyl 4-tert-butylbenzoate 272.44
    morpholine 1523.5
    tert-butylamine 377.33
    n-dodecanol 116.52
    dimethoxymethane 920.6
    ethylene carbonate 442.87
    cyrene 369.68
    2-ethoxyethyl acetate 374.64
    2-ethylhexyl acetate 248.48
    1,2,4-trichlorobenzene 406.61
    4-methylpyridine 569.68
    dibutyl ether 254.12
    2,6-dimethyl-4-heptanol 145.31
    DEF 560.66
    dimethyl isosorbide 505.19
    tetrachloroethylene 841.67
    eugenol 302.64
    triacetin 317.94
    span 80 259.79
    1,4-butanediol 386.73
    1,1-dichloroethane 929.65
    2-methyl-1-pentanol 330.65
    methyl formate 687.58
    2-methyl-1-butanol 353.46
    n-decane 53.53
    butyronitrile 540.46
    3,7-dimethyl-1-octanol 175.26
    1-chlorooctane 169.66
    1-chlorotetradecane 78.2
    n-nonane 56.13
    undecane 40.58
    tert-butylcyclohexane 74.58
    cyclooctane 60.75
    cyclopentanol 507.99
    tetrahydropyran 1089.77
    tert-amyl methyl ether 361.58
    2,5,8-trioxanonane 623.26
    1-hexene 245.28
    2-isopropoxyethanol 640.26
    2,2,2-trifluoroethanol 424.4
    methyl butyrate 487.43

    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