Benzoic acid, 2-mercapto-, methyl ester

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  • Identifiers

    CAS number
    4892-02-8

    Molecular formula
    C8H8O2S

    SMILES
    COC(=O)C1=CC=CC=C1S

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 57.69%
    Sulfurous 47.32%
    Grape 45.76%
    Floral 44.29%
    Phenolic 41.56%
    Sweet 38.25%
    Meaty 35.04%
    Burnt 33.96%
    Roasted 32.47%
    Bitter 26.38%

     

    Flavor
    Fruity 59.18%
    Sweet 44.51%
    Grape 40.82%
    Floral 38.51%
    Powdery 34.47%
    Phenolic 33.62%
    Wintergreen 32.95%
    Bitter 32.58%
    Mild 31.47%
    Strawberry 29.38%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    5.31 (weak acid)

    Molecular weight
    168.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    262°C

    Flash point

    • 103.43 ˚C est.

  • Synonyms

    • Methyl thiosalicylate
    • Methyl 2-mercaptobenzoate
    • 4892-02-8
    • Methyl 2-sulfanylbenzoate
    • Benzoic acid, 2-mercapto-, methyl ester
    • Methyl o-mercaptobenzoate
    • methyl-2-mercaptobenzoate
    • USAF MA-15
    • MFCD00060678
    • 2-(Methoxycarbonyl)thiophenol
    • BENZOIC ACID, o-MERCAPTO-, METHYL ESTER
    • 2-Mercaptobenzoic Acid Methyl Ester
    • NSC-30156
    • Methyl-o-mercaptobenzoate
    • NSC 30156
    • BRN 0956859
    • 2-carbomethoxythiophenol
    • Methyl ar-thiosalicylate
    • 2-carbmethoxy thiophenol
    • AI3-26181
    • methyl 2-mercapto-benzoate
    • WLN: 1SVR
    • Methyl 2-sulfanylbenzoate #
    • Methyl thiosalicylate, 97%
    • SCHEMBL212175
    • 2-(Methoxycarbonyl)benzenethiol
    • 66T62U8QUZ
    • Thiosalicylic Acid Methyl Ester
    • DTXSID30863468
    • 2-Mercapto- benzoicacid-methylester
    • NSC30156
    • 2-mercapto-benzoic acid methyl ester
    • AKOS009166691
    • CS-W017801
    • DS-3262
    • SY025573
    • M1881
    • EN300-29831
    • A10543
    • 4-10-00-00280 (Beilstein Handbook Reference)
    • InChI=1/C8H8O2S/c1-10-8(9)6-4-2-3-5-7(6)11/h2-5,11H,1H

  • Applications

    Benzoic acid, 2-mercapto-, methyl ester (CAS 4892-02-8) is primarily used as an organic synthesis intermediate to introduce the o-mercapto functionality on the aromatic ring and enable subsequent derivatization to thioethers, disulfides, and thioesters; it can serve as a masked thiol that hydrolyzes to o-mercaptobenzoic acid for ligation or chelation in coordination chemistry; it also functions as a building block for sulfur-containing compounds, including pharmaceutical and agrochemical intermediates, and can act as a precursor or linking scaffold in polymer and materials applications where thiol groups participate in crosslinking and functionalization.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 200.17
    methanol 240.51
    isopropanol 139.57
    water 8.8
    ethyl acetate 142.11
    n-propanol 131.05
    acetone 329.42
    n-butanol 109.19
    acetonitrile 257.41
    DMF 1069.66
    toluene 86.78
    isobutanol 94.23
    1,4-dioxane 355.72
    methyl acetate 242.26
    THF 314.94
    2-butanone 228.41
    n-pentanol 106.95
    sec-butanol 120.72
    n-hexane 10.23
    ethylene glycol 198.81
    NMP 485.53
    cyclohexane 15.81
    DMSO 639.06
    n-butyl acetate 104.19
    n-octanol 104.31
    chloroform 655.93
    n-propyl acetate 131.68
    acetic acid 204.38
    dichloromethane 702.26
    cyclohexanone 273.14
    propylene glycol 109.92
    isopropyl acetate 90.63
    DMAc 548.41
    2-ethoxyethanol 262.09
    isopentanol 90.49
    n-heptane 13.79
    ethyl formate 199.59
    1,2-dichloroethane 404.78
    n-hexanol 106.48
    2-methoxyethanol 384.18
    isobutyl acetate 77.74
    tetrachloromethane 94.26
    n-pentyl acetate 100.54
    transcutol 276.96
    n-heptanol 86.45
    ethylbenzene 76.21
    MIBK 104.24
    2-propoxyethanol 214.35
    tert-butanol 164.11
    MTBE 100.48
    2-butoxyethanol 158.07
    propionic acid 159.06
    o-xylene 84.58
    formic acid 146.06
    diethyl ether 113.31
    m-xylene 79.91
    p-xylene 103.18
    chlorobenzene 157.99
    dimethyl carbonate 145.81
    n-octane 11.77
    formamide 319.93
    cyclopentanone 344.06
    2-pentanone 156.96
    anisole 174.99
    cyclopentyl methyl ether 125.23
    gamma-butyrolactone 379.87
    1-methoxy-2-propanol 246.03
    pyridine 267.49
    3-pentanone 133.53
    furfural 397.71
    n-dodecane 12.45
    diethylene glycol 249.21
    diisopropyl ether 38.0
    tert-amyl alcohol 128.16
    acetylacetone 223.35
    n-hexadecane 14.26
    acetophenone 178.7
    methyl propionate 168.01
    isopentyl acetate 88.51
    trichloroethylene 768.11
    n-nonanol 88.81
    cyclohexanol 105.92
    benzyl alcohol 164.47
    2-ethylhexanol 73.4
    isooctanol 70.21
    dipropyl ether 70.4
    1,2-dichlorobenzene 169.96
    ethyl lactate 105.76
    propylene carbonate 208.45
    n-methylformamide 446.7
    2-pentanol 79.35
    n-pentane 11.17
    1-propoxy-2-propanol 134.66
    1-methoxy-2-propyl acetate 119.85
    2-(2-methoxypropoxy) propanol 130.23
    mesitylene 56.23
    ε-caprolactone 202.25
    p-cymene 52.77
    epichlorohydrin 439.76
    1,1,1-trichloroethane 273.14
    2-aminoethanol 186.55
    morpholine-4-carbaldehyde 442.85
    sulfolane 489.85
    2,2,4-trimethylpentane 9.71
    2-methyltetrahydrofuran 186.45
    n-hexyl acetate 142.06
    isooctane 8.78
    2-(2-butoxyethoxy)ethanol 167.17
    sec-butyl acetate 78.8
    tert-butyl acetate 103.92
    decalin 16.21
    glycerin 198.76
    diglyme 341.45
    acrylic acid 186.49
    isopropyl myristate 63.65
    n-butyric acid 142.67
    acetyl acetate 112.57
    di(2-ethylhexyl) phthalate 65.82
    ethyl propionate 112.99
    nitromethane 476.01
    1,2-diethoxyethane 118.6
    benzonitrile 190.33
    trioctyl phosphate 55.26
    1-bromopropane 147.63
    gamma-valerolactone 387.84
    n-decanol 70.25
    triethyl phosphate 62.69
    4-methyl-2-pentanol 56.33
    propionitrile 171.61
    vinylene carbonate 237.54
    1,1,2-trichlorotrifluoroethane 324.49
    DMS 128.51
    cumene 56.06
    2-octanol 72.84
    2-hexanone 137.62
    octyl acetate 84.68
    limonene 65.49
    1,2-dimethoxyethane 405.58
    ethyl orthosilicate 56.85
    tributyl phosphate 55.48
    diacetone alcohol 163.44
    N,N-dimethylaniline 133.4
    acrylonitrile 292.39
    aniline 130.78
    1,3-propanediol 180.95
    bromobenzene 160.51
    dibromomethane 408.34
    1,1,2,2-tetrachloroethane 491.62
    2-methyl-cyclohexyl acetate 85.59
    tetrabutyl urea 88.97
    diisobutyl methanol 51.59
    2-phenylethanol 129.13
    styrene 95.33
    dioctyl adipate 84.83
    dimethyl sulfate 244.56
    ethyl butyrate 97.94
    methyl lactate 140.19
    butyl lactate 91.9
    diethyl carbonate 79.03
    propanediol butyl ether 148.42
    triethyl orthoformate 71.36
    p-tert-butyltoluene 49.16
    methyl 4-tert-butylbenzoate 139.17
    morpholine 303.45
    tert-butylamine 96.83
    n-dodecanol 57.18
    dimethoxymethane 353.09
    ethylene carbonate 174.9
    cyrene 166.1
    2-ethoxyethyl acetate 120.29
    2-ethylhexyl acetate 71.5
    1,2,4-trichlorobenzene 193.72
    4-methylpyridine 245.99
    dibutyl ether 73.96
    2,6-dimethyl-4-heptanol 51.59
    DEF 247.82
    dimethyl isosorbide 189.34
    tetrachloroethylene 358.73
    eugenol 164.55
    triacetin 137.67
    span 80 112.28
    1,4-butanediol 121.4
    1,1-dichloroethane 311.65
    2-methyl-1-pentanol 89.62
    methyl formate 399.75
    2-methyl-1-butanol 87.12
    n-decane 18.67
    butyronitrile 150.08
    3,7-dimethyl-1-octanol 75.65
    1-chlorooctane 69.26
    1-chlorotetradecane 32.28
    n-nonane 17.75
    undecane 15.19
    tert-butylcyclohexane 16.33
    cyclooctane 7.51
    cyclopentanol 130.67
    tetrahydropyran 169.45
    tert-amyl methyl ether 84.22
    2,5,8-trioxanonane 217.64
    1-hexene 45.99
    2-isopropoxyethanol 173.94
    2,2,2-trifluoroethanol 132.12
    methyl butyrate 165.36

    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