2-Mercaptobenzoic Acid

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  • Identifiers

    CAS number
    147-93-3

    Molecular formula
    C7H6O2S

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sulfurous 63.77%
    Meaty 59.7%
    Roasted 48.78%
    Phenolic 47.09%
    Burnt 46.81%
    Savory 33.2%
    Cooked 31.63%
    Odorless 30.56%
    Cheesy 29.46%
    Smoky 28.27%

     

    Flavor
    Phenolic 53.18%
    Mild 46.75%
    Odorless 44.96%
    Nutty 43.4%
    Sour 34.83%
    Faint 33.1%
    Urine 25.51%
    Cadaverous 23.03%
    Musty 22.67%
    Penetrating 22.52%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    7.03 (neutral)

    Molecular weight
    154.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    311°C

    Melting point expt.

    • 168-169 °C

    Flash point

    • 124.81 ˚C est.

    Solubility expt.

    • SOL IN WATER /SODIUM SALT/
    • SOL IN HOT WATER, ALCOHOL, ETHER, ACETIC ACID; SLIGHTLY SOLUBLE IN PETROLEUM ETHER

  • Synonyms

    • Thiosalicylic acid
    • 2-Mercaptobenzoic acid
    • 147-93-3
    • 2-Sulfanylbenzoic acid
    • o-Mercaptobenzoic acid
    • 2-Thiosalicylic acid
    • o-Thiosalicylic acid
    • 2-Carboxythiophenol
    • o-Sulfhydrylbenzoic acid
    • o-Benzoic acid thiol
    • o-Carboxythiophenol
    • Benzoic acid, 2-mercapto-
    • o-Mercaptobenzoesaeure
    • Salicylic acid, 2-thio-
    • BENZOIC ACID, O-MERCAPTO-
    • Thiophenol-2-carboxylic acid
    • CIP6LXN5XW
    • DTXSID4049032
    • NSC-2184
    • NSC-660640
    • DTXCID5028958
    • CHEBI:59124
    • ortho-mercaptobenzoic acid
    • RefChem:189650
    • DTXCID6022472
    • 205-704-3
    • 7283-41-2
    • DTXSID8042472
    • MFCD00004836
    • USAF KF-2
    • USAF XR-35
    • USAF EK-T-2805
    • 2-Mercapto-benzoic acid
    • NSC 2184
    • thiosalicylate
    • NSC 660640
    • NSC2184
    • NSC660640
    • Benzoic acid, mercapto-
    • NCGC00018107-04
    • CAS-147-93-3
    • o-Mercaptobenzoesaeure [German]
    • HSDB 2739
    • UNII-CIP6LXN5XW
    • EINECS 205-704-3
    • BRN 0508507
    • thiolate
    • AI3-23963
    • thiosalicyclic acid
    • 2-thiobenzoic acid
    • JKE
    • Thisosalicyilic acid
    • Pirosal (TN)
    • Thiocyl (TN)
    • 2-carboxybenzenethiol
    • 2-Mercaptobenzoicacid
    • o-mercapto benzoic acid
    • o-mercapto-benzoic-acid
    • WLN: SHR BVQ
    • 2-Sulfanylbenzoic acid #
    • Thiosalicylic acid, 97%
    • Thiosalicylic acid, 98%
    • SCHEMBL50375
    • SCHEMBL50376
    • 29355-75-7
    • 4-10-00-00272 (Beilstein Handbook Reference)
    • MLS000069414
    • CHEMBL119888
    • orb2943897
    • SCHEMBL6195645
    • THIOSALICYLIC ACID [MI]
    • SCHEMBL31208541
    • HY-Y0102
    • STR00467
    • THIOSALICYLIC ACID [WHO-DD]
    • 2-THIOSALICYLIC ACID [HSDB]
    • Tox21_113560
    • EBC-03113
    • STL163871
    • AKOS000119389
    • Tox21_113560_1
    • AT20777
    • CS-W020627
    • DB14026
    • FM25082
    • NCGC00018107-01
    • NCGC00018107-02
    • NCGC00018107-03
    • NCGC00018107-05
    • NCGC00022652-03
    • THIOSALICYLIC ACID [USP IMPURITY]
    • SMR000059130
    • SY007814
    • M0054
    • NS00004703
    • EN300-20328
    • D08586
    • SBI-0653844.0001
    • F051239
    • Q1312775
    • BRD-K36998189-001-01-9
    • BRD-K36998189-001-03-5
    • F2191-0258
    • Z104477754
    • 147-93-3

  • Applications

    2‑Mercaptobenzoic acid (CAS 147-93-3) is a versatile building block for organic synthesis and metal coordination chemistry. In industry and research, it is used as a chelating ligand for metal complexes, enabling applications in catalysis and analytical chemistry. It also serves as a thiol-containing precursor for the synthesis of heterocyclic motifs and benzothiazole-type structures, and as a functional linker for polymers and materials. Additionally, it is employed as a surface modifier, notably forming self-assembled monolayers on gold surfaces for electrochemical sensors and biosensors. It may also be used as an intermediate in dye and pigment chemistry and as a thiol-terminated linker for coatings and adhesives. Actual use depends on formulation and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 401.4
    methanol 499.18
    isopropanol 233.04
    water 11.32
    ethyl acetate 157.54
    n-propanol 243.77
    acetone 377.25
    n-butanol 171.1
    acetonitrile 109.29
    DMF 1646.29
    toluene 30.85
    isobutanol 123.68
    1,4-dioxane 618.73
    methyl acetate 178.0
    THF 1150.87
    2-butanone 219.48
    n-pentanol 150.6
    sec-butanol 148.92
    n-hexane 7.16
    ethylene glycol 294.1
    NMP 679.92
    cyclohexane 1.8
    DMSO 1607.54
    n-butyl acetate 80.67
    n-octanol 98.38
    chloroform 80.78
    n-propyl acetate 104.12
    acetic acid 159.31
    dichloromethane 73.5
    cyclohexanone 213.25
    propylene glycol 164.86
    isopropyl acetate 106.73
    DMAc 424.06
    2-ethoxyethanol 382.72
    isopentanol 109.25
    n-heptane 7.32
    ethyl formate 114.19
    1,2-dichloroethane 109.55
    n-hexanol 154.65
    2-methoxyethanol 720.06
    isobutyl acetate 55.79
    tetrachloromethane 19.07
    n-pentyl acetate 83.43
    transcutol 408.21
    n-heptanol 110.08
    ethylbenzene 24.96
    MIBK 144.6
    2-propoxyethanol 392.81
    tert-butanol 214.44
    MTBE 111.23
    2-butoxyethanol 216.93
    propionic acid 146.31
    o-xylene 27.8
    formic acid 200.62
    diethyl ether 173.18
    m-xylene 41.56
    p-xylene 26.3
    chlorobenzene 41.75
    dimethyl carbonate 160.02
    n-octane 5.19
    formamide 344.98
    cyclopentanone 532.21
    2-pentanone 235.54
    anisole 107.42
    cyclopentyl methyl ether 261.82
    gamma-butyrolactone 577.14
    1-methoxy-2-propanol 531.26
    pyridine 150.1
    3-pentanone 127.82
    furfural 313.0
    n-dodecane 5.76
    diethylene glycol 438.14
    diisopropyl ether 45.06
    tert-amyl alcohol 129.96
    acetylacetone 278.08
    n-hexadecane 6.42
    acetophenone 87.3
    methyl propionate 193.24
    isopentyl acetate 64.41
    trichloroethylene 152.83
    n-nonanol 87.3
    cyclohexanol 92.54
    benzyl alcohol 94.76
    2-ethylhexanol 63.67
    isooctanol 76.42
    dipropyl ether 74.63
    1,2-dichlorobenzene 39.48
    ethyl lactate 91.04
    propylene carbonate 159.98
    n-methylformamide 553.94
    2-pentanol 125.74
    n-pentane 5.99
    1-propoxy-2-propanol 202.21
    1-methoxy-2-propyl acetate 133.43
    2-(2-methoxypropoxy) propanol 132.58
    mesitylene 28.51
    ε-caprolactone 164.79
    p-cymene 22.58
    epichlorohydrin 520.32
    1,1,1-trichloroethane 59.27
    2-aminoethanol 332.16
    morpholine-4-carbaldehyde 558.36
    sulfolane 740.75
    2,2,4-trimethylpentane 4.64
    2-methyltetrahydrofuran 350.21
    n-hexyl acetate 115.27
    isooctane 5.85
    2-(2-butoxyethoxy)ethanol 225.05
    sec-butyl acetate 63.66
    tert-butyl acetate 128.83
    decalin 4.87
    glycerin 291.72
    diglyme 331.32
    acrylic acid 140.83
    isopropyl myristate 52.93
    n-butyric acid 139.3
    acetyl acetate 75.4
    di(2-ethylhexyl) phthalate 43.69
    ethyl propionate 106.08
    nitromethane 396.76
    1,2-diethoxyethane 114.71
    benzonitrile 65.64
    trioctyl phosphate 48.57
    1-bromopropane 54.97
    gamma-valerolactone 529.7
    n-decanol 67.8
    triethyl phosphate 38.6
    4-methyl-2-pentanol 71.7
    propionitrile 97.46
    vinylene carbonate 122.98
    1,1,2-trichlorotrifluoroethane 244.87
    DMS 90.11
    cumene 22.4
    2-octanol 77.43
    2-hexanone 136.12
    octyl acetate 72.18
    limonene 30.67
    1,2-dimethoxyethane 435.55
    ethyl orthosilicate 36.38
    tributyl phosphate 45.99
    diacetone alcohol 241.05
    N,N-dimethylaniline 78.22
    acrylonitrile 146.46
    aniline 76.15
    1,3-propanediol 333.93
    bromobenzene 28.19
    dibromomethane 51.61
    1,1,2,2-tetrachloroethane 131.97
    2-methyl-cyclohexyl acetate 51.24
    tetrabutyl urea 68.44
    diisobutyl methanol 45.03
    2-phenylethanol 108.33
    styrene 26.82
    dioctyl adipate 61.04
    dimethyl sulfate 282.97
    ethyl butyrate 63.14
    methyl lactate 183.23
    butyl lactate 82.75
    diethyl carbonate 38.64
    propanediol butyl ether 174.73
    triethyl orthoformate 44.47
    p-tert-butyltoluene 26.05
    methyl 4-tert-butylbenzoate 111.05
    morpholine 564.27
    tert-butylamine 91.74
    n-dodecanol 51.44
    dimethoxymethane 732.99
    ethylene carbonate 101.99
    cyrene 145.46
    2-ethoxyethyl acetate 113.07
    2-ethylhexyl acetate 47.4
    1,2,4-trichlorobenzene 49.39
    4-methylpyridine 128.94
    dibutyl ether 58.2
    2,6-dimethyl-4-heptanol 45.03
    DEF 245.37
    dimethyl isosorbide 213.78
    tetrachloroethylene 87.84
    eugenol 141.53
    triacetin 88.36
    span 80 124.84
    1,4-butanediol 168.96
    1,1-dichloroethane 74.73
    2-methyl-1-pentanol 86.54
    methyl formate 376.1
    2-methyl-1-butanol 93.27
    n-decane 8.71
    butyronitrile 99.15
    3,7-dimethyl-1-octanol 65.38
    1-chlorooctane 40.61
    1-chlorotetradecane 17.93
    n-nonane 7.63
    undecane 6.99
    tert-butylcyclohexane 6.33
    cyclooctane 1.77
    cyclopentanol 186.47
    tetrahydropyran 264.38
    tert-amyl methyl ether 88.51
    2,5,8-trioxanonane 240.19
    1-hexene 36.08
    2-isopropoxyethanol 213.86
    2,2,2-trifluoroethanol 104.86
    methyl butyrate 124.83

    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