2-Mercapto-N-methylbenzamide

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  • Identifiers

    CAS number
    20054-45-9

    Molecular formula
    C8H9NOS

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 66.21%
    Sulfurous 56.58%
    Roasted 49.91%
    Savory 42.3%
    Cooked 36.22%
    Burnt 35.34%
    Cheesy 32.38%
    Odorless 30.84%
    Beefy 28.67%
    Grape 27.34%

     

    Flavor
    Mild 36.93%
    Odorless 36.64%
    Bitter 28.5%
    Cooked 28.19%
    Roasted 27.21%
    Phenolic 24.99%
    Nutty 24.37%
    Meaty 23.24%
    Sulfury 22.69%
    Fruity 22.3%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    5.76 (weak acid)

    Molecular weight
    167.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    381°C

    Flash point

    • 132.62 ˚C est.

  • Synonyms

    • 20054-45-9
    • 2-MERCAPTO-N-METHYLBENZAMIDE
    • DTXSID10403947
    • RefChem:262398
    • DTXCID30354801
    • 633-825-5
    • N-methyl-2-sulfanylbenzamide
    • Benzamide, 2-mercapto-N-methyl-
    • 2-mercapto-N-methyl-Benzamide
    • MFCD00136334
    • o-Mercapto-N-methylbenzamide
    • N-methyl-2-sulfanyl-benzamide
    • 2- Mercapto-N-Methyllbenzamide
    • N-methylthiosalicylamide
    • GXS2KD4CFZ
    • SCHEMBL2829218
    • SCHEMBL6238361
    • Benzamide, o-mercapto-N-methyl-
    • AKOS000196042
    • FM45433
    • AC-26794
    • AS-75577
    • SY233328
    • CS-0016511
    • NS00128719
    • F12015
    • 054M459
    • F500467
    • 20054-45-9

  • Applications

    2-Mercapto-N-methylbenzamide (CAS 20054-45-9) is an ortho-mercapto-substituted benzamide that serves as a versatile building block in organic synthesis and is commonly used as an intermediate in pharmaceutical and agrochemical development. It is also explored as a precursor to heterocyclic compounds in medicinal chemistry and can act as a ligand or chelating agent for metals in metal-catalyzed processes for industrial manufacturing. The thiol-containing structure may be used in fragrance chemistry as an odorant precursor or fixative, and can function as a functionalized monomer or crosslinking additive in polymer, coating, and plastics formulations. Use is dependent on formulation specifics and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 120.61
    methanol 201.36
    isopropanol 83.9
    water 22.0
    ethyl acetate 42.42
    n-propanol 77.48
    acetone 121.47
    n-butanol 60.5
    acetonitrile 79.25
    DMF 648.13
    toluene 24.2
    isobutanol 55.2
    1,4-dioxane 145.08
    methyl acetate 68.27
    THF 130.07
    2-butanone 79.0
    n-pentanol 59.62
    sec-butanol 59.08
    n-hexane 2.91
    ethylene glycol 145.76
    NMP 283.44
    cyclohexane 3.47
    DMSO 441.58
    n-butyl acetate 38.2
    n-octanol 47.25
    chloroform 207.15
    n-propyl acetate 43.7
    acetic acid 104.71
    dichloromethane 210.53
    cyclohexanone 115.31
    propylene glycol 81.27
    isopropyl acetate 29.87
    DMAc 348.7
    2-ethoxyethanol 127.76
    isopentanol 46.86
    n-heptane 4.11
    ethyl formate 70.2
    1,2-dichloroethane 121.78
    n-hexanol 54.22
    2-methoxyethanol 221.47
    isobutyl acetate 29.96
    tetrachloromethane 30.26
    n-pentyl acetate 41.92
    transcutol 115.48
    n-heptanol 44.41
    ethylbenzene 24.15
    MIBK 43.71
    2-propoxyethanol 114.08
    tert-butanol 77.53
    MTBE 37.13
    2-butoxyethanol 83.65
    propionic acid 78.38
    o-xylene 27.66
    formic acid 102.58
    diethyl ether 37.28
    m-xylene 26.75
    p-xylene 32.45
    chlorobenzene 55.22
    dimethyl carbonate 56.27
    n-octane 3.61
    formamide 169.97
    cyclopentanone 151.91
    2-pentanone 57.07
    anisole 58.07
    cyclopentyl methyl ether 50.73
    gamma-butyrolactone 161.66
    1-methoxy-2-propanol 131.14
    pyridine 101.8
    3-pentanone 48.88
    furfural 166.86
    n-dodecane 4.46
    diethylene glycol 146.56
    diisopropyl ether 12.02
    tert-amyl alcohol 56.54
    acetylacetone 77.29
    n-hexadecane 5.06
    acetophenone 66.78
    methyl propionate 59.49
    isopentyl acetate 36.31
    trichloroethylene 233.05
    n-nonanol 40.61
    cyclohexanol 46.72
    benzyl alcohol 70.84
    2-ethylhexanol 33.73
    isooctanol 36.44
    dipropyl ether 24.98
    1,2-dichlorobenzene 60.99
    ethyl lactate 51.17
    propylene carbonate 84.08
    n-methylformamide 223.12
    2-pentanol 38.2
    n-pentane 3.07
    1-propoxy-2-propanol 68.35
    1-methoxy-2-propyl acetate 50.27
    2-(2-methoxypropoxy) propanol 60.79
    mesitylene 18.8
    ε-caprolactone 83.55
    p-cymene 19.51
    epichlorohydrin 157.59
    1,1,1-trichloroethane 72.28
    2-aminoethanol 133.79
    morpholine-4-carbaldehyde 237.28
    sulfolane 250.96
    2,2,4-trimethylpentane 3.16
    2-methyltetrahydrofuran 73.42
    n-hexyl acetate 57.06
    isooctane 2.85
    2-(2-butoxyethoxy)ethanol 77.93
    sec-butyl acetate 27.35
    tert-butyl acetate 35.24
    decalin 4.63
    glycerin 150.88
    diglyme 145.64
    acrylic acid 94.99
    isopropyl myristate 25.65
    n-butyric acid 69.67
    acetyl acetate 34.92
    di(2-ethylhexyl) phthalate 34.35
    ethyl propionate 39.5
    nitromethane 170.68
    1,2-diethoxyethane 46.7
    benzonitrile 75.34
    trioctyl phosphate 28.58
    1-bromopropane 45.92
    gamma-valerolactone 176.54
    n-decanol 32.3
    triethyl phosphate 26.92
    4-methyl-2-pentanol 26.82
    propionitrile 66.22
    vinylene carbonate 97.76
    1,1,2-trichlorotrifluoroethane 150.31
    DMS 48.7
    cumene 20.21
    2-octanol 34.29
    2-hexanone 54.26
    octyl acetate 35.01
    limonene 24.37
    1,2-dimethoxyethane 167.94
    ethyl orthosilicate 25.04
    tributyl phosphate 26.99
    diacetone alcohol 71.47
    N,N-dimethylaniline 55.35
    acrylonitrile 110.5
    aniline 55.71
    1,3-propanediol 119.94
    bromobenzene 47.48
    dibromomethane 121.21
    1,1,2,2-tetrachloroethane 162.89
    2-methyl-cyclohexyl acetate 37.77
    tetrabutyl urea 44.7
    diisobutyl methanol 22.59
    2-phenylethanol 59.91
    styrene 28.76
    dioctyl adipate 35.77
    dimethyl sulfate 111.87
    ethyl butyrate 34.95
    methyl lactate 74.09
    butyl lactate 46.21
    diethyl carbonate 28.32
    propanediol butyl ether 77.04
    triethyl orthoformate 28.89
    p-tert-butyltoluene 18.41
    methyl 4-tert-butylbenzoate 62.9
    morpholine 129.08
    tert-butylamine 43.04
    n-dodecanol 26.08
    dimethoxymethane 167.29
    ethylene carbonate 70.84
    cyrene 88.04
    2-ethoxyethyl acetate 50.7
    2-ethylhexyl acetate 28.87
    1,2,4-trichlorobenzene 69.43
    4-methylpyridine 94.75
    dibutyl ether 27.3
    2,6-dimethyl-4-heptanol 22.59
    DEF 109.09
    dimethyl isosorbide 89.44
    tetrachloroethylene 117.84
    eugenol 79.78
    triacetin 55.37
    span 80 58.26
    1,4-butanediol 79.14
    1,1-dichloroethane 90.29
    2-methyl-1-pentanol 45.6
    methyl formate 172.81
    2-methyl-1-butanol 45.64
    n-decane 6.28
    butyronitrile 58.49
    3,7-dimethyl-1-octanol 33.11
    1-chlorooctane 26.03
    1-chlorotetradecane 12.12
    n-nonane 5.49
    undecane 5.28
    tert-butylcyclohexane 4.99
    cyclooctane 1.8
    cyclopentanol 65.61
    tetrahydropyran 63.33
    tert-amyl methyl ether 32.38
    2,5,8-trioxanonane 100.56
    1-hexene 14.74
    2-isopropoxyethanol 82.7
    2,2,2-trifluoroethanol 72.83
    methyl butyrate 59.21

    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