Methyl 2-methyl-3-mercaptopropionate

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  • Identifiers

    CAS number
    4131-76-4

    Molecular formula
    C5H10O2S

    SMILES
    CC(CS)C(=O)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 94.05%
    Tropical 76.53%
    Sulfurous 69.15%
    Cheesy 45.67%
    Grape 40.16%
    Pineapple 39.61%
    Ripe 39.35%
    Green 36.15%
    Sweet 34.97%
    Onion 33.32%

     

    Flavor
    Fruity 60.02%
    Cheese 33.54%
    Tropical 33.33%
    Sulfurous 31.03%
    Onion 29.23%
    Sulfury 27.9%
    Sweet 27.02%
    Ripe 26.42%
    Berry 26.36%
    Pineapple 25.73%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    8.14 (weak base)

    Molecular weight
    134.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    177°C

    Flash point

    • 52.58 ˚C est.

  • Synonyms

    • Methyl 2-methyl-3-mercaptopropionate
    • methyl 2-methyl-3-sulfanylpropanoate
    • 4131-76-4
    • UNII-ZV4QC18D1N
    • EINECS 223-949-4
    • ZV4QC18D1N
    • methyl 3-mercapto-2-methylpropanoate
    • methyl 3-mercapto-2-methylpropionate
    • METHYL-2-METHYL-3-MERCAPTOPROPIONATE
    • Propanoic acid, 3-mercapto-2-methyl-, methyl ester
    • METHYL .ALPHA.-METHYL-.BETA.-MERCAPTOPROPIONATE
    • METHYL 2-METHYL-3-MERCAPTOPROPIONATE, (+/-)-
    • PROPIONIC ACID, 3-MERCAPTO-2-METHYL-, METHYL ESTER
    • methyl b-mercaptoisobutyrate
    • SCHEMBL6154678
    • CHEMBL3100059
    • DTXSID10863325
    • EAA13176
    • methyl 2-methyl-3-mercaptoproponate
    • methyl2-methyl-3-sulfanylpropanoate
    • AKOS010616561
    • NS00048357
    • EN300-78805
    • METHYL ALPHA-METHYL-BETA-MERCAPTOPROPIONATE
    • Q27295904
    • 223-949-4

  • Applications

    Chemical name: Methyl 2-methyl-3-mercaptopropionate; CAS number: 4131-76-4. Methyl 2-methyl-3-mercaptopropionate may be used as an intermediate in the synthesis of sulfur-containing esters and thioethers; it can serve as a reactive thiol-containing monomer precursor for thiol-ene and thiol-Michael polymerizations, enabling crosslinking and hardening in coatings, inks, and adhesives; owing to the mercapto and ester functionality, it can also act as a building block in pharmaceutical synthesis; in addition, its thiol-related odor potential makes it a candidate fragrance ingredient or fragrance precursor in perfumery; and with suitable processing it can function as a ligand for metal surfaces or electronic-related surface modification.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 660.3
    methanol 1168.18
    isopropanol 397.9
    water 58.79
    ethyl acetate 173.58
    n-propanol 392.88
    acetone 484.61
    n-butanol 298.31
    acetonitrile 449.12
    DMF 697.61
    toluene 77.41
    isobutanol 276.24
    1,4-dioxane 470.65
    methyl acetate 286.64
    THF 442.22
    2-butanone 319.4
    n-pentanol 277.41
    sec-butanol 315.56
    n-hexane 21.24
    ethylene glycol 313.25
    NMP 550.32
    cyclohexane 18.36
    DMSO 718.02
    n-butyl acetate 128.26
    n-octanol 115.21
    chloroform 624.65
    n-propyl acetate 162.96
    acetic acid 738.01
    dichloromethane 565.66
    cyclohexanone 337.43
    propylene glycol 224.34
    isopropyl acetate 122.6
    DMAc 481.47
    2-ethoxyethanol 526.83
    isopentanol 235.46
    n-heptane 11.49
    ethyl formate 208.12
    1,2-dichloroethane 321.68
    n-hexanol 153.4
    2-methoxyethanol 687.95
    isobutyl acetate 107.71
    tetrachloromethane 141.09
    n-pentyl acetate 126.61
    transcutol 690.59
    n-heptanol 107.75
    ethylbenzene 63.13
    MIBK 153.42
    2-propoxyethanol 328.54
    tert-butanol 415.16
    MTBE 227.96
    2-butoxyethanol 239.9
    propionic acid 331.65
    o-xylene 85.33
    formic acid 577.8
    diethyl ether 189.12
    m-xylene 71.61
    p-xylene 102.11
    chlorobenzene 160.22
    dimethyl carbonate 84.79
    n-octane 8.24
    formamide 568.36
    cyclopentanone 454.55
    2-pentanone 213.66
    anisole 177.51
    cyclopentyl methyl ether 185.07
    gamma-butyrolactone 508.63
    1-methoxy-2-propanol 382.3
    pyridine 310.42
    3-pentanone 159.47
    furfural 530.73
    n-dodecane 8.38
    diethylene glycol 356.2
    diisopropyl ether 59.79
    tert-amyl alcohol 322.36
    acetylacetone 263.18
    n-hexadecane 9.29
    acetophenone 194.59
    methyl propionate 160.09
    isopentyl acetate 120.6
    trichloroethylene 672.0
    n-nonanol 94.33
    cyclohexanol 202.85
    benzyl alcohol 201.84
    2-ethylhexanol 84.76
    isooctanol 89.61
    dipropyl ether 71.39
    1,2-dichlorobenzene 170.22
    ethyl lactate 109.72
    propylene carbonate 211.21
    n-methylformamide 465.14
    2-pentanol 184.87
    n-pentane 21.4
    1-propoxy-2-propanol 183.12
    1-methoxy-2-propyl acetate 135.26
    2-(2-methoxypropoxy) propanol 184.13
    mesitylene 54.05
    ε-caprolactone 285.69
    p-cymene 47.25
    epichlorohydrin 485.41
    1,1,1-trichloroethane 303.72
    2-aminoethanol 418.06
    morpholine-4-carbaldehyde 551.49
    sulfolane 583.97
    2,2,4-trimethylpentane 18.54
    2-methyltetrahydrofuran 332.61
    n-hexyl acetate 169.34
    isooctane 13.18
    2-(2-butoxyethoxy)ethanol 253.51
    sec-butyl acetate 106.46
    tert-butyl acetate 162.19
    decalin 17.87
    glycerin 340.09
    diglyme 465.13
    acrylic acid 354.96
    isopropyl myristate 61.72
    n-butyric acid 282.55
    acetyl acetate 137.79
    di(2-ethylhexyl) phthalate 77.65
    ethyl propionate 116.68
    nitromethane 882.97
    1,2-diethoxyethane 179.01
    benzonitrile 237.51
    trioctyl phosphate 58.45
    1-bromopropane 152.82
    gamma-valerolactone 546.05
    n-decanol 68.07
    triethyl phosphate 61.72
    4-methyl-2-pentanol 110.05
    propionitrile 256.54
    vinylene carbonate 226.84
    1,1,2-trichlorotrifluoroethane 448.56
    DMS 135.66
    cumene 60.14
    2-octanol 84.16
    2-hexanone 195.09
    octyl acetate 82.26
    limonene 61.91
    1,2-dimethoxyethane 530.32
    ethyl orthosilicate 60.24
    tributyl phosphate 65.48
    diacetone alcohol 218.33
    N,N-dimethylaniline 143.16
    acrylonitrile 363.34
    aniline 168.13
    1,3-propanediol 443.52
    bromobenzene 134.41
    dibromomethane 331.91
    1,1,2,2-tetrachloroethane 483.41
    2-methyl-cyclohexyl acetate 98.85
    tetrabutyl urea 85.2
    diisobutyl methanol 59.21
    2-phenylethanol 141.89
    styrene 79.89
    dioctyl adipate 94.65
    dimethyl sulfate 173.03
    ethyl butyrate 95.15
    methyl lactate 129.32
    butyl lactate 110.31
    diethyl carbonate 69.7
    propanediol butyl ether 234.88
    triethyl orthoformate 71.85
    p-tert-butyltoluene 45.58
    methyl 4-tert-butylbenzoate 161.48
    morpholine 458.66
    tert-butylamine 235.57
    n-dodecanol 49.87
    dimethoxymethane 296.18
    ethylene carbonate 166.85
    cyrene 208.63
    2-ethoxyethyl acetate 177.85
    2-ethylhexyl acetate 92.77
    1,2,4-trichlorobenzene 232.78
    4-methylpyridine 295.12
    dibutyl ether 78.64
    2,6-dimethyl-4-heptanol 59.21
    DEF 249.76
    dimethyl isosorbide 237.91
    tetrachloroethylene 402.24
    eugenol 188.74
    triacetin 165.45
    span 80 154.18
    1,4-butanediol 270.66
    1,1-dichloroethane 313.35
    2-methyl-1-pentanol 219.71
    methyl formate 351.35
    2-methyl-1-butanol 235.4
    n-decane 13.38
    butyronitrile 229.84
    3,7-dimethyl-1-octanol 93.51
    1-chlorooctane 56.95
    1-chlorotetradecane 24.06
    n-nonane 12.14
    undecane 10.21
    tert-butylcyclohexane 20.89
    cyclooctane 7.93
    cyclopentanol 269.4
    tetrahydropyran 266.32
    tert-amyl methyl ether 171.28
    2,5,8-trioxanonane 295.08
    1-hexene 78.42
    2-isopropoxyethanol 320.37
    2,2,2-trifluoroethanol 289.71
    methyl butyrate 181.35

    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