Methyl 3-(methylthio)-(E)-2-propenoate

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    15904-85-5

    Molecular formula
    C5H8O2S

    SMILES
    COC(=O)/C=C/SC

    Retention indicies (RI)

    • Carbowax: 1647.0

  • Odor profile

    Fragrance
    Sulfurous 61.65%
    Sweet 59.77%
    Onion 58.28%
    Fruity 55.0%
    Pungent 48.49%
    Garlic 46.39%
    Alliaceous 45.44%
    Cabbage 37.76%
    Vegetable 37.43%
    Cheesy 33.58%

     

    Flavor
    Fruity 44.23%
    Onion 33.27%
    Cabbage 32.1%
    Garlic 31.25%
    Cooked 30.05%
    Sulfurous 28.38%
    Pungent 27.99%
    Cheese 27.09%
    Nutty 23.05%
    Mustard 22.56%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    7.01 (neutral)

    Molecular weight
    132.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    200°C

    Flash point

    • 65.45 ˚C est.

  • Synonyms

    • Methyl 3-(methylthio)-(E)-2-propenoate
    • 15904-85-5
    • Methyl 3-(methylsulfanyl)prop-2-enoate
    • methyl (E)-3-methylsulfanylprop-2-enoate
    • SCHEMBL7947007
    • SCHEMBL7947012
    • KAFIOMPFBSDFPP-ONEGZZNKSA-N
    • Methyl3-(methylsulfanyl)prop-2-enoate
    • Methyl-3-(methylthio)-(E)-2-propenoate
    • EN300-196585
    • Methyl (2E)-3-(methylsulfanyl)-2-propenoate #
    • (E)-2-Propenoic acid, 3-methylthio-, methyl ester

  • Applications

    Methyl 3-(methylthio)-(E)-2-propenoate, CAS number: 15904-85-5, is an acrylate ester that is primarily used as an organic-synthesis intermediate in industry, providing precursors for pharmaceuticals and agrochemicals. It can act as a reactive vinyl monomer or comonomer in acrylic polymers used in coatings, paints, inks, and adhesives, including specialty and UV-curable formulations. It is also employed as a precursor in fragrance chemistry to access sulfur-containing aroma compounds. In addition, it is used in research and development and at pilot scales as a building block for organic synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 162.7
    methanol 217.89
    isopropanol 112.95
    water 6.55
    ethyl acetate 58.5
    n-propanol 110.9
    acetone 90.63
    n-butanol 105.44
    acetonitrile 116.3
    DMF 295.71
    toluene 74.59
    isobutanol 73.19
    1,4-dioxane 251.42
    methyl acetate 103.13
    THF 181.38
    2-butanone 83.01
    n-pentanol 87.79
    sec-butanol 103.99
    n-hexane 9.36
    ethylene glycol 85.23
    NMP 218.33
    cyclohexane 27.48
    DMSO 233.75
    n-butyl acetate 54.87
    n-octanol 68.86
    chloroform 309.07
    n-propyl acetate 53.35
    acetic acid 135.27
    dichloromethane 260.6
    cyclohexanone 126.61
    propylene glycol 77.08
    isopropyl acetate 31.64
    DMAc 250.84
    2-ethoxyethanol 160.46
    isopentanol 78.4
    n-heptane 12.78
    ethyl formate 84.08
    1,2-dichloroethane 124.55
    n-hexanol 80.49
    2-methoxyethanol 246.77
    isobutyl acetate 33.8
    tetrachloromethane 52.91
    n-pentyl acetate 49.0
    transcutol 294.94
    n-heptanol 55.66
    ethylbenzene 51.01
    MIBK 39.0
    2-propoxyethanol 132.16
    tert-butanol 130.18
    MTBE 66.36
    2-butoxyethanol 106.86
    propionic acid 97.54
    o-xylene 68.87
    formic acid 99.34
    diethyl ether 60.93
    m-xylene 49.15
    p-xylene 68.42
    chlorobenzene 94.96
    dimethyl carbonate 33.5
    n-octane 7.0
    formamide 146.29
    cyclopentanone 130.85
    2-pentanone 54.13
    anisole 100.93
    cyclopentyl methyl ether 72.42
    gamma-butyrolactone 141.48
    1-methoxy-2-propanol 144.62
    pyridine 221.45
    3-pentanone 46.71
    furfural 229.71
    n-dodecane 7.96
    diethylene glycol 129.49
    diisopropyl ether 17.35
    tert-amyl alcohol 108.81
    acetylacetone 59.59
    n-hexadecane 8.89
    acetophenone 98.26
    methyl propionate 59.05
    isopentyl acetate 49.49
    trichloroethylene 256.17
    n-nonanol 60.55
    cyclohexanol 112.43
    benzyl alcohol 111.9
    2-ethylhexanol 58.58
    isooctanol 45.52
    dipropyl ether 42.43
    1,2-dichlorobenzene 93.89
    ethyl lactate 47.19
    propylene carbonate 92.26
    n-methylformamide 152.18
    2-pentanol 64.19
    n-pentane 11.38
    1-propoxy-2-propanol 96.19
    1-methoxy-2-propyl acetate 55.2
    2-(2-methoxypropoxy) propanol 107.33
    mesitylene 32.18
    ε-caprolactone 115.53
    p-cymene 34.67
    epichlorohydrin 181.43
    1,1,1-trichloroethane 115.53
    2-aminoethanol 120.94
    morpholine-4-carbaldehyde 265.55
    sulfolane 177.73
    2,2,4-trimethylpentane 7.89
    2-methyltetrahydrofuran 132.42
    n-hexyl acetate 71.38
    isooctane 4.93
    2-(2-butoxyethoxy)ethanol 146.23
    sec-butyl acetate 33.38
    tert-butyl acetate 41.13
    decalin 15.7
    glycerin 114.56
    diglyme 251.71
    acrylic acid 106.01
    isopropyl myristate 34.44
    n-butyric acid 90.33
    acetyl acetate 39.28
    di(2-ethylhexyl) phthalate 44.06
    ethyl propionate 43.86
    nitromethane 176.7
    1,2-diethoxyethane 88.02
    benzonitrile 130.8
    trioctyl phosphate 31.6
    1-bromopropane 72.42
    gamma-valerolactone 197.4
    n-decanol 47.1
    triethyl phosphate 37.14
    4-methyl-2-pentanol 36.12
    propionitrile 93.29
    vinylene carbonate 113.47
    1,1,2-trichlorotrifluoroethane 193.03
    DMS 48.72
    cumene 36.4
    2-octanol 43.21
    2-hexanone 59.17
    octyl acetate 46.04
    limonene 47.14
    1,2-dimethoxyethane 227.57
    ethyl orthosilicate 37.52
    tributyl phosphate 34.29
    diacetone alcohol 72.78
    N,N-dimethylaniline 90.05
    acrylonitrile 129.68
    aniline 110.68
    1,3-propanediol 138.16
    bromobenzene 91.74
    dibromomethane 166.99
    1,1,2,2-tetrachloroethane 207.07
    2-methyl-cyclohexyl acetate 57.66
    tetrabutyl urea 56.03
    diisobutyl methanol 35.79
    2-phenylethanol 89.68
    styrene 65.86
    dioctyl adipate 56.26
    dimethyl sulfate 58.62
    ethyl butyrate 50.26
    methyl lactate 57.78
    butyl lactate 52.58
    diethyl carbonate 42.75
    propanediol butyl ether 102.42
    triethyl orthoformate 44.98
    p-tert-butyltoluene 31.99
    methyl 4-tert-butylbenzoate 84.14
    morpholine 271.95
    tert-butylamine 85.95
    n-dodecanol 37.21
    dimethoxymethane 114.62
    ethylene carbonate 75.26
    cyrene 108.2
    2-ethoxyethyl acetate 70.1
    2-ethylhexyl acetate 42.92
    1,2,4-trichlorobenzene 117.63
    4-methylpyridine 182.49
    dibutyl ether 51.16
    2,6-dimethyl-4-heptanol 35.79
    DEF 103.46
    dimethyl isosorbide 136.69
    tetrachloroethylene 146.85
    eugenol 103.84
    triacetin 72.83
    span 80 99.92
    1,4-butanediol 75.06
    1,1-dichloroethane 120.93
    2-methyl-1-pentanol 76.21
    methyl formate 104.83
    2-methyl-1-butanol 77.69
    n-decane 11.73
    butyronitrile 100.9
    3,7-dimethyl-1-octanol 58.39
    1-chlorooctane 39.38
    1-chlorotetradecane 18.9
    n-nonane 10.89
    undecane 9.39
    tert-butylcyclohexane 13.0
    cyclooctane 9.72
    cyclopentanol 108.6
    tetrahydropyran 152.43
    tert-amyl methyl ether 59.42
    2,5,8-trioxanonane 196.36
    1-hexene 33.42
    2-isopropoxyethanol 103.38
    2,2,2-trifluoroethanol 65.8
    methyl butyrate 69.26

    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

Botanical

Name CAS Botanical Proportion
Pineapple pulp Ananas comosus (L.) Merr., fam. Bromeliaceae 0.03%