2-Propenoic acid, 3-(methylthio)-, (3R,3aR,4S,4aS,5R,6S,8aR,9aR)-decahydro-4-methoxy-3,4a,5-trimethyl-1-oxo-3a,9a-epoxynaphtho(2,3-b)furan-6-yl ester, (2Z)-

Overview IFRA Request a quote

  • Identifiers

    CAS number
    189100-11-6

    Molecular formula
    C20H28O6S

    SMILES
    C[C@H]1[C@H](CC[C@H]2[C@@]1([C@@H]([C@]34[C@H](C(=O)O[C@@]3(C2)O4)C)OC)C)OC(=O)/C=C\SC

    Safety labels

  • Odor profile

    Fragrance
    Odorless 37.82%
    Roasted 36.74%
    Meaty 31.84%
    Savory 25.94%
    Spicy 23.5%
    Mint 21.63%
    Cooked 20.68%
    Nutty 20.27%
    Cooling 18.79%
    Sulfurous 18.78%

     

    Flavor
    Bitter 69.32%
    Fruity 22.27%
    Cedarleaf 21.27%
    Sweet-like 20.04%
    Parsley 19.84%
    Ripe apricot 19.75%
    Bland 19.48%
    Taco 19.32%
    Red fruit 19.32%
    Broom 19.21%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    6.37 (neutral)

    Molecular weight
    396.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    391°C

    Flash point

    • 172.8 ˚C est.

  • Synonyms

    • 189100-11-6
    • 2-Propenoic acid, 3-(methylthio)-, (3R,3aR,4S,4aS,5R,6S,8aR,9aR)-decahydro-4-methoxy-3,4a,5-trimethyl-1-oxo-3a,9a-epoxynaphtho[2,3-b]furan-6-yl ester, (2Z)-
    • ((1R,2S,3S,4R,5S,8R,10R,13R)-2-methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo(8.3.1.01,10.03,8)tetradecan-5-yl) (Z)-3-methylsulfanylprop-2-enoate
    • [(1R,2S,3S,4R,5S,8R,10R,13R)-2-methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.01,10.03,8]tetradecan-5-yl] (Z)-3-methylsulfanylprop-2-enoate
    • 2-Propenoic acid, 3-(methylthio)-, (3R,3aR,4S,4aS,5R,6S,8aR,9aR)-decahydro-4-methoxy-3,4a,5-trimethyl-1-oxo-3a,9a-epoxynaphtho(2,3-b)furan-6-yl ester, (2Z)-
    • RefChem:266352
    • DTXSID801099876
    • 189100-11-6

  • Applications

    2-Propenoic acid, 3-(methylthio)-, (3R,3aR,4S,4aS,5R,6S,8aR,9aR)-decahydro-4-methoxy-3,4a,5-trimethyl-1-oxo-3a,9a-epoxynaphtho(2,3-b)furan-6-yl ester, (2Z)- (CAS 189100-11-6) is a vinyl ester that functions primarily as a specialized intermediate in organic synthesis. In industry it is used as a reactive monomer or co-monomer in polymer and coating formulations to introduce a rigid, chiral polycyclic moiety and enable crosslinking under UV or radical-initiated conditions. It is commonly evaluated as a building block in pharmaceutical and agrochemical development to access complex chiral scaffolds. In research and development settings it may be employed as a reference reagent or lead intermediate for SAR studies on polycyclic natural-product–like cores. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.36
    methanol 11.41
    isopropanol 6.34
    water 0.38
    ethyl acetate 22.74
    n-propanol 8.0
    acetone 30.71
    n-butanol 7.86
    acetonitrile 25.99
    DMF 43.14
    toluene 12.52
    isobutanol 7.42
    1,4-dioxane 36.9
    methyl acetate 27.19
    THF 50.76
    2-butanone 33.21
    n-pentanol 9.2
    sec-butanol 6.07
    n-hexane 0.24
    ethylene glycol 5.92
    NMP 85.59
    cyclohexane 0.97
    DMSO 56.81
    n-butyl acetate 17.35
    n-octanol 5.15
    chloroform 70.47
    n-propyl acetate 17.78
    acetic acid 33.0
    dichloromethane 56.44
    cyclohexanone 64.05
    propylene glycol 3.73
    isopropyl acetate 18.36
    DMAc 72.58
    2-ethoxyethanol 23.95
    isopentanol 9.55
    n-heptane 0.25
    ethyl formate 16.76
    1,2-dichloroethane 33.73
    n-hexanol 10.17
    2-methoxyethanol 27.24
    isobutyl acetate 15.74
    tetrachloromethane 9.94
    n-pentyl acetate 16.69
    transcutol 21.31
    n-heptanol 8.19
    ethylbenzene 6.09
    MIBK 19.3
    2-propoxyethanol 34.25
    tert-butanol 7.69
    MTBE 5.83
    2-butoxyethanol 23.66
    propionic acid 19.35
    o-xylene 8.37
    formic acid 23.52
    diethyl ether 7.67
    m-xylene 7.88
    p-xylene 9.86
    chlorobenzene 25.38
    dimethyl carbonate 22.24
    n-octane 0.16
    formamide 31.81
    cyclopentanone 68.37
    2-pentanone 23.38
    anisole 14.67
    cyclopentyl methyl ether 15.23
    gamma-butyrolactone 74.68
    1-methoxy-2-propanol 21.81
    pyridine 43.63
    3-pentanone 24.35
    furfural 67.96
    n-dodecane 0.25
    diethylene glycol 33.67
    diisopropyl ether 2.81
    tert-amyl alcohol 7.15
    acetylacetone 36.89
    n-hexadecane 0.32
    acetophenone 27.31
    methyl propionate 24.01
    isopentyl acetate 18.79
    trichloroethylene 74.2
    n-nonanol 6.39
    cyclohexanol 12.26
    benzyl alcohol 21.77
    2-ethylhexanol 6.82
    isooctanol 7.51
    dipropyl ether 4.4
    1,2-dichlorobenzene 25.39
    ethyl lactate 17.52
    propylene carbonate 39.56
    n-methylformamide 23.93
    2-pentanol 4.91
    n-pentane 0.28
    1-propoxy-2-propanol 18.67
    1-methoxy-2-propyl acetate 26.29
    2-(2-methoxypropoxy) propanol 22.88
    mesitylene 4.67
    ε-caprolactone 49.68
    p-cymene 4.86
    epichlorohydrin 63.69
    1,1,1-trichloroethane 31.12
    2-aminoethanol 8.28
    morpholine-4-carbaldehyde 64.97
    sulfolane 85.19
    2,2,4-trimethylpentane 0.31
    2-methyltetrahydrofuran 25.83
    n-hexyl acetate 16.83
    isooctane 0.23
    2-(2-butoxyethoxy)ethanol 22.84
    sec-butyl acetate 14.22
    tert-butyl acetate 17.8
    decalin 0.76
    glycerin 12.7
    diglyme 37.91
    acrylic acid 25.37
    isopropyl myristate 7.9
    n-butyric acid 24.15
    acetyl acetate 28.38
    di(2-ethylhexyl) phthalate 16.37
    ethyl propionate 17.31
    nitromethane 57.42
    1,2-diethoxyethane 10.82
    benzonitrile 31.46
    trioctyl phosphate 10.46
    1-bromopropane 11.48
    gamma-valerolactone 90.09
    n-decanol 4.63
    triethyl phosphate 13.01
    4-methyl-2-pentanol 5.18
    propionitrile 23.82
    vinylene carbonate 47.58
    1,1,2-trichlorotrifluoroethane 56.69
    DMS 21.73
    cumene 4.6
    2-octanol 4.27
    2-hexanone 21.28
    octyl acetate 10.82
    limonene 5.28
    1,2-dimethoxyethane 30.03
    ethyl orthosilicate 10.83
    tributyl phosphate 10.7
    diacetone alcohol 23.96
    N,N-dimethylaniline 10.3
    acrylonitrile 34.22
    aniline 18.39
    1,3-propanediol 13.67
    bromobenzene 24.36
    dibromomethane 31.86
    1,1,2,2-tetrachloroethane 46.8
    2-methyl-cyclohexyl acetate 19.92
    tetrabutyl urea 16.24
    diisobutyl methanol 4.14
    2-phenylethanol 24.16
    styrene 7.18
    dioctyl adipate 15.63
    dimethyl sulfate 36.32
    ethyl butyrate 14.84
    methyl lactate 20.75
    butyl lactate 16.26
    diethyl carbonate 14.09
    propanediol butyl ether 13.15
    triethyl orthoformate 12.32
    p-tert-butyltoluene 4.05
    methyl 4-tert-butylbenzoate 24.96
    morpholine 33.51
    tert-butylamine 3.27
    n-dodecanol 3.33
    dimethoxymethane 30.96
    ethylene carbonate 38.96
    cyrene 43.69
    2-ethoxyethyl acetate 24.55
    2-ethylhexyl acetate 15.65
    1,2,4-trichlorobenzene 33.78
    4-methylpyridine 38.81
    dibutyl ether 3.47
    2,6-dimethyl-4-heptanol 4.14
    DEF 25.69
    dimethyl isosorbide 39.27
    tetrachloroethylene 34.5
    eugenol 28.16
    triacetin 26.0
    span 80 18.64
    1,4-butanediol 10.03
    1,1-dichloroethane 24.93
    2-methyl-1-pentanol 10.69
    methyl formate 22.26
    2-methyl-1-butanol 8.43
    n-decane 0.38
    butyronitrile 17.88
    3,7-dimethyl-1-octanol 5.71
    1-chlorooctane 2.55
    1-chlorotetradecane 1.37
    n-nonane 0.25
    undecane 0.31
    tert-butylcyclohexane 0.48
    cyclooctane 0.34
    cyclopentanol 15.17
    tetrahydropyran 21.77
    tert-amyl methyl ether 5.76
    2,5,8-trioxanonane 31.41
    1-hexene 1.45
    2-isopropoxyethanol 19.67
    2,2,2-trifluoroethanol 25.71
    methyl butyrate 20.07

    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