2-Butenoic acid, 3-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno(4,5)cyclodeca(1,2-b)furan-10-yl ester

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  • Identifiers

    CAS number
    111545-47-2

    Molecular formula
    C20H28O6

    SMILES
    CC1CCCC2(C(O2)C(C3C(C1O)OC(=O)C3=C)OC(=O)C=C(C)C)C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 42.09%
    Sweet 34.9%
    Mint 30.73%
    Caramellic 27.6%
    Spicy 23.95%
    Burnt 21.09%
    Roasted 20.13%
    Herbal 20.05%
    Cooling 19.99%
    Woody 19.83%

     

    Flavor
    Bitter 78.47%
    Minty 21.4%
    Cedarleaf 21.14%
    Lovage 20.1%
    Leaves 19.88%
    Basil 19.43%
    Parsley 19.15%
    Ripe apricot 19.12%
    Red fruit 18.91%
    Fenugreek 18.69%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    6.24 (neutral)

    Molecular weight
    364.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    342°C

    Melting point expt.

    • 221 - 222 °C

    Flash point

    • 169.54 ˚C est.

  • Synonyms

    • 111545-47-2
    • 2-Butenoic acid, 3-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno[4,5]cyclodeca[1,2-b]furan-10-yl ester
    • 2-Butenoic acid, 3-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno(4,5)cyclodeca(1,2-b)furan-10-yl ester
    • RefChem:257938
    • Blumealactone B
    • (-)-Blumealactone B
    • SCHEMBL29934865
    • CHEBI:175670
    • DTXSID901099986
    • (10-hydroxy-5,9-dimethyl-14-methylidene-13-oxo-4,12-dioxatricyclo[9.3.0.03,5]tetradecan-2-yl) 3-methylbut-2-enoate
    • 111545-47-2

  • Applications

    CAS 111545-47-2 corresponds to 2-Butenoic acid, 3-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno(4,5)cyclodeca(1,2-b)furan-10-yl ester. In real-world practice, it is primarily used as a synthetic intermediate in fragrance chemistry to enable the construction of chiral aroma compounds. It may also serve as a precursor or building block in cosmetics/personal care formulations where fragrance components are developed. In pharmaceutical and agrochemical research, the compound is evaluated as a chiral, bicyclic ester intermediate for the synthesis of target molecules. In the polymers, plastics, coatings and inks industries, the ester functionality and the rigid bicyclic structure make it a potential reactive monomer or crosslinking agent for specialty polymers, coatings and adhesive formulations. Its use and handling would be subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 262.6
    methanol 298.66
    isopropanol 178.49
    water 0.1
    ethyl acetate 305.4
    n-propanol 238.35
    acetone 356.73
    n-butanol 214.44
    acetonitrile 152.4
    DMF 546.62
    toluene 96.58
    isobutanol 155.11
    1,4-dioxane 390.11
    methyl acetate 279.62
    THF 851.61
    2-butanone 374.04
    n-pentanol 169.43
    sec-butanol 196.44
    n-hexane 2.37
    ethylene glycol 34.53
    NMP 474.39
    cyclohexane 5.4
    DMSO 459.25
    n-butyl acetate 186.19
    n-octanol 54.86
    chloroform 670.3
    n-propyl acetate 199.58
    acetic acid 511.24
    dichloromethane 513.74
    cyclohexanone 435.92
    propylene glycol 69.82
    isopropyl acetate 222.91
    DMAc 602.79
    2-ethoxyethanol 355.17
    isopentanol 186.72
    n-heptane 1.83
    ethyl formate 182.8
    1,2-dichloroethane 311.37
    n-hexanol 134.76
    2-methoxyethanol 499.99
    isobutyl acetate 140.34
    tetrachloromethane 38.03
    n-pentyl acetate 133.33
    transcutol 785.65
    n-heptanol 66.59
    ethylbenzene 48.57
    MIBK 193.94
    2-propoxyethanol 357.88
    tert-butanol 149.26
    MTBE 126.16
    2-butoxyethanol 212.2
    propionic acid 229.31
    o-xylene 48.56
    formic acid 188.63
    diethyl ether 156.68
    m-xylene 56.16
    p-xylene 66.39
    chlorobenzene 157.07
    dimethyl carbonate 138.01
    n-octane 1.13
    formamide 270.09
    cyclopentanone 523.37
    2-pentanone 310.18
    anisole 152.3
    cyclopentyl methyl ether 239.95
    gamma-butyrolactone 554.41
    1-methoxy-2-propanol 391.36
    pyridine 392.87
    3-pentanone 188.74
    furfural 399.46
    n-dodecane 1.44
    diethylene glycol 260.1
    diisopropyl ether 35.33
    tert-amyl alcohol 149.46
    acetylacetone 338.75
    n-hexadecane 1.73
    acetophenone 196.59
    methyl propionate 244.67
    isopentyl acetate 177.93
    trichloroethylene 688.16
    n-nonanol 56.82
    cyclohexanol 152.14
    benzyl alcohol 183.81
    2-ethylhexanol 65.27
    isooctanol 56.88
    dipropyl ether 49.21
    1,2-dichlorobenzene 132.52
    ethyl lactate 128.12
    propylene carbonate 304.32
    n-methylformamide 276.2
    2-pentanol 128.3
    n-pentane 2.82
    1-propoxy-2-propanol 203.2
    1-methoxy-2-propyl acetate 251.24
    2-(2-methoxypropoxy) propanol 196.85
    mesitylene 26.55
    ε-caprolactone 418.11
    p-cymene 26.32
    epichlorohydrin 774.12
    1,1,1-trichloroethane 215.63
    2-aminoethanol 108.91
    morpholine-4-carbaldehyde 543.32
    sulfolane 486.53
    2,2,4-trimethylpentane 3.26
    2-methyltetrahydrofuran 448.49
    n-hexyl acetate 165.59
    isooctane 2.3
    2-(2-butoxyethoxy)ethanol 287.61
    sec-butyl acetate 154.47
    tert-butyl acetate 180.73
    decalin 5.01
    glycerin 115.7
    diglyme 452.16
    acrylic acid 210.34
    isopropyl myristate 57.16
    n-butyric acid 343.18
    acetyl acetate 199.13
    di(2-ethylhexyl) phthalate 76.31
    ethyl propionate 153.43
    nitromethane 572.14
    1,2-diethoxyethane 187.97
    benzonitrile 160.19
    trioctyl phosphate 49.64
    1-bromopropane 148.32
    gamma-valerolactone 767.55
    n-decanol 38.24
    triethyl phosphate 68.95
    4-methyl-2-pentanol 84.03
    propionitrile 150.83
    vinylene carbonate 286.07
    1,1,2-trichlorotrifluoroethane 469.64
    DMS 151.9
    cumene 32.72
    2-octanol 40.72
    2-hexanone 201.52
    octyl acetate 80.31
    limonene 36.01
    1,2-dimethoxyethane 398.07
    ethyl orthosilicate 63.3
    tributyl phosphate 60.47
    diacetone alcohol 247.36
    N,N-dimethylaniline 95.24
    acrylonitrile 188.62
    aniline 156.79
    1,3-propanediol 207.3
    bromobenzene 150.72
    dibromomethane 287.75
    1,1,2,2-tetrachloroethane 490.35
    2-methyl-cyclohexyl acetate 118.89
    tetrabutyl urea 80.3
    diisobutyl methanol 35.22
    2-phenylethanol 161.41
    styrene 64.22
    dioctyl adipate 95.38
    dimethyl sulfate 201.21
    ethyl butyrate 121.05
    methyl lactate 174.2
    butyl lactate 120.51
    diethyl carbonate 88.09
    propanediol butyl ether 176.92
    triethyl orthoformate 87.88
    p-tert-butyltoluene 23.88
    methyl 4-tert-butylbenzoate 130.93
    morpholine 553.87
    tert-butylamine 57.19
    n-dodecanol 25.87
    dimethoxymethane 380.72
    ethylene carbonate 248.33
    cyrene 220.12
    2-ethoxyethyl acetate 234.93
    2-ethylhexyl acetate 128.18
    1,2,4-trichlorobenzene 187.47
    4-methylpyridine 355.19
    dibutyl ether 48.65
    2,6-dimethyl-4-heptanol 35.22
    DEF 279.98
    dimethyl isosorbide 285.07
    tetrachloroethylene 257.63
    eugenol 145.24
    triacetin 176.56
    span 80 141.78
    1,4-butanediol 85.7
    1,1-dichloroethane 302.64
    2-methyl-1-pentanol 156.91
    methyl formate 196.59
    2-methyl-1-butanol 173.07
    n-decane 2.45
    butyronitrile 172.79
    3,7-dimethyl-1-octanol 64.41
    1-chlorooctane 22.99
    1-chlorotetradecane 8.27
    n-nonane 1.78
    undecane 1.79
    tert-butylcyclohexane 3.72
    cyclooctane 1.82
    cyclopentanol 194.05
    tetrahydropyran 362.72
    tert-amyl methyl ether 106.34
    2,5,8-trioxanonane 280.69
    1-hexene 22.85
    2-isopropoxyethanol 244.21
    2,2,2-trifluoroethanol 147.07
    methyl butyrate 218.11

    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