2-Butenoic acid, 2-methyl-, (1aR,3R,3aR,6aR,7E,9S,10aR)-1a,2,3,3a,4,5,6a,9,10,10a-decahydro-9-hydroxy-1a,8-dimethyl-4-methylene-5-oxooxireno(5,6)cyclodeca(1,2-b)furan-3-yl ester, (2E)-

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  • Identifiers

    CAS number
    13323-48-3

    Molecular formula
    C20H26O6

    SMILES
    C/C=C(\C)/C(=O)O[C@@H]1C[C@@]2([C@H](O2)C[C@@H](/C(=C/[C@@H]3[C@@H]1C(=C)C(=O)O3)/C)O)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 51.42%
    Caramellic 34.29%
    Mint 33.56%
    Odorless 30.11%
    Spicy 28.24%
    Nutty 26.61%
    Woody 25.03%
    Burnt 24.96%
    Roasted 22.66%
    Celery 21.35%

     

    Flavor
    Bitter 83.85%
    Cedarleaf 20.61%
    Lovage 20.12%
    Leaves 19.64%
    Basil 19.61%
    Parsley 19.37%
    Ripe apricot 19.2%
    Fenugreek 19.14%
    Seedy 19.14%
    Sweet-like 19.02%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    5.98 (weak acid)

    Molecular weight
    362.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    672°C

    Flash point

    • 185.19 ˚C est.

  • Synonyms

    • Heliangin
    • CHEBI:5638
    • 13323-48-3
    • RefChem:909694
    • 2-Butenoic acid, 2-methyl-, (1aR,3R,3aR,6aR,7E,9S,10aR)-1a,2,3,3a,4,5,6a,9,10,10a-decahydro-9-hydroxy-1a,8-dimethyl-4-methylene-5-oxooxireno(5,6)cyclodeca(1,2-b)furan-3-yl ester, (2E)-
    • (1aR,3S,4E,5aR,8aR,9R,10aR)-3-hydroxy-4,10a-dimethyl-8-methylidene-7-oxo-1a,2,3,5a,7,8,8a,9,10,10a-decahydrooxireno[5,6]cyclodeca[1,2-b]furan-9-yl (2E)-2-methylbut-2-enoate
    • AKOS040761825
    • CS-0112854
    • Q27089353
    • 13323-48-3

  • Applications

    2-Butenoic acid, 2-methyl-, (1aR,3R,3aR,6aR,7E,9S,10aR)-1a,2,3,3a,4,5,6a,9,10,10a-decahydro-9-hydroxy-1a,8-dimethyl-4-methylene-5-oxooxireno(5,6)cyclodeca(1,2-b)furan-3-yl ester, (2E)-, CAS 13323-48-3, is a complex chiral acylating ester that is typically used as a chemical intermediate in synthetic organic chemistry. It may serve as a chiral building block for asymmetric synthesis and as a reactive intermediate in the preparation of pharmaceutical and agrochemical actives. The molecule's bicyclic-epoxide/furan-derivative framework also makes it suitable as a specialty monomer or crosslinking component in certain polymers, coatings, and adhesive formulations. Additionally, it can be explored as a precursor in the synthesis of fine chemicals and natural product mimetics in research and development, with usage depending on regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 106.27
    methanol 107.42
    isopropanol 93.48
    water 0.03
    ethyl acetate 187.18
    n-propanol 109.82
    acetone 221.39
    n-butanol 104.71
    acetonitrile 105.51
    DMF 263.58
    toluene 60.87
    isobutanol 74.91
    1,4-dioxane 281.64
    methyl acetate 159.77
    THF 485.92
    2-butanone 231.05
    n-pentanol 84.56
    sec-butanol 97.62
    n-hexane 1.39
    ethylene glycol 13.98
    NMP 256.83
    cyclohexane 3.47
    DMSO 307.97
    n-butyl acetate 89.81
    n-octanol 25.73
    chloroform 426.53
    n-propyl acetate 110.59
    acetic acid 258.71
    dichloromethane 285.95
    cyclohexanone 264.21
    propylene glycol 29.43
    isopropyl acetate 129.2
    DMAc 452.63
    2-ethoxyethanol 206.56
    isopentanol 98.36
    n-heptane 0.91
    ethyl formate 87.66
    1,2-dichloroethane 156.01
    n-hexanol 64.01
    2-methoxyethanol 264.61
    isobutyl acetate 76.83
    tetrachloromethane 23.8
    n-pentyl acetate 60.7
    transcutol 425.16
    n-heptanol 32.36
    ethylbenzene 27.98
    MIBK 112.39
    2-propoxyethanol 209.54
    tert-butanol 87.31
    MTBE 76.37
    2-butoxyethanol 114.31
    propionic acid 114.33
    o-xylene 29.52
    formic acid 81.49
    diethyl ether 106.26
    m-xylene 29.31
    p-xylene 36.82
    chlorobenzene 81.43
    dimethyl carbonate 85.57
    n-octane 0.5
    formamide 124.61
    cyclopentanone 280.19
    2-pentanone 177.15
    anisole 98.03
    cyclopentyl methyl ether 124.23
    gamma-butyrolactone 266.54
    1-methoxy-2-propanol 223.09
    pyridine 229.16
    3-pentanone 122.24
    furfural 212.28
    n-dodecane 0.75
    diethylene glycol 132.13
    diisopropyl ether 21.58
    tert-amyl alcohol 86.12
    acetylacetone 203.81
    n-hexadecane 0.92
    acetophenone 118.66
    methyl propionate 141.7
    isopentyl acetate 90.15
    trichloroethylene 382.01
    n-nonanol 28.92
    cyclohexanol 85.72
    benzyl alcohol 102.47
    2-ethylhexanol 32.74
    isooctanol 27.76
    dipropyl ether 31.49
    1,2-dichlorobenzene 72.38
    ethyl lactate 69.89
    propylene carbonate 144.15
    n-methylformamide 125.88
    2-pentanol 64.92
    n-pentane 1.51
    1-propoxy-2-propanol 113.1
    1-methoxy-2-propyl acetate 144.24
    2-(2-methoxypropoxy) propanol 119.68
    mesitylene 15.02
    ε-caprolactone 222.07
    p-cymene 14.4
    epichlorohydrin 408.3
    1,1,1-trichloroethane 122.02
    2-aminoethanol 45.22
    morpholine-4-carbaldehyde 320.98
    sulfolane 264.59
    2,2,4-trimethylpentane 1.75
    2-methyltetrahydrofuran 241.08
    n-hexyl acetate 84.3
    isooctane 1.17
    2-(2-butoxyethoxy)ethanol 158.39
    sec-butyl acetate 83.88
    tert-butyl acetate 109.81
    decalin 2.88
    glycerin 56.52
    diglyme 288.26
    acrylic acid 98.45
    isopropyl myristate 32.31
    n-butyric acid 179.34
    acetyl acetate 124.35
    di(2-ethylhexyl) phthalate 43.89
    ethyl propionate 97.69
    nitromethane 331.69
    1,2-diethoxyethane 111.5
    benzonitrile 91.64
    trioctyl phosphate 27.22
    1-bromopropane 81.87
    gamma-valerolactone 431.08
    n-decanol 19.23
    triethyl phosphate 43.78
    4-methyl-2-pentanol 42.65
    propionitrile 95.39
    vinylene carbonate 141.6
    1,1,2-trichlorotrifluoroethane 249.78
    DMS 85.55
    cumene 17.9
    2-octanol 18.88
    2-hexanone 123.25
    octyl acetate 44.33
    limonene 19.69
    1,2-dimethoxyethane 274.53
    ethyl orthosilicate 40.25
    tributyl phosphate 35.5
    diacetone alcohol 143.82
    N,N-dimethylaniline 60.72
    acrylonitrile 117.07
    aniline 96.33
    1,3-propanediol 100.22
    bromobenzene 77.35
    dibromomethane 168.19
    1,1,2,2-tetrachloroethane 275.66
    2-methyl-cyclohexyl acetate 71.63
    tetrabutyl urea 49.53
    diisobutyl methanol 18.59
    2-phenylethanol 92.62
    styrene 37.55
    dioctyl adipate 56.94
    dimethyl sulfate 125.62
    ethyl butyrate 69.12
    methyl lactate 92.6
    butyl lactate 60.21
    diethyl carbonate 52.33
    propanediol butyl ether 85.73
    triethyl orthoformate 55.25
    p-tert-butyltoluene 12.69
    methyl 4-tert-butylbenzoate 81.19
    morpholine 360.2
    tert-butylamine 31.31
    n-dodecanol 13.24
    dimethoxymethane 238.17
    ethylene carbonate 123.68
    cyrene 136.33
    2-ethoxyethyl acetate 117.17
    2-ethylhexyl acetate 66.86
    1,2,4-trichlorobenzene 104.36
    4-methylpyridine 202.12
    dibutyl ether 27.87
    2,6-dimethyl-4-heptanol 18.59
    DEF 163.92
    dimethyl isosorbide 177.78
    tetrachloroethylene 147.7
    eugenol 88.38
    triacetin 106.71
    span 80 82.67
    1,4-butanediol 40.25
    1,1-dichloroethane 162.4
    2-methyl-1-pentanol 81.64
    methyl formate 87.42
    2-methyl-1-butanol 91.4
    n-decane 1.3
    butyronitrile 99.57
    3,7-dimethyl-1-octanol 31.97
    1-chlorooctane 11.24
    1-chlorotetradecane 4.56
    n-nonane 0.89
    undecane 0.94
    tert-butylcyclohexane 2.13
    cyclooctane 1.01
    cyclopentanol 90.03
    tetrahydropyran 237.08
    tert-amyl methyl ether 62.7
    2,5,8-trioxanonane 184.72
    1-hexene 13.07
    2-isopropoxyethanol 142.73
    2,2,2-trifluoroethanol 73.92
    methyl butyrate 123.95

    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