Epoxyaurapten

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  • Identifiers

    CAS number
    21499-17-2

    Molecular formula
    C19H22O4

    SMILES
    C/C(=C\COC1=CC2=C(C=C1)C=CC(=O)O2)/CCC3C(O3)(C)C

    Safety labels

  • Odor profile

    Fragrance
    Floral 55.42%
    Fruity 45.18%
    Sweet 41.31%
    Fresh 30.08%
    Woody 27.25%
    Powdery 26.8%
    Neroli 24.96%
    Animal 23.24%
    Berry 22.87%
    Balsamic 22.41%

     

    Flavor
    Bitter 51.85%
    Herbal 32.55%
    Floral 27.38%
    Spice 24.56%
    Woody 23.46%
    Balsam 21.61%
    Spicy 20.44%
    Parsley 19.83%
    Minty 19.75%
    Lovage 19.49%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.0

    pKa est.
    7.65 (neutral)

    Molecular weight
    314.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    454°C

    Flash point

    • 172.63 ˚C est.

  • Synonyms

    • Epoxyaurapten
    • 6',7'-Epoxyaurapten
    • 6',7'-Epoxy-7-geranyloxycoumarin
    • (E)-7-(5-(3,3-Dimethyloxiran-2-yl)-3-methylpent-2-enyloxy)-2H-chromen-2-one
    • 2H-1-Benzopyran-2-one, 7-[[(2E)-5-(3,3-dimethyloxiranyl)-3-methyl-2-pentenyl]oxy]-
    • 2H-1-Benzopyran-2-one, 7-[[5-(3,3-dimethyloxiranyl)-3-methyl-2-pentenyl]oxy]-, (E)-
    • 7-((E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoxy)chromen-2-one
    • 7-[(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoxy]chromen-2-one
    • 2H-1-Benzopyran-2-one, 7-(((2E)-5-(3,3-dimethyloxiranyl)-3-methyl-2-pentenyl)oxy)-
    • 2H-1-Benzopyran-2-one, 7-((5-(3,3-dimethyloxiranyl)-3-methyl-2-pentenyl)oxy)-, (E)-
    • RefChem:137359
    • 21499-17-2
    • KJDXYWIMMJVFLH-JLHYYAGUSA-N
    • SCHEMBL29835955
    • EBC-774418
    • 7-{[(2E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-yl]oxy}-2H-chromen-2-one
    • 36414-00-3
    • 7-{[(e)-5-(3,3-dimethyl-2-oxiranyl)-3-methyl-2-pentenyl]oxy}-2h-2-chromenone
    • 21499-17-2

  • Applications

    Epoxyaurapten (CAS 21499-17-2) is an epoxy-containing compound that can act as an intermediate in organic synthesis and as a building block for specialty polymers and epoxy resins. In practical applications, it serves as a monomer or crosslinker in coatings and adhesives, and in resin formulations. It may be evaluated for fragrance-related use in perfumery as a minor odorant or fragrance precursor, subject to local regulations. The epoxide functionality enables ring-opening reactions to tailor material properties in advanced polymer systems.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 26.66
    methanol 25.07
    isopropanol 17.25
    water 0.01
    ethyl acetate 27.68
    n-propanol 25.01
    acetone 28.05
    n-butanol 19.85
    acetonitrile 20.99
    DMF 16.75
    toluene 15.85
    isobutanol 15.1
    1,4-dioxane 114.12
    methyl acetate 32.93
    THF 148.91
    2-butanone 44.85
    n-pentanol 22.02
    sec-butanol 18.7
    n-hexane 0.24
    ethylene glycol 3.08
    NMP 11.73
    cyclohexane 0.77
    DMSO 56.47
    n-butyl acetate 20.37
    n-octanol 4.85
    chloroform 113.22
    n-propyl acetate 23.97
    acetic acid 32.66
    dichloromethane 111.56
    cyclohexanone 36.79
    propylene glycol 9.78
    isopropyl acetate 19.17
    DMAc 55.79
    2-ethoxyethanol 79.43
    isopentanol 19.09
    n-heptane 0.32
    ethyl formate 13.45
    1,2-dichloroethane 46.34
    n-hexanol 11.13
    2-methoxyethanol 74.53
    isobutyl acetate 19.13
    tetrachloromethane 2.71
    n-pentyl acetate 12.24
    transcutol 281.23
    n-heptanol 5.31
    ethylbenzene 6.78
    MIBK 17.14
    2-propoxyethanol 60.72
    tert-butanol 18.59
    MTBE 20.32
    2-butoxyethanol 27.22
    propionic acid 15.31
    o-xylene 5.84
    formic acid 8.57
    diethyl ether 19.46
    m-xylene 6.23
    p-xylene 9.83
    chlorobenzene 15.96
    dimethyl carbonate 7.05
    n-octane 0.15
    formamide 16.08
    cyclopentanone 29.78
    2-pentanone 24.15
    anisole 30.18
    cyclopentyl methyl ether 21.35
    gamma-butyrolactone 29.42
    1-methoxy-2-propanol 50.34
    pyridine 78.49
    3-pentanone 18.24
    furfural 36.22
    n-dodecane 0.26
    diethylene glycol 35.46
    diisopropyl ether 3.78
    tert-amyl alcohol 16.93
    acetylacetone 31.45
    n-hexadecane 0.32
    acetophenone 25.54
    methyl propionate 18.19
    isopentyl acetate 24.57
    trichloroethylene 93.27
    n-nonanol 6.06
    cyclohexanol 13.02
    benzyl alcohol 25.28
    2-ethylhexanol 7.03
    isooctanol 5.06
    dipropyl ether 10.59
    1,2-dichlorobenzene 12.77
    ethyl lactate 11.62
    propylene carbonate 14.85
    n-methylformamide 11.04
    2-pentanol 10.26
    n-pentane 0.21
    1-propoxy-2-propanol 33.81
    1-methoxy-2-propyl acetate 38.14
    2-(2-methoxypropoxy) propanol 47.04
    mesitylene 2.92
    ε-caprolactone 33.67
    p-cymene 4.23
    epichlorohydrin 105.45
    1,1,1-trichloroethane 22.1
    2-aminoethanol 12.59
    morpholine-4-carbaldehyde 45.83
    sulfolane 26.6
    2,2,4-trimethylpentane 0.37
    2-methyltetrahydrofuran 55.76
    n-hexyl acetate 16.18
    isooctane 0.21
    2-(2-butoxyethoxy)ethanol 63.98
    sec-butyl acetate 19.92
    tert-butyl acetate 19.1
    decalin 0.6
    glycerin 13.0
    diglyme 138.92
    acrylic acid 12.59
    isopropyl myristate 8.2
    n-butyric acid 24.07
    acetyl acetate 18.1
    di(2-ethylhexyl) phthalate 10.59
    ethyl propionate 17.41
    nitromethane 47.7
    1,2-diethoxyethane 63.17
    benzonitrile 21.03
    trioctyl phosphate 4.67
    1-bromopropane 17.06
    gamma-valerolactone 73.77
    n-decanol 4.51
    triethyl phosphate 10.55
    4-methyl-2-pentanol 7.24
    propionitrile 19.76
    vinylene carbonate 15.68
    1,1,2-trichlorotrifluoroethane 47.53
    DMS 17.74
    cumene 4.4
    2-octanol 3.04
    2-hexanone 27.79
    octyl acetate 9.73
    limonene 4.69
    1,2-dimethoxyethane 113.88
    ethyl orthosilicate 11.08
    tributyl phosphate 7.22
    diacetone alcohol 27.5
    N,N-dimethylaniline 15.03
    acrylonitrile 21.45
    aniline 19.98
    1,3-propanediol 27.33
    bromobenzene 16.68
    dibromomethane 45.55
    1,1,2,2-tetrachloroethane 68.12
    2-methyl-cyclohexyl acetate 20.61
    tetrabutyl urea 10.65
    diisobutyl methanol 4.78
    2-phenylethanol 22.57
    styrene 8.74
    dioctyl adipate 16.4
    dimethyl sulfate 8.92
    ethyl butyrate 18.63
    methyl lactate 9.75
    butyl lactate 11.83
    diethyl carbonate 14.08
    propanediol butyl ether 21.14
    triethyl orthoformate 18.3
    p-tert-butyltoluene 3.61
    methyl 4-tert-butylbenzoate 19.35
    morpholine 135.37
    tert-butylamine 6.68
    n-dodecanol 3.41
    dimethoxymethane 40.1
    ethylene carbonate 14.11
    cyrene 27.55
    2-ethoxyethyl acetate 37.52
    2-ethylhexyl acetate 17.49
    1,2,4-trichlorobenzene 18.93
    4-methylpyridine 40.92
    dibutyl ether 11.69
    2,6-dimethyl-4-heptanol 4.78
    DEF 19.14
    dimethyl isosorbide 63.11
    tetrachloroethylene 29.73
    eugenol 21.54
    triacetin 29.7
    span 80 24.78
    1,4-butanediol 11.89
    1,1-dichloroethane 32.25
    2-methyl-1-pentanol 21.71
    methyl formate 8.02
    2-methyl-1-butanol 16.35
    n-decane 0.4
    butyronitrile 18.65
    3,7-dimethyl-1-octanol 7.64
    1-chlorooctane 2.74
    1-chlorotetradecane 1.26
    n-nonane 0.27
    undecane 0.31
    tert-butylcyclohexane 0.51
    cyclooctane 0.2
    cyclopentanol 13.72
    tetrahydropyran 67.05
    tert-amyl methyl ether 13.4
    2,5,8-trioxanonane 95.82
    1-hexene 2.28
    2-isopropoxyethanol 48.18
    2,2,2-trifluoroethanol 6.42
    methyl butyrate 21.07

    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