6-Methoxy-7,8-methylenedioxycoumarin

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  • Identifiers

    CAS number
    28843-40-5

    Molecular formula
    C11H8O5

    SMILES
    COC1=C2C(=C3C(=C1)C=CC(=O)O3)OCO2

    Safety labels

  • Odor profile

    Fragrance
    Sweet 53.35%
    Vanilla 39.91%
    Powdery 36.23%
    Fruity 35.46%
    Creamy 35.19%
    Phenolic 32.04%
    Coumarinic 30.95%
    Spicy 29.8%
    Floral 28.86%
    Balsamic 27.9%

     

    Flavor
    Bitter 86.49%
    Tonka 25.46%
    Sweet 22.94%
    Parsley 20.37%
    Naphthalic 19.76%
    Eugenol 19.73%
    Sweet-like 18.99%
    Cedarleaf 18.99%
    Heliotropin 18.83%
    Lovage 18.74%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    5.58 (weak acid)

    Molecular weight
    220.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    370°C

    Melting point expt.

    • 219 - 221 °C

    Flash point

    • 191.43 ˚C est.

  • Synonyms

    • 28843-40-5
    • 6-methoxy-7,8-methylenedioxycoumarin
    • RefChem:308812
    • Dracunculin
    • 7,8-Methylenedioxy-6-methoxycoumarin
    • 4-methoxy-[1,3]dioxolo[4,5-h]chromen-8-one
    • 8H-1,3-Dioxolo[4,5-h][1]benzopyran-8-one, 4-methoxy-
    • 4-Methoxy-8H-1,3-dioxolo[4,5-h][1]benzopyran-8-one
    • 4-methoxy-8H-[1,3]dioxolo[4,5-h]chromen-8-one
    • 4-methoxy-2H,8H-[1,3]dioxolo[4,5-h]chromen-8-one
    • 8RY253KJU4
    • SCHEMBL29286041
    • SCHEMBL30989230
    • DTXSID20415753
    • CHEBI:178386
    • DB-359702
    • 4-methoxypyrano[6,5-e][1,3]benzodioxol-8-one
    • 4-Methoxy-2H,8H-[1,3]dioxolo[4,5-h][1]benzopyran-8-one
    • 28843-40-5

  • Applications

    For 6-Methoxy-7,8-methylenedioxycoumarin (CAS 28843-40-5), applications are mainly in perfumery and cosmetics as a fragrance ingredient with a coumarin-like note and a benzodioxole character; it is commonly used in household fragranced products as a fragrance component; it serves as an organic synthesis intermediate for the production of pharmaceuticals and agrochemicals; it can act as a precursor or specialty additive in polymer and plastics manufacturing; and it may be evaluated for other specialty material applications, all subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.97
    methanol 6.7
    isopropanol 3.87
    water 0.22
    ethyl acetate 18.84
    n-propanol 3.55
    acetone 30.66
    n-butanol 3.95
    acetonitrile 18.95
    DMF 72.8
    toluene 5.01
    isobutanol 3.64
    1,4-dioxane 31.24
    methyl acetate 24.38
    THF 37.18
    2-butanone 19.09
    n-pentanol 4.98
    sec-butanol 3.49
    n-hexane 0.27
    ethylene glycol 8.89
    NMP 65.1
    cyclohexane 0.82
    DMSO 102.07
    n-butyl acetate 18.1
    n-octanol 9.92
    chloroform 21.59
    n-propyl acetate 19.57
    acetic acid 19.13
    dichloromethane 35.93
    cyclohexanone 34.3
    propylene glycol 2.34
    isopropyl acetate 14.64
    DMAc 82.74
    2-ethoxyethanol 24.63
    isopentanol 6.1
    n-heptane 1.19
    ethyl formate 21.22
    1,2-dichloroethane 29.51
    n-hexanol 8.49
    2-methoxyethanol 35.78
    isobutyl acetate 14.2
    tetrachloromethane 4.16
    n-pentyl acetate 16.56
    transcutol 37.37
    n-heptanol 9.25
    ethylbenzene 5.81
    MIBK 14.18
    2-propoxyethanol 29.49
    tert-butanol 8.59
    MTBE 5.89
    2-butoxyethanol 24.22
    propionic acid 10.32
    o-xylene 7.21
    formic acid 18.09
    diethyl ether 6.53
    m-xylene 5.99
    p-xylene 9.42
    chlorobenzene 13.57
    dimethyl carbonate 24.72
    n-octane 1.08
    formamide 40.45
    cyclopentanone 40.1
    2-pentanone 15.43
    anisole 16.12
    cyclopentyl methyl ether 14.04
    gamma-butyrolactone 53.91
    1-methoxy-2-propanol 18.74
    pyridine 28.95
    3-pentanone 14.3
    furfural 67.08
    n-dodecane 1.62
    diethylene glycol 41.96
    diisopropyl ether 3.42
    tert-amyl alcohol 6.6
    acetylacetone 33.77
    n-hexadecane 1.87
    acetophenone 28.24
    methyl propionate 20.36
    isopentyl acetate 18.02
    trichloroethylene 49.63
    n-nonanol 10.5
    cyclohexanol 7.56
    benzyl alcohol 17.55
    2-ethylhexanol 9.03
    isooctanol 9.29
    dipropyl ether 8.12
    1,2-dichlorobenzene 18.69
    ethyl lactate 17.51
    propylene carbonate 32.58
    n-methylformamide 31.16
    2-pentanol 3.16
    n-pentane 0.27
    1-propoxy-2-propanol 18.1
    1-methoxy-2-propyl acetate 24.67
    2-(2-methoxypropoxy) propanol 26.94
    mesitylene 5.02
    ε-caprolactone 32.16
    p-cymene 8.41
    epichlorohydrin 54.98
    1,1,1-trichloroethane 16.62
    2-aminoethanol 6.5
    morpholine-4-carbaldehyde 69.52
    sulfolane 76.37
    2,2,4-trimethylpentane 0.46
    2-methyltetrahydrofuran 18.6
    n-hexyl acetate 18.6
    isooctane 0.39
    2-(2-butoxyethoxy)ethanol 27.42
    sec-butyl acetate 13.0
    tert-butyl acetate 15.69
    decalin 1.15
    glycerin 13.13
    diglyme 57.24
    acrylic acid 15.37
    isopropyl myristate 11.14
    n-butyric acid 12.76
    acetyl acetate 18.76
    di(2-ethylhexyl) phthalate 14.55
    ethyl propionate 17.39
    nitromethane 59.31
    1,2-diethoxyethane 16.9
    benzonitrile 26.18
    trioctyl phosphate 11.74
    1-bromopropane 7.45
    gamma-valerolactone 60.87
    n-decanol 9.04
    triethyl phosphate 17.04
    4-methyl-2-pentanol 4.22
    propionitrile 14.37
    vinylene carbonate 36.42
    1,1,2-trichlorotrifluoroethane 52.54
    DMS 25.13
    cumene 5.87
    2-octanol 6.97
    2-hexanone 17.69
    octyl acetate 13.94
    limonene 9.01
    1,2-dimethoxyethane 52.47
    ethyl orthosilicate 14.57
    tributyl phosphate 12.82
    diacetone alcohol 23.29
    N,N-dimethylaniline 15.64
    acrylonitrile 26.91
    aniline 10.33
    1,3-propanediol 10.79
    bromobenzene 12.87
    dibromomethane 17.9
    1,1,2,2-tetrachloroethane 34.8
    2-methyl-cyclohexyl acetate 19.01
    tetrabutyl urea 19.33
    diisobutyl methanol 6.93
    2-phenylethanol 20.97
    styrene 6.21
    dioctyl adipate 17.32
    dimethyl sulfate 47.99
    ethyl butyrate 17.83
    methyl lactate 19.99
    butyl lactate 14.97
    diethyl carbonate 17.05
    propanediol butyl ether 15.91
    triethyl orthoformate 15.42
    p-tert-butyltoluene 7.38
    methyl 4-tert-butylbenzoate 27.93
    morpholine 26.45
    tert-butylamine 4.4
    n-dodecanol 7.87
    dimethoxymethane 43.66
    ethylene carbonate 29.56
    cyrene 35.86
    2-ethoxyethyl acetate 23.9
    2-ethylhexyl acetate 15.33
    1,2,4-trichlorobenzene 22.86
    4-methylpyridine 25.16
    dibutyl ether 9.18
    2,6-dimethyl-4-heptanol 6.93
    DEF 30.28
    dimethyl isosorbide 43.78
    tetrachloroethylene 27.19
    eugenol 29.11
    triacetin 26.05
    span 80 17.52
    1,4-butanediol 6.82
    1,1-dichloroethane 14.27
    2-methyl-1-pentanol 6.83
    methyl formate 37.04
    2-methyl-1-butanol 4.62
    n-decane 2.07
    butyronitrile 11.83
    3,7-dimethyl-1-octanol 9.74
    1-chlorooctane 7.22
    1-chlorotetradecane 4.58
    n-nonane 1.67
    undecane 1.79
    tert-butylcyclohexane 0.92
    cyclooctane 0.51
    cyclopentanol 8.37
    tetrahydropyran 13.86
    tert-amyl methyl ether 6.4
    2,5,8-trioxanonane 44.37
    1-hexene 1.51
    2-isopropoxyethanol 18.52
    2,2,2-trifluoroethanol 21.08
    methyl butyrate 23.22

    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