5,6,7-Trimethoxycoumarin

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  • Identifiers

    CAS number
    55085-47-7

    Molecular formula
    C12H12O5

    SMILES
    COC1=C(C(=C2C=CC(=O)OC2=C1)OC)OC

    Safety labels

  • Odor profile

    Fragrance
    Sweet 52.71%
    Vanilla 47.06%
    Phenolic 43.28%
    Spicy 41.25%
    Fruity 34.78%
    Burnt 34.53%
    Caramellic 33.52%
    Powdery 32.56%
    Smoky 31.61%
    Woody 31.56%

     

    Flavor
    Bitter 58.85%
    Spice 27.19%
    Sweet 23.47%
    Woody 22.81%
    Parsley 22.74%
    Eugenol 22.42%
    Vanilla 21.04%
    Ham 20.29%
    Heliotropin 20.05%
    Aniseed 19.85%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    5.97 (weak acid)

    Molecular weight
    236.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    384°C

    Flash point

    • 153.69 ˚C est.

  • Synonyms

    • 5,6,7-Trimethoxycoumarin
    • 5,6,7-trimethoxychromen-2-one
    • fraxinol methyl ether
    • 5,6,7-trimethoxy-2H-chromen-2-one
    • CHEBI:28126
    • DYC5EDM6W7
    • 5,6,7-trimethoxy-2H-1-benzopyran-2-one
    • 2H-1-Benzopyran-2-one, 5,6,7-trimethoxy-
    • UMCKALIN METHYL ETHER
    • UMCKALIN MONOMETHYL ETHER
    • DTXSID30203608
    • RefChem:101117
    • DTXCID20126099
    • 55085-47-7
    • C09313
    • AC1L3XOT
    • starbld0036076
    • UNII-DYC5EDM6W7
    • CHEMBL607537
    • orb1683473
    • SCHEMBL4743900
    • FCA08547
    • BDBM50486608
    • AKOS040761167
    • FS-6879
    • DB-295843
    • HY-137933
    • CS-0143020
    • NS00097405
    • E88788
    • Q27103515
    • 55085-47-7

  • Applications

    5,6,7-Trimethoxycoumarin (CAS 55085-47-7) is used mainly as a fragrance-related compound in the perfumery sector, acting as an odorant and sometimes as a fragrance fixative; it is also evaluated and employed as a fragrance ingredient in cosmetics and personal care products, and may be used to impart scent in household cleaning formulations. In industrial manufacturing, it serves as an organic intermediate for the synthesis of specialty chemicals, including pharmaceutical and agrochemical precursors, and is occasionally explored as a building block for functional materials in polymers and coatings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.91
    methanol 10.59
    isopropanol 6.31
    water 0.05
    ethyl acetate 53.39
    n-propanol 7.5
    acetone 62.42
    n-butanol 6.81
    acetonitrile 48.59
    DMF 152.53
    toluene 9.27
    isobutanol 6.9
    1,4-dioxane 72.72
    methyl acetate 64.72
    THF 104.61
    2-butanone 43.61
    n-pentanol 7.83
    sec-butanol 6.97
    n-hexane 1.2
    ethylene glycol 9.41
    NMP 136.3
    cyclohexane 3.07
    DMSO 181.48
    n-butyl acetate 36.96
    n-octanol 9.43
    chloroform 88.37
    n-propyl acetate 38.26
    acetic acid 40.62
    dichloromethane 154.48
    cyclohexanone 76.65
    propylene glycol 3.49
    isopropyl acetate 27.5
    DMAc 126.61
    2-ethoxyethanol 36.07
    isopentanol 8.41
    n-heptane 2.08
    ethyl formate 47.13
    1,2-dichloroethane 117.53
    n-hexanol 11.99
    2-methoxyethanol 55.21
    isobutyl acetate 20.94
    tetrachloromethane 15.74
    n-pentyl acetate 27.49
    transcutol 49.21
    n-heptanol 8.53
    ethylbenzene 10.44
    MIBK 21.23
    2-propoxyethanol 39.88
    tert-butanol 11.34
    MTBE 13.54
    2-butoxyethanol 24.76
    propionic acid 22.73
    o-xylene 11.55
    formic acid 21.97
    diethyl ether 18.92
    m-xylene 8.99
    p-xylene 16.19
    chlorobenzene 32.37
    dimethyl carbonate 42.7
    n-octane 1.33
    formamide 52.47
    cyclopentanone 106.72
    2-pentanone 33.63
    anisole 26.24
    cyclopentyl methyl ether 35.0
    gamma-butyrolactone 165.48
    1-methoxy-2-propanol 27.26
    pyridine 66.41
    3-pentanone 35.13
    furfural 154.94
    n-dodecane 1.3
    diethylene glycol 47.38
    diisopropyl ether 5.98
    tert-amyl alcohol 10.8
    acetylacetone 72.0
    n-hexadecane 1.54
    acetophenone 43.57
    methyl propionate 52.61
    isopentyl acetate 31.3
    trichloroethylene 191.39
    n-nonanol 9.48
    cyclohexanol 13.43
    benzyl alcohol 24.35
    2-ethylhexanol 12.41
    isooctanol 8.21
    dipropyl ether 15.12
    1,2-dichlorobenzene 41.75
    ethyl lactate 23.8
    propylene carbonate 73.95
    n-methylformamide 66.65
    2-pentanol 5.2
    n-pentane 0.95
    1-propoxy-2-propanol 24.52
    1-methoxy-2-propyl acetate 43.24
    2-(2-methoxypropoxy) propanol 27.91
    mesitylene 6.64
    ε-caprolactone 73.97
    p-cymene 11.31
    epichlorohydrin 164.53
    1,1,1-trichloroethane 60.39
    2-aminoethanol 9.41
    morpholine-4-carbaldehyde 134.28
    sulfolane 190.85
    2,2,4-trimethylpentane 0.92
    2-methyltetrahydrofuran 55.44
    n-hexyl acetate 30.46
    isooctane 0.65
    2-(2-butoxyethoxy)ethanol 29.15
    sec-butyl acetate 21.28
    tert-butyl acetate 28.53
    decalin 2.51
    glycerin 14.45
    diglyme 82.2
    acrylic acid 30.22
    isopropyl myristate 11.88
    n-butyric acid 25.8
    acetyl acetate 41.62
    di(2-ethylhexyl) phthalate 16.34
    ethyl propionate 36.29
    nitromethane 145.11
    1,2-diethoxyethane 28.15
    benzonitrile 41.29
    trioctyl phosphate 11.56
    1-bromopropane 27.9
    gamma-valerolactone 136.16
    n-decanol 7.55
    triethyl phosphate 26.06
    4-methyl-2-pentanol 4.77
    propionitrile 27.5
    vinylene carbonate 77.12
    1,1,2-trichlorotrifluoroethane 109.28
    DMS 45.7
    cumene 8.93
    2-octanol 6.8
    2-hexanone 31.41
    octyl acetate 16.67
    limonene 14.6
    1,2-dimethoxyethane 93.23
    ethyl orthosilicate 21.02
    tributyl phosphate 15.48
    diacetone alcohol 32.71
    N,N-dimethylaniline 21.97
    acrylonitrile 52.4
    aniline 18.4
    1,3-propanediol 13.75
    bromobenzene 31.1
    dibromomethane 78.06
    1,1,2,2-tetrachloroethane 121.1
    2-methyl-cyclohexyl acetate 29.28
    tetrabutyl urea 22.31
    diisobutyl methanol 7.95
    2-phenylethanol 26.74
    styrene 11.55
    dioctyl adipate 21.42
    dimethyl sulfate 95.1
    ethyl butyrate 31.49
    methyl lactate 26.07
    butyl lactate 19.28
    diethyl carbonate 28.82
    propanediol butyl ether 16.5
    triethyl orthoformate 23.5
    p-tert-butyltoluene 9.51
    methyl 4-tert-butylbenzoate 34.62
    morpholine 62.8
    tert-butylamine 6.28
    n-dodecanol 6.08
    dimethoxymethane 78.89
    ethylene carbonate 60.89
    cyrene 43.58
    2-ethoxyethyl acetate 41.48
    2-ethylhexyl acetate 28.01
    1,2,4-trichlorobenzene 47.45
    4-methylpyridine 52.89
    dibutyl ether 13.08
    2,6-dimethyl-4-heptanol 7.95
    DEF 63.91
    dimethyl isosorbide 62.52
    tetrachloroethylene 98.53
    eugenol 35.42
    triacetin 36.56
    span 80 19.13
    1,4-butanediol 8.02
    1,1-dichloroethane 49.15
    2-methyl-1-pentanol 9.54
    methyl formate 82.41
    2-methyl-1-butanol 7.78
    n-decane 2.03
    butyronitrile 24.0
    3,7-dimethyl-1-octanol 9.33
    1-chlorooctane 9.55
    1-chlorotetradecane 4.25
    n-nonane 1.79
    undecane 1.59
    tert-butylcyclohexane 1.8
    cyclooctane 1.28
    cyclopentanol 18.68
    tetrahydropyran 38.74
    tert-amyl methyl ether 13.3
    2,5,8-trioxanonane 50.85
    1-hexene 4.65
    2-isopropoxyethanol 23.56
    2,2,2-trifluoroethanol 36.25
    methyl butyrate 49.62

    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