6,7,8-Trimethoxycoumarin

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  • Identifiers

    CAS number
    6035-49-0

    Molecular formula
    C12H12O5

    SMILES
    COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 52.25%
    Vanilla 49.41%
    Fruity 45.81%
    Phenolic 41.91%
    Spicy 40.19%
    Caramellic 36.25%
    Powdery 35.48%
    Burnt 34.99%
    Woody 33.47%
    Balsamic 32.48%

     

    Flavor
    Bitter 62.27%
    Spice 27.89%
    Woody 25.37%
    Parsley 22.91%
    Eugenol 22.83%
    Vanilla 22.63%
    Sweet 22.55%
    Smoky 20.67%
    Ham 20.5%
    Heliotropin 20.25%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    5.81 (weak acid)

    Molecular weight
    236.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    383°C

    Flash point

    • 153.78 ˚C est.

  • Synonyms

    • Dimethylfraxetin
    • 6035-49-0
    • 6,7,8-Trimethoxycoumarin
    • 6,7,8-trimethoxychromen-2-one
    • DTXSID00209112
    • RefChem:538601
    • DTXCID20131603
    • 6,7,8-Trimethoxy-2H-chromen-2-one
    • Fraxidin Methyl Ether
    • MFCD00145039
    • 6,7,8,-trimethoxycoumarin
    • CHEMBL253551
    • 6,7,8-Trimethoxycoumarin;Fraxetin dimethyl ether
    • Di-O-methylfraxetin
    • Fraxetin dimethyl ether
    • 6,7,8-trimethoxy-2h-1-benzopyran-2-one
    • 2H-1-Benzopyran-2-one, 6,7,8-trimethoxy-
    • KBio1_001126
    • o,o-Dimethylfraxetin
    • Spectrum_000635
    • SpecPlus_000086
    • 2H-Benzopyran-2-one, 6,7,8-trimethoxy-
    • Spectrum2_000357
    • Spectrum3_000111
    • Spectrum4_001392
    • Spectrum5_000124
    • BSPBio_001722
    • KBioGR_001744
    • KBioSS_001115
    • SPECTRUM100572
    • DivK1c_006182
    • SPBio_000453
    • orb1302279
    • SCHEMBL2464275
    • CHEBI:93172
    • KBio2_001115
    • KBio2_003683
    • KBio2_006251
    • KBio3_000862
    • RAYQKHLZHPFYEJ-UHFFFAOYSA-N
    • HMS3749G11
    • HY-N0085
    • BDBM50428439
    • CCG-38632
    • AKOS016009536
    • 6,7,8-trimethoxy-1-benzopyran-2-one
    • CS-7783
    • EBC-615977
    • FT65839
    • SDCCGMLS-0066335.P001
    • NCGC00095436-01
    • NCGC00095436-02
    • NCGC00179059-01
    • AC-34018
    • MS-23367
    • DB-333286
    • ST50331488
    • SR-05000002478
    • SR-05000002478-1
    • BRD-K66944906-001-01-8
    • Q27164894
    • InChI=1/C12H12O5/c1-14-8-6-7-4-5-9(13)17-10(7)12(16-3)11(8)15-2/h4-6H,1-3H
    • 6035-49-0

  • Applications

    6,7,8-Trimethoxycoumarin is a useful organic synthesis building block, serving as a precursor for the preparation of other coumarin derivatives used in pharmaceutical and agrochemical development. It is also considered a precursor in fragrance and cosmetics, leveraging the coumarin core to develop aroma components for perfumery and personal care formulations. In coatings and polymer industries, it may function as a dye precursor or an optical additive for coatings, inks, and composite materials. The optical properties of the coumarin framework make methoxy-substituted derivatives of interest for optical sensing and fluorescence applications in electronics and analytical chemistry. Additionally, it can be evaluated as a building block in materials science and research settings for the synthesis of advanced functional compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.11
    methanol 9.84
    isopropanol 5.91
    water 0.05
    ethyl acetate 38.07
    n-propanol 7.44
    acetone 49.01
    n-butanol 6.57
    acetonitrile 37.35
    DMF 115.15
    toluene 9.29
    isobutanol 6.26
    1,4-dioxane 66.62
    methyl acetate 48.37
    THF 84.7
    2-butanone 36.83
    n-pentanol 7.64
    sec-butanol 6.26
    n-hexane 0.91
    ethylene glycol 8.24
    NMP 99.39
    cyclohexane 2.9
    DMSO 116.9
    n-butyl acetate 31.17
    n-octanol 9.7
    chloroform 74.94
    n-propyl acetate 31.57
    acetic acid 35.87
    dichloromethane 129.82
    cyclohexanone 65.61
    propylene glycol 2.94
    isopropyl acetate 20.59
    DMAc 91.93
    2-ethoxyethanol 34.18
    isopentanol 7.52
    n-heptane 1.93
    ethyl formate 42.59
    1,2-dichloroethane 99.38
    n-hexanol 11.66
    2-methoxyethanol 47.79
    isobutyl acetate 17.76
    tetrachloromethane 14.88
    n-pentyl acetate 26.36
    transcutol 43.72
    n-heptanol 9.8
    ethylbenzene 9.43
    MIBK 16.19
    2-propoxyethanol 37.21
    tert-butanol 10.11
    MTBE 10.41
    2-butoxyethanol 27.6
    propionic acid 19.22
    o-xylene 10.44
    formic acid 20.39
    diethyl ether 13.85
    m-xylene 8.03
    p-xylene 15.18
    chlorobenzene 28.84
    dimethyl carbonate 31.16
    n-octane 1.52
    formamide 50.5
    cyclopentanone 87.12
    2-pentanone 24.28
    anisole 21.37
    cyclopentyl methyl ether 25.44
    gamma-butyrolactone 137.26
    1-methoxy-2-propanol 21.9
    pyridine 70.87
    3-pentanone 25.17
    furfural 143.19
    n-dodecane 1.52
    diethylene glycol 41.19
    diisopropyl ether 4.41
    tert-amyl alcohol 9.07
    acetylacetone 51.0
    n-hexadecane 1.78
    acetophenone 37.94
    methyl propionate 36.95
    isopentyl acetate 26.69
    trichloroethylene 168.97
    n-nonanol 10.09
    cyclohexanol 11.93
    benzyl alcohol 22.82
    2-ethylhexanol 11.45
    isooctanol 8.94
    dipropyl ether 12.33
    1,2-dichlorobenzene 37.97
    ethyl lactate 18.25
    propylene carbonate 59.8
    n-methylformamide 57.47
    2-pentanol 4.44
    n-pentane 0.79
    1-propoxy-2-propanol 20.34
    1-methoxy-2-propyl acetate 33.58
    2-(2-methoxypropoxy) propanol 24.1
    mesitylene 5.88
    ε-caprolactone 62.64
    p-cymene 10.68
    epichlorohydrin 147.11
    1,1,1-trichloroethane 48.91
    2-aminoethanol 8.42
    morpholine-4-carbaldehyde 104.58
    sulfolane 140.92
    2,2,4-trimethylpentane 0.78
    2-methyltetrahydrofuran 45.96
    n-hexyl acetate 27.62
    isooctane 0.53
    2-(2-butoxyethoxy)ethanol 27.71
    sec-butyl acetate 16.58
    tert-butyl acetate 21.75
    decalin 2.27
    glycerin 11.2
    diglyme 78.95
    acrylic acid 25.81
    isopropyl myristate 10.94
    n-butyric acid 23.06
    acetyl acetate 30.18
    di(2-ethylhexyl) phthalate 15.09
    ethyl propionate 26.48
    nitromethane 115.49
    1,2-diethoxyethane 25.91
    benzonitrile 37.85
    trioctyl phosphate 11.2
    1-bromopropane 22.17
    gamma-valerolactone 118.89
    n-decanol 8.07
    triethyl phosphate 20.23
    4-methyl-2-pentanol 4.02
    propionitrile 23.07
    vinylene carbonate 65.45
    1,1,2-trichlorotrifluoroethane 96.83
    DMS 35.54
    cumene 8.53
    2-octanol 7.46
    2-hexanone 26.01
    octyl acetate 15.69
    limonene 12.78
    1,2-dimethoxyethane 84.94
    ethyl orthosilicate 17.31
    tributyl phosphate 14.01
    diacetone alcohol 25.79
    N,N-dimethylaniline 18.68
    acrylonitrile 45.56
    aniline 15.99
    1,3-propanediol 13.33
    bromobenzene 27.96
    dibromomethane 64.62
    1,1,2,2-tetrachloroethane 102.35
    2-methyl-cyclohexyl acetate 25.07
    tetrabutyl urea 20.34
    diisobutyl methanol 6.99
    2-phenylethanol 26.31
    styrene 10.19
    dioctyl adipate 19.44
    dimethyl sulfate 63.57
    ethyl butyrate 25.66
    methyl lactate 18.0
    butyl lactate 17.42
    diethyl carbonate 23.35
    propanediol butyl ether 16.47
    triethyl orthoformate 19.68
    p-tert-butyltoluene 9.17
    methyl 4-tert-butylbenzoate 33.26
    morpholine 56.23
    tert-butylamine 5.55
    n-dodecanol 6.49
    dimethoxymethane 63.32
    ethylene carbonate 51.31
    cyrene 37.44
    2-ethoxyethyl acetate 38.51
    2-ethylhexyl acetate 23.17
    1,2,4-trichlorobenzene 43.2
    4-methylpyridine 47.03
    dibutyl ether 12.47
    2,6-dimethyl-4-heptanol 6.99
    DEF 45.12
    dimethyl isosorbide 54.59
    tetrachloroethylene 91.53
    eugenol 34.67
    triacetin 30.64
    span 80 17.81
    1,4-butanediol 7.88
    1,1-dichloroethane 39.91
    2-methyl-1-pentanol 8.84
    methyl formate 70.33
    2-methyl-1-butanol 6.71
    n-decane 2.33
    butyronitrile 19.48
    3,7-dimethyl-1-octanol 9.1
    1-chlorooctane 9.63
    1-chlorotetradecane 4.44
    n-nonane 2.01
    undecane 1.84
    tert-butylcyclohexane 1.61
    cyclooctane 1.18
    cyclopentanol 16.45
    tetrahydropyran 32.98
    tert-amyl methyl ether 9.78
    2,5,8-trioxanonane 48.49
    1-hexene 3.74
    2-isopropoxyethanol 21.94
    2,2,2-trifluoroethanol 29.24
    methyl butyrate 39.96

    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