Fraxetin

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  • Identifiers

    CAS number
    574-84-5

    Molecular formula
    C10H8O5

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 50.54%
    Burnt 44.38%
    Caramellic 37.6%
    Vanilla 37.54%
    Fruity 35.65%
    Odorless 34.65%
    Sweet 32.57%
    Balsamic 28.25%
    Smoky 27.58%
    Spicy 26.46%

     

    Flavor
    Bitter 67.39%
    Sweet 42.82%
    Vanilla 29.93%
    Creamy 26.21%
    Caramel 23.58%
    Powdery 23.12%
    Eugenol 22.67%
    Heliotropin 22.1%
    Mild 21.98%
    Ham 21.9%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    8.09 (weak base)

    Molecular weight
    208.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    469°C

    Flash point

    • 188.22 ˚C est.

  • Synonyms

    • Fraxetin
    • 574-84-5
    • 7,8-Dihydroxy-6-methoxy-2H-chromen-2-one
    • 7,8-Dihydroxy-6-methoxycoumarin
    • 7,8-dihydroxy-6-methoxychromen-2-one
    • 7,8-Dihydroxy-6-methoxy-chromen-2-one
    • CD3GD44O3K
    • DTXSID00205992
    • CHEBI:5169
    • 6-methoxy-7,8-dihydroxycoumarin
    • RefChem:600389
    • DTXCID30128483
    • 209-376-2
    • 2H-1-Benzopyran-2-one, 7,8-dihydroxy-6-methoxy-
    • MFCD00006873
    • 7,8-Dihydroxy-6-methoxy-2H-1-benzopyran-2-one
    • 7,8-Dihydroxy-6-methoxy-2-benzopyrone
    • CHEMBL54909
    • Fraxetin (7,8-Dihydroxy-6-methoxycoumarin)
    • UNII-CD3GD44O3K
    • 8-hydroxyscopoletin
    • EINECS 209-376-2
    • Fraxetin (Standard)
    • Spectrum_001507
    • SpecPlus_000477
    • FRAXETIN [MI]
    • Spectrum2_001639
    • Spectrum3_001842
    • Spectrum4_001686
    • Spectrum5_000332
    • Oprea1_735469
    • SCHEMBL43472
    • BSPBio_003224
    • Fraxetin, analytical standard
    • KBioGR_001952
    • KBioSS_001987
    • MLS002207123
    • DivK1c_006573
    • SPECTRUM1504069
    • SPBio_001737
    • MEGxp0_000506
    • orb1304860
    • SCHEMBL30010613
    • ACon0_001071
    • ACon1_000442
    • HY-N0580R
    • KBio1_001517
    • KBio2_001987
    • KBio2_004555
    • KBio2_007123
    • KBio3_002724
    • KUC106681N
    • HY-N0580
    • TNP00177
    • Coumarin, 7,8-dihydroxy-6-methoxy
    • BDBM50206215
    • CCG-38759
    • MSK164155
    • s9503
    • STL564671
    • Coumarin, 7,8-dihydroxy-6-methoxy-
    • AKOS000277991
    • EBC-615377
    • FD34754
    • 7,8-Dihydroxy-6-methoxycoumarin, 98%
    • NCGC00017270-01
    • NCGC00017270-02
    • NCGC00017270-03
    • NCGC00017270-04
    • NCGC00017270-05
    • NCGC00096046-01
    • NCGC00096046-02
    • NCGC00169075-01
    • NCGC00169075-02
    • AC-34572
    • AS-67313
    • SMR000112323
    • ST024715
    • SY231928
    • KSC-11-207-12
    • DB-050316
    • CS-0009115
    • NS00033734
    • 7,8-Dihydroxy-6-methoxy-2H-chromen-2-one #
    • C09265
    • 574F845
    • F241168
    • SR-05000002449
    • Q-100662
    • SR-05000002449-1
    • BRD-K76587808-001-03-8
    • Q15410973
    • InChI=1/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H
    • 574-84-5

  • Applications

    Fraxetin (CAS 574-84-5) is a natural phenolic compound that is mainly used as a synthetic building block and research intermediate. In industry, it is commonly evaluated as an intermediate for the preparation of flavonoid/coumarin derivatives in pharmaceutical and agrochemical research. It is also studied as an antioxidant and stabilizer in cosmetics and personal care formulations, helping to protect ingredients from oxidative degradation. In coatings and polymer systems, fraxetin can function as a small-molecule stabilizer or chelating agent to improve processability and longevity. Additionally, it is explored as a fragrance-related compound in fragrance research and as a precursor for specialty aroma or flavor chemistries in niche applications. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.12
    methanol 3.6
    isopropanol 2.79
    water 0.03
    ethyl acetate 3.01
    n-propanol 3.1
    acetone 8.3
    n-butanol 2.96
    acetonitrile 2.59
    DMF 48.31
    toluene 0.56
    isobutanol 2.41
    1,4-dioxane 10.51
    methyl acetate 4.68
    THF 41.1
    2-butanone 7.73
    n-pentanol 3.33
    sec-butanol 2.9
    n-hexane 0.09
    ethylene glycol 3.95
    NMP 22.49
    cyclohexane 0.1
    DMSO 100.96
    n-butyl acetate 4.26
    n-octanol 5.32
    chloroform 0.23
    n-propyl acetate 3.88
    acetic acid 3.6
    dichloromethane 0.81
    cyclohexanone 8.97
    propylene glycol 1.48
    isopropyl acetate 2.91
    DMAc 47.92
    2-ethoxyethanol 17.35
    isopentanol 4.17
    n-heptane 0.49
    ethyl formate 2.88
    1,2-dichloroethane 2.2
    n-hexanol 4.67
    2-methoxyethanol 27.12
    isobutyl acetate 1.95
    tetrachloromethane 0.14
    n-pentyl acetate 5.55
    transcutol 24.95
    n-heptanol 5.9
    ethylbenzene 1.0
    MIBK 5.03
    2-propoxyethanol 18.56
    tert-butanol 9.59
    MTBE 4.29
    2-butoxyethanol 13.27
    propionic acid 1.89
    o-xylene 1.3
    formic acid 4.8
    diethyl ether 3.11
    m-xylene 0.96
    p-xylene 1.29
    chlorobenzene 0.53
    dimethyl carbonate 4.72
    n-octane 0.38
    formamide 14.92
    cyclopentanone 17.93
    2-pentanone 5.77
    anisole 3.71
    cyclopentyl methyl ether 6.96
    gamma-butyrolactone 16.61
    1-methoxy-2-propanol 15.83
    pyridine 5.86
    3-pentanone 4.25
    furfural 14.5
    n-dodecane 0.38
    diethylene glycol 21.95
    diisopropyl ether 1.14
    tert-amyl alcohol 7.12
    acetylacetone 8.8
    n-hexadecane 0.44
    acetophenone 5.87
    methyl propionate 4.71
    isopentyl acetate 4.82
    trichloroethylene 2.17
    n-nonanol 5.74
    cyclohexanol 3.07
    benzyl alcohol 4.42
    2-ethylhexanol 4.06
    isooctanol 5.04
    dipropyl ether 4.64
    1,2-dichlorobenzene 1.07
    ethyl lactate 4.05
    propylene carbonate 4.46
    n-methylformamide 11.85
    2-pentanol 2.34
    n-pentane 0.08
    1-propoxy-2-propanol 11.76
    1-methoxy-2-propyl acetate 8.08
    2-(2-methoxypropoxy) propanol 13.65
    mesitylene 0.81
    ε-caprolactone 7.75
    p-cymene 2.04
    epichlorohydrin 20.69
    1,1,1-trichloroethane 0.56
    2-aminoethanol 4.3
    morpholine-4-carbaldehyde 26.98
    sulfolane 34.75
    2,2,4-trimethylpentane 0.15
    2-methyltetrahydrofuran 10.81
    n-hexyl acetate 7.25
    isooctane 0.11
    2-(2-butoxyethoxy)ethanol 17.41
    sec-butyl acetate 2.47
    tert-butyl acetate 5.75
    decalin 0.19
    glycerin 7.97
    diglyme 34.7
    acrylic acid 2.22
    isopropyl myristate 3.69
    n-butyric acid 2.67
    acetyl acetate 1.75
    di(2-ethylhexyl) phthalate 3.94
    ethyl propionate 3.8
    nitromethane 12.65
    1,2-diethoxyethane 8.86
    benzonitrile 3.22
    trioctyl phosphate 3.73
    1-bromopropane 0.87
    gamma-valerolactone 23.63
    n-decanol 4.58
    triethyl phosphate 4.04
    4-methyl-2-pentanol 2.41
    propionitrile 2.78
    vinylene carbonate 3.59
    1,1,2-trichlorotrifluoroethane 12.13
    DMS 5.28
    cumene 1.06
    2-octanol 4.28
    2-hexanone 5.8
    octyl acetate 4.97
    limonene 2.49
    1,2-dimethoxyethane 34.08
    ethyl orthosilicate 3.96
    tributyl phosphate 3.43
    diacetone alcohol 14.18
    N,N-dimethylaniline 4.7
    acrylonitrile 4.47
    aniline 2.21
    1,3-propanediol 7.79
    bromobenzene 0.39
    dibromomethane 0.41
    1,1,2,2-tetrachloroethane 2.25
    2-methyl-cyclohexyl acetate 4.95
    tetrabutyl urea 6.96
    diisobutyl methanol 3.26
    2-phenylethanol 6.13
    styrene 0.73
    dioctyl adipate 5.28
    dimethyl sulfate 13.85
    ethyl butyrate 4.04
    methyl lactate 5.67
    butyl lactate 4.92
    diethyl carbonate 2.87
    propanediol butyl ether 9.09
    triethyl orthoformate 4.48
    p-tert-butyltoluene 2.01
    methyl 4-tert-butylbenzoate 10.53
    morpholine 14.33
    tert-butylamine 3.57
    n-dodecanol 3.51
    dimethoxymethane 25.9
    ethylene carbonate 3.01
    cyrene 13.03
    2-ethoxyethyl acetate 8.48
    2-ethylhexyl acetate 3.48
    1,2,4-trichlorobenzene 1.59
    4-methylpyridine 4.86
    dibutyl ether 4.5
    2,6-dimethyl-4-heptanol 3.26
    DEF 11.14
    dimethyl isosorbide 20.95
    tetrachloroethylene 1.67
    eugenol 10.65
    triacetin 6.77
    span 80 7.92
    1,4-butanediol 3.54
    1,1-dichloroethane 0.5
    2-methyl-1-pentanol 3.88
    methyl formate 8.86
    2-methyl-1-butanol 3.26
    n-decane 0.63
    butyronitrile 2.72
    3,7-dimethyl-1-octanol 4.45
    1-chlorooctane 2.22
    1-chlorotetradecane 1.1
    n-nonane 0.51
    undecane 0.49
    tert-butylcyclohexane 0.19
    cyclooctane 0.08
    cyclopentanol 4.35
    tetrahydropyran 5.2
    tert-amyl methyl ether 4.5
    2,5,8-trioxanonane 26.56
    1-hexene 0.48
    2-isopropoxyethanol 11.24
    2,2,2-trifluoroethanol 3.11
    methyl butyrate 5.23

    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