2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    13003-74-2

    Molecular formula
    C19H18O7

    SMILES
    COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)OC)OC

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 57.02%
    Vanilla 53.37%
    Spicy 50.2%
    Sweet 48.96%
    Smoky 41.44%
    Woody 40.74%
    Balsamic 38.81%
    Powdery 37.4%
    Burnt 34.5%
    Fruity 31.86%

     

    Flavor
    Bitter 84.87%
    Bland 23.73%
    Parsley 22.26%
    Eugenol 21.28%
    Cedarleaf 19.83%
    Sweet-like 19.59%
    Lovage 19.42%
    Ripe apricot 19.14%
    Carrot 18.77%
    Red fruit 18.75%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    8.01 (weak base)

    Molecular weight
    358.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    793°C

    Melting point expt.

    • 210 - 212 °C

    Flash point

    • 196.9 ˚C est.

  • Synonyms

    • DTXSID401157997
    • 2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one
    • 13003-74-2
    • RefChem:1061016
    • DTXCID801589487
    • 5-Hydroxy-3',4',7,8-tetramethoxyflavone
    • 5-Hydroxy-7,8,3',4'-tetramethoxyflavone
    • Hypolaetin 7,8,3',4'-tetramethyl ether
    • SCHEMBL4057928
    • CHEBI:175598
    • LMPK12111402
    • 7,8,3',4'-Tetramethoxy-5-hydroxyflavon
    • 2-(3,4-dimethoxyphenyl)-5-hydroxy-7,8-dimethoxychromen-4-one
    • 13003-74-2

  • Applications

    2-(3,4-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-4H-1-benzopyran-4-one (CAS 13003-74-2) is primarily utilized as an advanced intermediate in organic synthesis, enabling the construction of flavone/chromone derivatives for medicinal chemistry and agrochemical lead discovery. It serves as a building block in pharmaceutical research and development and can act as a precursor for chromone-derived dyes and pigment precursors used in coatings and inks. The compound may be evaluated for applications in materials science, including as a scaffold for chromone-containing materials in optoelectronic or fluorescence-related contexts, and as a reference standard or analytical reagent in chemical analysis. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.13
    methanol 0.13
    isopropanol 0.18
    water 0.0
    ethyl acetate 1.49
    n-propanol 0.28
    acetone 0.99
    n-butanol 0.25
    acetonitrile 0.91
    DMF 6.46
    toluene 0.19
    isobutanol 0.31
    1,4-dioxane 1.85
    methyl acetate 2.06
    THF 6.49
    2-butanone 1.9
    n-pentanol 0.32
    sec-butanol 0.34
    n-hexane 0.04
    ethylene glycol 0.22
    NMP 18.07
    cyclohexane 0.05
    DMSO 12.72
    n-butyl acetate 1.76
    n-octanol 0.37
    chloroform 5.0
    n-propyl acetate 1.61
    acetic acid 2.06
    dichloromethane 7.32
    cyclohexanone 4.15
    propylene glycol 0.15
    isopropyl acetate 1.1
    DMAc 15.88
    2-ethoxyethanol 1.75
    isopentanol 0.4
    n-heptane 0.07
    ethyl formate 0.94
    1,2-dichloroethane 4.51
    n-hexanol 0.37
    2-methoxyethanol 2.01
    isobutyl acetate 1.06
    tetrachloromethane 0.46
    n-pentyl acetate 1.42
    transcutol 5.17
    n-heptanol 0.43
    ethylbenzene 0.23
    MIBK 1.03
    2-propoxyethanol 3.04
    tert-butanol 0.49
    MTBE 0.6
    2-butoxyethanol 2.0
    propionic acid 1.45
    o-xylene 0.3
    formic acid 0.9
    diethyl ether 0.5
    m-xylene 0.19
    p-xylene 0.4
    chlorobenzene 0.67
    dimethyl carbonate 2.68
    n-octane 0.04
    formamide 2.05
    cyclopentanone 7.07
    2-pentanone 1.04
    anisole 0.81
    cyclopentyl methyl ether 1.73
    gamma-butyrolactone 11.46
    1-methoxy-2-propanol 1.49
    pyridine 2.57
    3-pentanone 1.61
    furfural 9.33
    n-dodecane 0.04
    diethylene glycol 2.73
    diisopropyl ether 0.23
    tert-amyl alcohol 0.66
    acetylacetone 2.73
    n-hexadecane 0.05
    acetophenone 2.02
    methyl propionate 2.43
    isopentyl acetate 2.13
    trichloroethylene 10.54
    n-nonanol 0.48
    cyclohexanol 0.6
    benzyl alcohol 0.88
    2-ethylhexanol 0.62
    isooctanol 0.53
    dipropyl ether 1.01
    1,2-dichlorobenzene 1.43
    ethyl lactate 1.44
    propylene carbonate 3.92
    n-methylformamide 1.86
    2-pentanol 0.22
    n-pentane 0.02
    1-propoxy-2-propanol 2.14
    1-methoxy-2-propyl acetate 3.53
    2-(2-methoxypropoxy) propanol 3.55
    mesitylene 0.16
    ε-caprolactone 4.57
    p-cymene 0.53
    epichlorohydrin 13.02
    1,1,1-trichloroethane 2.12
    2-aminoethanol 0.33
    morpholine-4-carbaldehyde 11.58
    sulfolane 26.01
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 2.88
    n-hexyl acetate 1.45
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 2.92
    sec-butyl acetate 1.12
    tert-butyl acetate 1.78
    decalin 0.08
    glycerin 0.93
    diglyme 8.36
    acrylic acid 2.17
    isopropyl myristate 0.8
    n-butyric acid 1.18
    acetyl acetate 1.64
    di(2-ethylhexyl) phthalate 1.24
    ethyl propionate 1.96
    nitromethane 8.59
    1,2-diethoxyethane 1.95
    benzonitrile 1.22
    trioctyl phosphate 0.84
    1-bromopropane 1.03
    gamma-valerolactone 10.34
    n-decanol 0.37
    triethyl phosphate 2.59
    4-methyl-2-pentanol 0.25
    propionitrile 1.06
    vinylene carbonate 3.8
    1,1,2-trichlorotrifluoroethane 13.84
    DMS 3.41
    cumene 0.27
    2-octanol 0.33
    2-hexanone 1.43
    octyl acetate 0.97
    limonene 0.71
    1,2-dimethoxyethane 4.57
    ethyl orthosilicate 2.17
    tributyl phosphate 1.23
    diacetone alcohol 2.46
    N,N-dimethylaniline 1.09
    acrylonitrile 2.07
    aniline 0.62
    1,3-propanediol 0.54
    bromobenzene 0.65
    dibromomethane 2.75
    1,1,2,2-tetrachloroethane 7.72
    2-methyl-cyclohexyl acetate 2.53
    tetrabutyl urea 1.98
    diisobutyl methanol 0.51
    2-phenylethanol 1.3
    styrene 0.22
    dioctyl adipate 1.76
    dimethyl sulfate 10.06
    ethyl butyrate 2.0
    methyl lactate 1.92
    butyl lactate 1.52
    diethyl carbonate 1.9
    propanediol butyl ether 1.04
    triethyl orthoformate 2.35
    p-tert-butyltoluene 0.48
    methyl 4-tert-butylbenzoate 3.37
    morpholine 2.78
    tert-butylamine 0.24
    n-dodecanol 0.29
    dimethoxymethane 3.2
    ethylene carbonate 2.9
    cyrene 5.51
    2-ethoxyethyl acetate 2.89
    2-ethylhexyl acetate 1.86
    1,2,4-trichlorobenzene 2.25
    4-methylpyridine 1.62
    dibutyl ether 0.73
    2,6-dimethyl-4-heptanol 0.51
    DEF 3.41
    dimethyl isosorbide 9.47
    tetrachloroethylene 4.71
    eugenol 3.03
    triacetin 3.39
    span 80 1.95
    1,4-butanediol 0.27
    1,1-dichloroethane 1.5
    2-methyl-1-pentanol 0.58
    methyl formate 1.76
    2-methyl-1-butanol 0.43
    n-decane 0.06
    butyronitrile 0.62
    3,7-dimethyl-1-octanol 0.52
    1-chlorooctane 0.35
    1-chlorotetradecane 0.17
    n-nonane 0.05
    undecane 0.05
    tert-butylcyclohexane 0.07
    cyclooctane 0.02
    cyclopentanol 0.94
    tetrahydropyran 1.21
    tert-amyl methyl ether 0.85
    2,5,8-trioxanonane 6.28
    1-hexene 0.15
    2-isopropoxyethanol 1.51
    2,2,2-trifluoroethanol 2.25
    methyl butyrate 2.25

    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