5,6-Dimethoxy-2-(2-methoxyphenyl)-4H-1-benzopyran-4-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    16266-97-0

    Molecular formula
    C18H16O5

    SMILES
    COC1=C(C2=C(C=C1)OC(=CC2=O)C3=CC=CC=C3OC)OC

    Safety labels

  • Odor profile

    Fragrance
    Sweet 58.79%
    Phenolic 50.16%
    Vanilla 46.67%
    Spicy 46.27%
    Powdery 38.2%
    Floral 35.58%
    Fruity 33.94%
    Smoky 33.64%
    Woody 33.46%
    Balsamic 33.21%

     

    Flavor
    Bitter 85.67%
    Parsley 21.75%
    Eugenol 20.22%
    Lovage 20.02%
    Cedarleaf 19.62%
    Aniseed 19.42%
    Ripe apricot 19.29%
    Tarragon 19.14%
    Ethyl benzoate 19.05%
    Red fruit 18.89%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    6.88 (neutral)

    Molecular weight
    312.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    515°C

    Melting point expt.

    • 124 - 125 °C

    Flash point

    • 182.76 ˚C est.

  • Synonyms

    • 5,6,2'-Trimethoxyflavone
    • 16266-97-0
    • 5,6-Dimethoxy-2-(2-methoxyphenyl)-4H-1-benzopyran-4-one
    • NC3M2X9J4J
    • DTXSID901206298
    • RefChem:1072205
    • DTXCID101637708
    • 2',5,6-trimethoxyflavone
    • 5,6-dimethoxy-2-(2-methoxyphenyl)-4H-chromen-4-one
    • 5,6-DIMETHOXY-2-(2-METHOXYPHENYL)CHROMEN-4-ONE
    • 2',5,6-Trimethoxyflavon
    • orb1991168
    • SCHEMBL4737927
    • Flavone, 2',5,6-trimethoxy-
    • CHEBI:174991
    • LMPK12110086
    • AKOS040735636
    • DA-09605
    • XT161926
    • 4H-1-Benzopyran-4-one, 5,6-dimethoxy-2-(2-methoxyphenyl)-
    • 16266-97-0

  • Applications

    5,6-Dimethoxy-2-(2-methoxyphenyl)-4H-1-benzopyran-4-one (CAS 16266-97-0) is typically regarded as an intermediate building block for the synthesis of flavonoid-type compounds and related derivatives; as such, it is commonly evaluated for pharmaceutical and agricultural chemical development. It may also serve as a precursor or starting material for cosmetics and personal care applications, for example as a basis for fragrance components or colorant candidates, and could be considered a potential component for coatings and finishes in polymer and plastics contexts. In industrial settings, it could be viewed as a precursor for functional monomers and additives used in polymers and plastics; practical use in these areas remains development-stage and will depend on regulatory requirements and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.16
    methanol 1.06
    isopropanol 1.05
    water 0.0
    ethyl acetate 11.15
    n-propanol 1.38
    acetone 12.77
    n-butanol 1.26
    acetonitrile 9.93
    DMF 27.39
    toluene 3.81
    isobutanol 1.47
    1,4-dioxane 15.05
    methyl acetate 15.08
    THF 45.78
    2-butanone 11.21
    n-pentanol 1.68
    sec-butanol 1.26
    n-hexane 0.26
    ethylene glycol 1.12
    NMP 43.81
    cyclohexane 0.52
    DMSO 43.05
    n-butyl acetate 8.83
    n-octanol 1.52
    chloroform 52.6
    n-propyl acetate 9.92
    acetic acid 11.33
    dichloromethane 89.15
    cyclohexanone 23.08
    propylene glycol 0.58
    isopropyl acetate 7.45
    DMAc 43.72
    2-ethoxyethanol 7.24
    isopentanol 2.0
    n-heptane 0.4
    ethyl formate 6.48
    1,2-dichloroethane 51.9
    n-hexanol 2.14
    2-methoxyethanol 8.48
    isobutyl acetate 6.98
    tetrachloromethane 3.9
    n-pentyl acetate 6.2
    transcutol 18.53
    n-heptanol 1.84
    ethylbenzene 2.86
    MIBK 7.13
    2-propoxyethanol 10.09
    tert-butanol 2.35
    MTBE 3.45
    2-butoxyethanol 6.46
    propionic acid 5.87
    o-xylene 3.43
    formic acid 3.77
    diethyl ether 4.29
    m-xylene 2.88
    p-xylene 4.35
    chlorobenzene 10.05
    dimethyl carbonate 13.06
    n-octane 0.24
    formamide 9.07
    cyclopentanone 36.75
    2-pentanone 7.77
    anisole 7.77
    cyclopentyl methyl ether 12.01
    gamma-butyrolactone 53.17
    1-methoxy-2-propanol 5.43
    pyridine 21.44
    3-pentanone 9.97
    furfural 46.6
    n-dodecane 0.29
    diethylene glycol 10.16
    diisopropyl ether 1.69
    tert-amyl alcohol 2.28
    acetylacetone 20.13
    n-hexadecane 0.35
    acetophenone 12.79
    methyl propionate 12.58
    isopentyl acetate 9.94
    trichloroethylene 102.07
    n-nonanol 1.9
    cyclohexanol 3.05
    benzyl alcohol 6.45
    2-ethylhexanol 2.88
    isooctanol 2.12
    dipropyl ether 4.86
    1,2-dichlorobenzene 13.82
    ethyl lactate 5.63
    propylene carbonate 20.28
    n-methylformamide 9.0
    2-pentanol 1.05
    n-pentane 0.17
    1-propoxy-2-propanol 6.74
    1-methoxy-2-propyl acetate 13.8
    2-(2-methoxypropoxy) propanol 10.19
    mesitylene 1.93
    ε-caprolactone 19.99
    p-cymene 3.41
    epichlorohydrin 76.78
    1,1,1-trichloroethane 24.44
    2-aminoethanol 1.39
    morpholine-4-carbaldehyde 36.65
    sulfolane 72.1
    2,2,4-trimethylpentane 0.26
    2-methyltetrahydrofuran 17.92
    n-hexyl acetate 6.38
    isooctane 0.16
    2-(2-butoxyethoxy)ethanol 9.38
    sec-butyl acetate 6.93
    tert-butyl acetate 9.5
    decalin 0.64
    glycerin 2.93
    diglyme 27.97
    acrylic acid 9.0
    isopropyl myristate 3.76
    n-butyric acid 5.71
    acetyl acetate 12.17
    di(2-ethylhexyl) phthalate 5.21
    ethyl propionate 10.16
    nitromethane 40.27
    1,2-diethoxyethane 9.58
    benzonitrile 10.13
    trioctyl phosphate 3.09
    1-bromopropane 9.92
    gamma-valerolactone 42.58
    n-decanol 1.55
    triethyl phosphate 8.79
    4-methyl-2-pentanol 1.35
    propionitrile 7.08
    vinylene carbonate 21.44
    1,1,2-trichlorotrifluoroethane 44.25
    DMS 15.59
    cumene 2.64
    2-octanol 1.34
    2-hexanone 8.67
    octyl acetate 4.42
    limonene 4.04
    1,2-dimethoxyethane 20.14
    ethyl orthosilicate 7.51
    tributyl phosphate 4.65
    diacetone alcohol 9.69
    N,N-dimethylaniline 6.91
    acrylonitrile 13.51
    aniline 6.01
    1,3-propanediol 2.41
    bromobenzene 10.99
    dibromomethane 36.01
    1,1,2,2-tetrachloroethane 56.01
    2-methyl-cyclohexyl acetate 10.55
    tetrabutyl urea 6.96
    diisobutyl methanol 2.48
    2-phenylethanol 7.55
    styrene 3.24
    dioctyl adipate 7.47
    dimethyl sulfate 32.59
    ethyl butyrate 9.31
    methyl lactate 6.93
    butyl lactate 5.06
    diethyl carbonate 8.48
    propanediol butyl ether 3.29
    triethyl orthoformate 8.53
    p-tert-butyltoluene 2.78
    methyl 4-tert-butylbenzoate 12.15
    morpholine 15.76
    tert-butylamine 1.32
    n-dodecanol 1.35
    dimethoxymethane 17.34
    ethylene carbonate 15.77
    cyrene 15.75
    2-ethoxyethyl acetate 12.45
    2-ethylhexyl acetate 8.41
    1,2,4-trichlorobenzene 18.03
    4-methylpyridine 14.22
    dibutyl ether 3.88
    2,6-dimethyl-4-heptanol 2.48
    DEF 13.62
    dimethyl isosorbide 27.86
    tetrachloroethylene 36.13
    eugenol 11.53
    triacetin 12.37
    span 80 6.09
    1,4-butanediol 1.36
    1,1-dichloroethane 19.07
    2-methyl-1-pentanol 2.65
    methyl formate 10.96
    2-methyl-1-butanol 1.78
    n-decane 0.43
    butyronitrile 4.88
    3,7-dimethyl-1-octanol 2.17
    1-chlorooctane 2.1
    1-chlorotetradecane 1.1
    n-nonane 0.32
    undecane 0.34
    tert-butylcyclohexane 0.47
    cyclooctane 0.21
    cyclopentanol 4.75
    tetrahydropyran 10.1
    tert-amyl methyl ether 3.7
    2,5,8-trioxanonane 20.26
    1-hexene 1.18
    2-isopropoxyethanol 5.98
    2,2,2-trifluoroethanol 10.09
    methyl butyrate 11.53

    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