5-Hydroxy-7-methoxy-6-methyl-2-phenyl-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    55969-57-8

    Molecular formula
    C17H14O4

    SMILES
    CC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=CC=C3)OC

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 57.81%
    Sweet 43.61%
    Spicy 36.94%
    Burnt 32.71%
    Smoky 31.76%
    Medicinal 31.11%
    Animal 27.77%
    Vanilla 27.74%
    Powdery 27.13%
    Balsamic 27.05%

     

    Flavor
    Bitter 86.92%
    Parsley 20.63%
    Lovage 20.59%
    Cedarleaf 20.43%
    Very strong 20.07%
    Indole 19.87%
    Eugenol 19.81%
    Ripe apricot 19.57%
    Ethyl benzoate 19.53%
    Curry 19.5%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    8.4 (weak base)

    Molecular weight
    282.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    681°C

    Melting point expt.

    • 176 - 179 °C

    Flash point

    • 184.81 ˚C est.

  • Synonyms

    • 55969-57-8
    • 5-Hydroxy-7-methoxy-6-methyl-2-phenyl-4H-1-benzopyran-4-one
    • RefChem:1073006
    • 5-Hydroxy-7-methoxy-6-methylflavone
    • 5-Hydroxy-7-methoxy-6-methylflavon
    • 6-Methyltectochrysin
    • 5-Hydroxy-7-methoxy-6-methyl-2-phenyl-4H-chromen-4-one
    • NSC641480
    • CHEMBL76553
    • 5-Hydroxy-7-methoxy-6-methyl-2-phenyl-chromen-4-one
    • 5-hydroxy-7-methoxy-6-methyl-2-phenylchromen-4-one
    • orb1989898
    • SCHEMBL22068804
    • DTXSID00327284
    • CHEBI:174688
    • BDBM50338977
    • LMPK12110171
    • 5-Hydroxy-6-methyl-7-methoxy-flavone
    • AKOS030553647
    • NSC-641480
    • NCI60_014034
    • AK-087/42718409
    • 55969-57-8

  • Applications

    5-Hydroxy-7-methoxy-6-methyl-2-phenyl-4H-1-benzopyran-4-one (CAS 55969-57-8) is used primarily as an organic synthesis building block, providing a flavone-like scaffold for medicinal chemistry research and development; in cosmetics and personal care, it is explored as an antioxidant ingredient and as a precursor for fragrance and colorant components; in polymers and plastics, it is evaluated as an antioxidant or stabilizing additive to improve material durability; in coatings and inks, it can serve as a dye precursor or UV-absorbing additive for specialty coatings; and in agricultural research, it is investigated as a lead scaffold for agrochemical discovery.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.23
    methanol 1.09
    isopropanol 1.13
    water 0.0
    ethyl acetate 4.8
    n-propanol 1.59
    acetone 8.8
    n-butanol 1.46
    acetonitrile 2.95
    DMF 35.24
    toluene 3.13
    isobutanol 1.5
    1,4-dioxane 14.89
    methyl acetate 7.4
    THF 62.37
    2-butanone 10.9
    n-pentanol 1.25
    sec-butanol 1.34
    n-hexane 0.04
    ethylene glycol 1.11
    NMP 39.53
    cyclohexane 0.08
    DMSO 85.8
    n-butyl acetate 5.34
    n-octanol 0.55
    chloroform 24.03
    n-propyl acetate 4.47
    acetic acid 6.4
    dichloromethane 34.06
    cyclohexanone 19.26
    propylene glycol 1.33
    isopropyl acetate 4.83
    DMAc 54.74
    2-ethoxyethanol 6.89
    isopentanol 2.24
    n-heptane 0.06
    ethyl formate 2.94
    1,2-dichloroethane 25.87
    n-hexanol 1.47
    2-methoxyethanol 14.52
    isobutyl acetate 3.7
    tetrachloromethane 0.74
    n-pentyl acetate 2.99
    transcutol 39.79
    n-heptanol 0.94
    ethylbenzene 1.42
    MIBK 5.91
    2-propoxyethanol 11.8
    tert-butanol 2.86
    MTBE 3.14
    2-butoxyethanol 5.49
    propionic acid 3.85
    o-xylene 1.84
    formic acid 2.24
    diethyl ether 2.33
    m-xylene 1.69
    p-xylene 2.2
    chlorobenzene 6.1
    dimethyl carbonate 7.83
    n-octane 0.03
    formamide 5.99
    cyclopentanone 35.92
    2-pentanone 6.26
    anisole 6.63
    cyclopentyl methyl ether 10.01
    gamma-butyrolactone 35.6
    1-methoxy-2-propanol 10.49
    pyridine 17.03
    3-pentanone 6.02
    furfural 33.0
    n-dodecane 0.05
    diethylene glycol 11.51
    diisopropyl ether 0.85
    tert-amyl alcohol 2.5
    acetylacetone 15.67
    n-hexadecane 0.06
    acetophenone 8.26
    methyl propionate 7.17
    isopentyl acetate 7.06
    trichloroethylene 61.07
    n-nonanol 0.73
    cyclohexanol 2.6
    benzyl alcohol 5.26
    2-ethylhexanol 1.6
    isooctanol 1.16
    dipropyl ether 2.5
    1,2-dichlorobenzene 7.03
    ethyl lactate 4.22
    propylene carbonate 12.81
    n-methylformamide 7.36
    2-pentanol 0.96
    n-pentane 0.03
    1-propoxy-2-propanol 7.97
    1-methoxy-2-propyl acetate 13.49
    2-(2-methoxypropoxy) propanol 11.65
    mesitylene 0.91
    ε-caprolactone 13.7
    p-cymene 1.53
    epichlorohydrin 71.51
    1,1,1-trichloroethane 9.58
    2-aminoethanol 1.9
    morpholine-4-carbaldehyde 37.57
    sulfolane 78.01
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 15.36
    n-hexyl acetate 3.33
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 10.84
    sec-butyl acetate 4.0
    tert-butyl acetate 7.81
    decalin 0.16
    glycerin 5.31
    diglyme 32.01
    acrylic acid 5.58
    isopropyl myristate 2.01
    n-butyric acid 4.64
    acetyl acetate 5.02
    di(2-ethylhexyl) phthalate 3.56
    ethyl propionate 5.19
    nitromethane 22.19
    1,2-diethoxyethane 8.82
    benzonitrile 5.77
    trioctyl phosphate 1.84
    1-bromopropane 4.73
    gamma-valerolactone 45.94
    n-decanol 0.61
    triethyl phosphate 5.34
    4-methyl-2-pentanol 1.22
    propionitrile 3.24
    vinylene carbonate 11.59
    1,1,2-trichlorotrifluoroethane 38.03
    DMS 9.58
    cumene 1.22
    2-octanol 0.56
    2-hexanone 5.75
    octyl acetate 2.22
    limonene 1.91
    1,2-dimethoxyethane 19.78
    ethyl orthosilicate 4.63
    tributyl phosphate 2.97
    diacetone alcohol 12.37
    N,N-dimethylaniline 4.7
    acrylonitrile 6.66
    aniline 5.81
    1,3-propanediol 3.73
    bromobenzene 6.29
    dibromomethane 12.71
    1,1,2,2-tetrachloroethane 37.73
    2-methyl-cyclohexyl acetate 6.67
    tetrabutyl urea 4.54
    diisobutyl methanol 1.62
    2-phenylethanol 6.02
    styrene 1.86
    dioctyl adipate 4.73
    dimethyl sulfate 23.71
    ethyl butyrate 5.38
    methyl lactate 7.35
    butyl lactate 3.92
    diethyl carbonate 4.72
    propanediol butyl ether 3.61
    triethyl orthoformate 5.49
    p-tert-butyltoluene 1.37
    methyl 4-tert-butylbenzoate 8.43
    morpholine 18.89
    tert-butylamine 1.14
    n-dodecanol 0.54
    dimethoxymethane 18.73
    ethylene carbonate 8.32
    cyrene 13.36
    2-ethoxyethyl acetate 8.12
    2-ethylhexyl acetate 5.3
    1,2,4-trichlorobenzene 10.57
    4-methylpyridine 13.1
    dibutyl ether 1.72
    2,6-dimethyl-4-heptanol 1.62
    DEF 10.21
    dimethyl isosorbide 30.29
    tetrachloroethylene 16.16
    eugenol 8.87
    triacetin 7.52
    span 80 5.82
    1,4-butanediol 1.14
    1,1-dichloroethane 8.84
    2-methyl-1-pentanol 2.22
    methyl formate 6.41
    2-methyl-1-butanol 1.98
    n-decane 0.06
    butyronitrile 2.69
    3,7-dimethyl-1-octanol 1.26
    1-chlorooctane 0.53
    1-chlorotetradecane 0.31
    n-nonane 0.04
    undecane 0.05
    tert-butylcyclohexane 0.15
    cyclooctane 0.03
    cyclopentanol 3.95
    tetrahydropyran 8.54
    tert-amyl methyl ether 3.15
    2,5,8-trioxanonane 24.32
    1-hexene 0.38
    2-isopropoxyethanol 4.98
    2,2,2-trifluoroethanol 3.51
    methyl butyrate 6.63

    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