2-(1,3-Benzodioxol-5-yl)-3,7-dimethoxy-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    1668-33-3

    Molecular formula
    C18H14O6

    SMILES
    COC1=CC2=C(C=C1)C(=O)C(=C(O2)C3=CC4=C(C=C3)OCO4)OC

    Safety labels

  • Odor profile

    Fragrance
    Sweet 55.28%
    Vanilla 46.15%
    Floral 43.74%
    Fruity 41.54%
    Spicy 41.04%
    Phenolic 41.02%
    Powdery 40.49%
    Balsamic 29.32%
    Creamy 29.0%
    Aromatic 27.68%

     

    Flavor
    Bitter 93.38%
    Parsley 20.18%
    Eugenol 19.2%
    Cedarleaf 18.91%
    Sweet-like 18.64%
    Lovage 18.61%
    Ripe apricot 18.09%
    Bland 17.97%
    Naphthalic 17.87%
    Very strong 17.87%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    6.75 (neutral)

    Molecular weight
    326.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    576°C

    Melting point expt.

    • 147 °C

    Flash point

    • 197.1 ˚C est.

  • Synonyms

    • Demethoxykanugin
    • 1668-33-3
    • DTXSID70439060
    • 2-(1,3-benzodioxol-5-yl)-3,7-dimethoxychromen-4-one
    • 2-(1,3-Benzodioxol-5-yl)-3,7-dimethoxy-4H-1-benzopyran-4-one
    • RefChem:1060606
    • DTXCID00389882
    • 2-(2H-1,3-benzodioxol-5-yl)-3,7-dimethoxy-4H-chromen-4-one
    • 2-(benzo[d][1,3]dioxol-5-yl)-3,7-dimethoxy-4H-chromen-4-one
    • 3,7-dimethoxy-3',4'-methylenedioxyflavone
    • Desmethoxykanugin
    • orb1989926
    • CHEMBL2205108
    • SCHEMBL13582763
    • CHEBI:174370
    • LMPK12111572
    • AKOS030552854
    • AK-693/40962743
    • 2-(1,3-benzodioxol-5-yl)-3,7-dimethoxy-chromen-4-one
    • 2-(2H-1,3-Benzodioxol-5-yl)-3,7-dimethoxy-4H-1-benzopyran-4-one
    • 1668-33-3

  • Applications

    2-(1,3-Benzodioxol-5-yl)-3,7-dimethoxy-4H-1-benzopyran-4-one (CAS 1668-33-3) is a chromone derivative bearing a benzo-dioxole substituent and is typically pursued as an intermediate in the synthesis of pharmacologically relevant chromone frameworks; it may serve as an intermediate for agrochemical actives and can be considered as a fragrance precursor or cosmetic ingredient related to the benzodioxole moiety, while also being evaluated for use in coatings, inks, and plastics as a UV-absorbing or color-modifying additive; in addition, it functions as a building block in chemical research and development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.34
    methanol 0.24
    isopropanol 0.57
    water 0.0
    ethyl acetate 3.75
    n-propanol 0.57
    acetone 4.35
    n-butanol 0.64
    acetonitrile 4.01
    DMF 8.1
    toluene 0.94
    isobutanol 0.69
    1,4-dioxane 8.72
    methyl acetate 5.25
    THF 14.66
    2-butanone 5.71
    n-pentanol 0.74
    sec-butanol 0.99
    n-hexane 0.06
    ethylene glycol 0.54
    NMP 9.18
    cyclohexane 0.17
    DMSO 18.14
    n-butyl acetate 3.31
    n-octanol 1.0
    chloroform 8.97
    n-propyl acetate 3.87
    acetic acid 5.13
    dichloromethane 11.34
    cyclohexanone 9.34
    propylene glycol 0.39
    isopropyl acetate 3.26
    DMAc 18.12
    2-ethoxyethanol 4.27
    isopentanol 1.11
    n-heptane 0.14
    ethyl formate 2.03
    1,2-dichloroethane 7.57
    n-hexanol 0.93
    2-methoxyethanol 4.39
    isobutyl acetate 2.76
    tetrachloromethane 0.64
    n-pentyl acetate 3.38
    transcutol 19.33
    n-heptanol 1.11
    ethylbenzene 0.73
    MIBK 2.98
    2-propoxyethanol 5.33
    tert-butanol 1.33
    MTBE 1.65
    2-butoxyethanol 4.5
    propionic acid 2.37
    o-xylene 0.96
    formic acid 1.65
    diethyl ether 1.95
    m-xylene 0.62
    p-xylene 1.29
    chlorobenzene 1.96
    dimethyl carbonate 4.05
    n-octane 0.11
    formamide 4.09
    cyclopentanone 10.26
    2-pentanone 3.51
    anisole 2.56
    cyclopentyl methyl ether 3.64
    gamma-butyrolactone 12.12
    1-methoxy-2-propanol 3.33
    pyridine 8.11
    3-pentanone 4.25
    furfural 11.82
    n-dodecane 0.15
    diethylene glycol 5.91
    diisopropyl ether 0.83
    tert-amyl alcohol 1.68
    acetylacetone 7.15
    n-hexadecane 0.19
    acetophenone 4.6
    methyl propionate 3.72
    isopentyl acetate 3.94
    trichloroethylene 16.3
    n-nonanol 1.36
    cyclohexanol 1.8
    benzyl alcohol 2.45
    2-ethylhexanol 1.34
    isooctanol 1.38
    dipropyl ether 2.16
    1,2-dichlorobenzene 2.72
    ethyl lactate 2.49
    propylene carbonate 4.89
    n-methylformamide 2.48
    2-pentanol 0.76
    n-pentane 0.04
    1-propoxy-2-propanol 4.12
    1-methoxy-2-propyl acetate 6.38
    2-(2-methoxypropoxy) propanol 8.49
    mesitylene 0.47
    ε-caprolactone 7.93
    p-cymene 1.18
    epichlorohydrin 18.14
    1,1,1-trichloroethane 4.07
    2-aminoethanol 0.64
    morpholine-4-carbaldehyde 13.82
    sulfolane 17.53
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 6.15
    n-hexyl acetate 3.61
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 8.66
    sec-butyl acetate 2.95
    tert-butyl acetate 3.81
    decalin 0.17
    glycerin 1.98
    diglyme 20.11
    acrylic acid 3.36
    isopropyl myristate 2.43
    n-butyric acid 2.46
    acetyl acetate 3.76
    di(2-ethylhexyl) phthalate 2.99
    ethyl propionate 3.84
    nitromethane 13.95
    1,2-diethoxyethane 7.29
    benzonitrile 3.69
    trioctyl phosphate 1.87
    1-bromopropane 2.1
    gamma-valerolactone 16.38
    n-decanol 1.12
    triethyl phosphate 3.75
    4-methyl-2-pentanol 0.81
    propionitrile 2.92
    vinylene carbonate 5.31
    1,1,2-trichlorotrifluoroethane 13.9
    DMS 6.11
    cumene 0.7
    2-octanol 0.95
    2-hexanone 4.02
    octyl acetate 2.64
    limonene 1.35
    1,2-dimethoxyethane 11.24
    ethyl orthosilicate 3.46
    tributyl phosphate 2.68
    diacetone alcohol 5.35
    N,N-dimethylaniline 2.36
    acrylonitrile 5.3
    aniline 2.27
    1,3-propanediol 1.46
    bromobenzene 1.86
    dibromomethane 4.86
    1,1,2,2-tetrachloroethane 11.64
    2-methyl-cyclohexyl acetate 4.52
    tetrabutyl urea 4.16
    diisobutyl methanol 1.25
    2-phenylethanol 3.4
    styrene 0.81
    dioctyl adipate 4.25
    dimethyl sulfate 8.18
    ethyl butyrate 4.0
    methyl lactate 2.92
    butyl lactate 3.13
    diethyl carbonate 3.56
    propanediol butyl ether 2.82
    triethyl orthoformate 4.33
    p-tert-butyltoluene 0.93
    methyl 4-tert-butylbenzoate 5.96
    morpholine 8.28
    tert-butylamine 0.62
    n-dodecanol 0.95
    dimethoxymethane 6.22
    ethylene carbonate 4.42
    cyrene 7.88
    2-ethoxyethyl acetate 6.85
    2-ethylhexyl acetate 3.35
    1,2,4-trichlorobenzene 4.11
    4-methylpyridine 4.9
    dibutyl ether 2.66
    2,6-dimethyl-4-heptanol 1.25
    DEF 5.94
    dimethyl isosorbide 14.74
    tetrachloroethylene 7.13
    eugenol 6.66
    triacetin 7.32
    span 80 4.91
    1,4-butanediol 0.8
    1,1-dichloroethane 3.45
    2-methyl-1-pentanol 1.38
    methyl formate 2.75
    2-methyl-1-butanol 1.05
    n-decane 0.24
    butyronitrile 1.91
    3,7-dimethyl-1-octanol 1.46
    1-chlorooctane 0.99
    1-chlorotetradecane 0.56
    n-nonane 0.17
    undecane 0.18
    tert-butylcyclohexane 0.12
    cyclooctane 0.07
    cyclopentanol 1.81
    tetrahydropyran 4.75
    tert-amyl methyl ether 1.82
    2,5,8-trioxanonane 16.62
    1-hexene 0.33
    2-isopropoxyethanol 3.83
    2,2,2-trifluoroethanol 3.85
    methyl butyrate 4.34

    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