2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one

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  • Identifiers

    CAS number
    67467-45-2

    Molecular formula
    C10H11NO6

    SMILES
    COC1=C(C=C2C(=C1)N(C(=O)C(O2)O)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Sweet 56.53%
    Vanilla 47.91%
    Odorless 40.83%
    Phenolic 30.05%
    Caramellic 28.12%
    Creamy 27.81%
    Powdery 27.34%
    Spicy 26.49%
    Milky 24.71%
    Burnt 22.71%

     

    Flavor
    Bitter 76.52%
    Bland 29.96%
    Odorless 26.24%
    Sweet-like 23.72%
    Parsley 21.15%
    Eugenol 20.88%
    Very mild 20.19%
    Cedarleaf 19.83%
    Cotton candy 19.72%
    Extremely sweet 19.7%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    7.34 (neutral)

    Molecular weight
    241.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    440°C

    Flash point

    • 184.45 ˚C est.

  • Synonyms

    • 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one
    • 67467-45-2
    • DTXSID70565050
    • 2,4-dihydroxy-6,7-dimethoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one
    • 2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one, 9CI
    • RefChem:82443
    • DTXCID00515826
    • 2,4-dihydroxy-6,7-dimethoxy-1,4-benzoxazin-3-one
    • CHEBI:168376
    • 2,4-dihydroxy-6,7-dimethoxy-1,4-benzoxazin-3(4h)-one
    • 67467-45-2

  • Applications

    2,4-Dihydroxy-6,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one is principally encountered as an organic building block and intermediate in chemical synthesis. In practice, it may be used as a scaffold for the preparation of substituted benzoxazinone derivatives, supporting pharmaceutical and agrochemical research. It may also serve as a precursor in the production of specialty coatings and polymeric materials that leverage the rigid heterocyclic core. The compound can be considered for fragrance-related chromophores or odorant libraries in fragrance development. Additionally, it may be explored in materials science and electronics-related research as a heterocyclic scaffold for sensors and related devices. All applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.55
    methanol 7.2
    isopropanol 1.97
    water 0.52
    ethyl acetate 6.43
    n-propanol 2.11
    acetone 10.45
    n-butanol 1.7
    acetonitrile 6.8
    DMF 84.68
    toluene 0.43
    isobutanol 1.29
    1,4-dioxane 8.92
    methyl acetate 8.84
    THF 17.72
    2-butanone 6.39
    n-pentanol 1.26
    sec-butanol 1.69
    n-hexane 0.08
    ethylene glycol 8.78
    NMP 97.37
    cyclohexane 0.25
    DMSO 247.77
    n-butyl acetate 4.44
    n-octanol 1.54
    chloroform 2.71
    n-propyl acetate 4.12
    acetic acid 21.24
    dichloromethane 6.86
    cyclohexanone 12.83
    propylene glycol 2.77
    isopropyl acetate 3.42
    DMAc 92.74
    2-ethoxyethanol 16.27
    isopentanol 1.77
    n-heptane 0.28
    ethyl formate 8.58
    1,2-dichloroethane 7.78
    n-hexanol 1.9
    2-methoxyethanol 35.6
    isobutyl acetate 1.57
    tetrachloromethane 0.9
    n-pentyl acetate 2.6
    transcutol 25.02
    n-heptanol 1.72
    ethylbenzene 0.59
    MIBK 2.91
    2-propoxyethanol 14.44
    tert-butanol 3.72
    MTBE 1.78
    2-butoxyethanol 7.31
    propionic acid 6.56
    o-xylene 1.21
    formic acid 43.85
    diethyl ether 2.22
    m-xylene 0.69
    p-xylene 0.83
    chlorobenzene 1.09
    dimethyl carbonate 14.05
    n-octane 0.13
    formamide 87.4
    cyclopentanone 19.14
    2-pentanone 4.59
    anisole 3.34
    cyclopentyl methyl ether 4.95
    gamma-butyrolactone 39.83
    1-methoxy-2-propanol 15.46
    pyridine 6.63
    3-pentanone 4.75
    furfural 40.89
    n-dodecane 0.12
    diethylene glycol 27.23
    diisopropyl ether 0.75
    tert-amyl alcohol 3.02
    acetylacetone 13.26
    n-hexadecane 0.14
    acetophenone 7.01
    methyl propionate 10.25
    isopentyl acetate 3.83
    trichloroethylene 10.85
    n-nonanol 1.66
    cyclohexanol 2.54
    benzyl alcohol 4.3
    2-ethylhexanol 1.91
    isooctanol 1.5
    dipropyl ether 2.85
    1,2-dichlorobenzene 2.45
    ethyl lactate 6.86
    propylene carbonate 15.46
    n-methylformamide 36.8
    2-pentanol 1.12
    n-pentane 0.1
    1-propoxy-2-propanol 8.74
    1-methoxy-2-propyl acetate 9.95
    2-(2-methoxypropoxy) propanol 11.9
    mesitylene 0.69
    ε-caprolactone 14.07
    p-cymene 1.52
    epichlorohydrin 26.25
    1,1,1-trichloroethane 2.31
    2-aminoethanol 6.34
    morpholine-4-carbaldehyde 65.27
    sulfolane 88.61
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 7.73
    n-hexyl acetate 3.39
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 11.56
    sec-butyl acetate 2.01
    tert-butyl acetate 4.49
    decalin 0.19
    glycerin 16.96
    diglyme 30.93
    acrylic acid 10.59
    isopropyl myristate 1.7
    n-butyric acid 5.87
    acetyl acetate 6.58
    di(2-ethylhexyl) phthalate 3.13
    ethyl propionate 4.94
    nitromethane 66.82
    1,2-diethoxyethane 5.19
    benzonitrile 3.92
    trioctyl phosphate 2.4
    1-bromopropane 1.39
    gamma-valerolactone 38.82
    n-decanol 1.31
    triethyl phosphate 6.17
    4-methyl-2-pentanol 0.98
    propionitrile 3.82
    vinylene carbonate 14.97
    1,1,2-trichlorotrifluoroethane 38.89
    DMS 8.0
    cumene 0.69
    2-octanol 1.03
    2-hexanone 3.26
    octyl acetate 2.39
    limonene 2.13
    1,2-dimethoxyethane 26.94
    ethyl orthosilicate 4.74
    tributyl phosphate 2.94
    diacetone alcohol 10.93
    N,N-dimethylaniline 4.16
    acrylonitrile 8.29
    aniline 2.42
    1,3-propanediol 8.37
    bromobenzene 0.9
    dibromomethane 3.0
    1,1,2,2-tetrachloroethane 8.4
    2-methyl-cyclohexyl acetate 4.91
    tetrabutyl urea 5.56
    diisobutyl methanol 1.55
    2-phenylethanol 4.6
    styrene 0.61
    dioctyl adipate 3.94
    dimethyl sulfate 45.44
    ethyl butyrate 5.53
    methyl lactate 14.87
    butyl lactate 4.12
    diethyl carbonate 5.68
    propanediol butyl ether 6.03
    triethyl orthoformate 5.45
    p-tert-butyltoluene 1.43
    methyl 4-tert-butylbenzoate 8.83
    morpholine 12.81
    tert-butylamine 1.49
    n-dodecanol 1.0
    dimethoxymethane 29.05
    ethylene carbonate 11.04
    cyrene 19.37
    2-ethoxyethyl acetate 6.16
    2-ethylhexyl acetate 2.89
    1,2,4-trichlorobenzene 3.87
    4-methylpyridine 4.92
    dibutyl ether 1.71
    2,6-dimethyl-4-heptanol 1.55
    DEF 17.04
    dimethyl isosorbide 24.77
    tetrachloroethylene 7.1
    eugenol 8.79
    triacetin 8.83
    span 80 6.12
    1,4-butanediol 3.16
    1,1-dichloroethane 1.79
    2-methyl-1-pentanol 1.44
    methyl formate 32.11
    2-methyl-1-butanol 1.54
    n-decane 0.19
    butyronitrile 2.64
    3,7-dimethyl-1-octanol 1.62
    1-chlorooctane 0.77
    1-chlorotetradecane 0.38
    n-nonane 0.15
    undecane 0.15
    tert-butylcyclohexane 0.13
    cyclooctane 0.13
    cyclopentanol 3.85
    tetrahydropyran 3.56
    tert-amyl methyl ether 2.36
    2,5,8-trioxanonane 23.67
    1-hexene 0.24
    2-isopropoxyethanol 7.57
    2,2,2-trifluoroethanol 22.13
    methyl butyrate 6.85

    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