6-Methoxy-2-methyl-4,7-benzofurandione

Overview IFRA Request a quote

  • Identifiers

    CAS number
    74161-27-6

    Molecular formula
    C10H8O4

    SMILES
    CC1=CC2=C(O1)C(=O)C(=CC2=O)OC

    Safety labels

  • Odor profile

    Fragrance
    Caramellic 70.61%
    Sweet 56.23%
    Burnt 48.6%
    Roasted 39.33%
    Nutty 31.82%
    Fruity 29.42%
    Coumarinic 28.78%
    Coffee 28.23%
    Buttery 24.93%
    Hay 23.18%

     

    Flavor
    Bitter 52.33%
    Maple 24.46%
    Fenugreek 22.32%
    Cotton candy 22.28%
    Seedy 22.22%
    Extremely sweet 22.1%
    Caramel 21.81%
    Maple syrup 20.95%
    Toffee 20.52%
    Lovage 20.44%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    5.97 (weak acid)

    Molecular weight
    192.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    360°C

    Flash point

    • 141.2 ˚C est.

  • Synonyms

    • Acamelin
    • 74161-27-6
    • 6-methoxy-2-methyl-1-benzofuran-4,7-dione
    • 6-Methoxy-2-methyl-3,5-dihydrobenzofuran-4,7-dione
    • CHEBI:2373
    • DTXSID70225122
    • 4,7-Benzofurandione, 6-methoxy-2-methyl-
    • RefChem:914011
    • DTXCID70147613
    • 6-Methoxy-2-methyl-4,7-benzofurandione
    • 2-Methyl-6-methoxy-4,7-benzofurandione
    • orb1698782
    • SCHEMBL4743838
    • AKOS040750048
    • 2-methyl-6-methoxy-furano-benzoquinone
    • AN-967/15488147
    • Q27105648
    • 74161-27-6

  • Applications

    6-Methoxy-2-methyl-4,7-benzofurandione (CAS 74161-27-6) is primarily used as a synthetic intermediate in organic chemistry. It serves as a building block for the preparation of pharmaceutical and agrochemical compounds and their aromatic derivatives. It is commonly evaluated as a precursor in fragrance chemistry, contributing to aroma profiles or serving as a scaffold for odorant molecules. In materials science, it can function as a specialty intermediate for polymer or coating formulations and as a starting point for the synthesis of heterocyclic compounds in research and development. Its use is domain-specific and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.32
    methanol 5.85
    isopropanol 3.01
    water 0.16
    ethyl acetate 10.09
    n-propanol 2.67
    acetone 18.61
    n-butanol 3.29
    acetonitrile 10.93
    DMF 70.22
    toluene 6.9
    isobutanol 2.89
    1,4-dioxane 31.71
    methyl acetate 17.95
    THF 38.94
    2-butanone 11.25
    n-pentanol 3.06
    sec-butanol 2.31
    n-hexane 0.2
    ethylene glycol 5.82
    NMP 71.42
    cyclohexane 0.7
    DMSO 58.01
    n-butyl acetate 10.52
    n-octanol 6.28
    chloroform 20.29
    n-propyl acetate 8.36
    acetic acid 5.86
    dichloromethane 21.38
    cyclohexanone 26.94
    propylene glycol 2.66
    isopropyl acetate 7.85
    DMAc 84.66
    2-ethoxyethanol 13.0
    isopentanol 4.99
    n-heptane 0.39
    ethyl formate 14.33
    1,2-dichloroethane 18.84
    n-hexanol 5.79
    2-methoxyethanol 27.76
    isobutyl acetate 8.74
    tetrachloromethane 3.66
    n-pentyl acetate 7.51
    transcutol 23.99
    n-heptanol 4.98
    ethylbenzene 5.59
    MIBK 10.51
    2-propoxyethanol 21.08
    tert-butanol 7.58
    MTBE 4.59
    2-butoxyethanol 13.41
    propionic acid 5.17
    o-xylene 7.8
    formic acid 8.98
    diethyl ether 3.52
    m-xylene 6.53
    p-xylene 9.14
    chlorobenzene 13.69
    dimethyl carbonate 19.55
    n-octane 0.36
    formamide 17.31
    cyclopentanone 32.84
    2-pentanone 9.63
    anisole 15.84
    cyclopentyl methyl ether 12.08
    gamma-butyrolactone 40.51
    1-methoxy-2-propanol 15.95
    pyridine 25.39
    3-pentanone 8.83
    furfural 58.54
    n-dodecane 0.8
    diethylene glycol 31.24
    diisopropyl ether 1.94
    tert-amyl alcohol 4.85
    acetylacetone 23.98
    n-hexadecane 0.96
    acetophenone 20.39
    methyl propionate 13.28
    isopentyl acetate 12.43
    trichloroethylene 36.26
    n-nonanol 6.41
    cyclohexanol 6.49
    benzyl alcohol 13.94
    2-ethylhexanol 5.95
    isooctanol 4.98
    dipropyl ether 4.08
    1,2-dichlorobenzene 17.6
    ethyl lactate 10.47
    propylene carbonate 25.8
    n-methylformamide 22.13
    2-pentanol 2.21
    n-pentane 0.13
    1-propoxy-2-propanol 12.63
    1-methoxy-2-propyl acetate 17.49
    2-(2-methoxypropoxy) propanol 20.66
    mesitylene 4.96
    ε-caprolactone 23.31
    p-cymene 5.98
    epichlorohydrin 41.02
    1,1,1-trichloroethane 14.75
    2-aminoethanol 4.95
    morpholine-4-carbaldehyde 58.92
    sulfolane 56.16
    2,2,4-trimethylpentane 0.34
    2-methyltetrahydrofuran 16.49
    n-hexyl acetate 11.33
    isooctane 0.29
    2-(2-butoxyethoxy)ethanol 19.22
    sec-butyl acetate 6.87
    tert-butyl acetate 11.15
    decalin 1.24
    glycerin 11.61
    diglyme 37.89
    acrylic acid 7.69
    isopropyl myristate 7.1
    n-butyric acid 7.09
    acetyl acetate 11.04
    di(2-ethylhexyl) phthalate 11.07
    ethyl propionate 9.33
    nitromethane 30.23
    1,2-diethoxyethane 8.9
    benzonitrile 19.9
    trioctyl phosphate 7.63
    1-bromopropane 4.78
    gamma-valerolactone 48.22
    n-decanol 5.35
    triethyl phosphate 12.35
    4-methyl-2-pentanol 3.43
    propionitrile 7.92
    vinylene carbonate 27.75
    1,1,2-trichlorotrifluoroethane 37.5
    DMS 19.21
    cumene 5.43
    2-octanol 3.79
    2-hexanone 8.98
    octyl acetate 8.38
    limonene 6.15
    1,2-dimethoxyethane 34.66
    ethyl orthosilicate 10.43
    tributyl phosphate 9.09
    diacetone alcohol 17.92
    N,N-dimethylaniline 14.94
    acrylonitrile 15.85
    aniline 11.77
    1,3-propanediol 9.05
    bromobenzene 13.2
    dibromomethane 10.95
    1,1,2,2-tetrachloroethane 30.32
    2-methyl-cyclohexyl acetate 13.33
    tetrabutyl urea 14.7
    diisobutyl methanol 5.05
    2-phenylethanol 16.36
    styrene 5.96
    dioctyl adipate 11.01
    dimethyl sulfate 40.51
    ethyl butyrate 9.33
    methyl lactate 14.97
    butyl lactate 9.13
    diethyl carbonate 10.33
    propanediol butyl ether 10.9
    triethyl orthoformate 10.34
    p-tert-butyltoluene 5.5
    methyl 4-tert-butylbenzoate 19.61
    morpholine 24.43
    tert-butylamine 3.79
    n-dodecanol 4.56
    dimethoxymethane 34.18
    ethylene carbonate 20.97
    cyrene 27.96
    2-ethoxyethyl acetate 11.96
    2-ethylhexyl acetate 10.42
    1,2,4-trichlorobenzene 22.74
    4-methylpyridine 26.01
    dibutyl ether 5.55
    2,6-dimethyl-4-heptanol 5.05
    DEF 20.05
    dimethyl isosorbide 37.82
    tetrachloroethylene 21.09
    eugenol 21.85
    triacetin 14.15
    span 80 12.68
    1,4-butanediol 4.39
    1,1-dichloroethane 10.41
    2-methyl-1-pentanol 4.71
    methyl formate 28.86
    2-methyl-1-butanol 3.66
    n-decane 0.97
    butyronitrile 7.53
    3,7-dimethyl-1-octanol 6.9
    1-chlorooctane 4.52
    1-chlorotetradecane 2.86
    n-nonane 0.72
    undecane 0.88
    tert-butylcyclohexane 0.99
    cyclooctane 0.34
    cyclopentanol 7.51
    tetrahydropyran 11.65
    tert-amyl methyl ether 4.78
    2,5,8-trioxanonane 35.06
    1-hexene 1.02
    2-isopropoxyethanol 10.2
    2,2,2-trifluoroethanol 9.54
    methyl butyrate 13.2

    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