6-Methoxy-alpha-pyrufuran

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  • Identifiers

    CAS number
    167278-44-6

    Molecular formula
    C16H16O6

    SMILES
    COC1=CC=CC2=C1OC3=C2C(=C(C(=C3OC)OC)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 60.43%
    Spicy 55.54%
    Smoky 46.9%
    Burnt 42.48%
    Vanilla 41.26%
    Woody 40.45%
    Balsamic 34.96%
    Fruity 31.06%
    Powdery 29.47%
    Medicinal 28.82%

     

    Flavor
    Bitter 75.3%
    Bland 24.81%
    Eugenol 23.54%
    Parsley 22.99%
    Sweet-like 20.13%
    Spice 20.1%
    Cedarleaf 19.92%
    Allspice 19.82%
    Carrot 19.78%
    Flat 19.53%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    7.2 (neutral)

    Molecular weight
    304.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    610°C

    Flash point

    • 208.77 ˚C est.

  • Synonyms

    • 6-Methoxy-alpha-pyrufuran
    • 1,3,4,6-tetramethoxydibenzofuran-2-ol
    • 6-Methoxy-a-pyrufuran
    • 1,3,4,6-tetramethoxy-2-dibenzofuranol
    • DTXSID70331631
    • 2-Hydroxy-1,3,4,6-tetramethoxydibenzofuran
    • 3,5,6,10-tetramethoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaen-4-ol
    • 3,5,6,10-tetramethoxy-8-oxatricyclo(7.4.0.0^(2,7))trideca-1(13),2,4,6,9,11-hexaen-4-ol
    • RefChem:104937
    • 6-Methoxy-I+--pyrufuran
    • DTXCID20282725
    • 167278-44-6
    • C08761
    • L5EMJ98LT4
    • CHEBI:2209
    • 2-Dibenzofuranol, 1,3,4,6-tetramethoxy-
    • 1,3,4,6-Tetramethoxydibenzo[b,d]furan-2-ol
    • Q27105581
    • 167278-44-6

  • Applications

    Identified as 6-Methoxy-alpha-pyrufuran (CAS 167278-44-6), this compound is primarily evaluated as an intermediate in organic synthesis and may serve as a fragrance intermediate or odorant in perfumery; it is also considered a building block for cosmetic and personal care formulations. It may be used as a synthetic intermediate in pharmaceutical research and development, and at the industrial scale can function as a specialty intermediate in manufacturing processes. Additionally, it could be incorporated into coatings or ink formulations as a specialty additive, with specific uses governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.46
    methanol 3.86
    isopropanol 3.24
    water 0.07
    ethyl acetate 23.55
    n-propanol 4.18
    acetone 17.39
    n-butanol 4.14
    acetonitrile 10.41
    DMF 42.5
    toluene 4.7
    isobutanol 3.77
    1,4-dioxane 21.3
    methyl acetate 23.33
    THF 36.75
    2-butanone 15.75
    n-pentanol 4.24
    sec-butanol 3.9
    n-hexane 0.73
    ethylene glycol 4.38
    NMP 80.78
    cyclohexane 1.86
    DMSO 39.04
    n-butyl acetate 19.14
    n-octanol 4.83
    chloroform 45.04
    n-propyl acetate 16.03
    acetic acid 24.82
    dichloromethane 53.61
    cyclohexanone 31.77
    propylene glycol 2.25
    isopropyl acetate 15.18
    DMAc 53.04
    2-ethoxyethanol 14.74
    isopentanol 5.08
    n-heptane 1.16
    ethyl formate 16.59
    1,2-dichloroethane 38.53
    n-hexanol 6.75
    2-methoxyethanol 20.75
    isobutyl acetate 10.64
    tetrachloromethane 11.96
    n-pentyl acetate 16.17
    transcutol 26.4
    n-heptanol 6.12
    ethylbenzene 5.06
    MIBK 10.49
    2-propoxyethanol 21.73
    tert-butanol 5.59
    MTBE 6.76
    2-butoxyethanol 16.28
    propionic acid 13.58
    o-xylene 6.2
    formic acid 13.22
    diethyl ether 8.23
    m-xylene 4.06
    p-xylene 6.19
    chlorobenzene 13.49
    dimethyl carbonate 27.94
    n-octane 0.85
    formamide 24.22
    cyclopentanone 43.21
    2-pentanone 14.11
    anisole 11.05
    cyclopentyl methyl ether 16.49
    gamma-butyrolactone 69.62
    1-methoxy-2-propanol 13.82
    pyridine 27.99
    3-pentanone 15.38
    furfural 66.05
    n-dodecane 0.8
    diethylene glycol 24.72
    diisopropyl ether 3.6
    tert-amyl alcohol 6.41
    acetylacetone 28.11
    n-hexadecane 0.93
    acetophenone 20.6
    methyl propionate 24.88
    isopentyl acetate 18.32
    trichloroethylene 79.28
    n-nonanol 5.41
    cyclohexanol 8.44
    benzyl alcohol 12.1
    2-ethylhexanol 7.33
    isooctanol 6.03
    dipropyl ether 6.93
    1,2-dichlorobenzene 21.9
    ethyl lactate 13.4
    propylene carbonate 42.85
    n-methylformamide 20.29
    2-pentanol 3.58
    n-pentane 0.75
    1-propoxy-2-propanol 14.59
    1-methoxy-2-propyl acetate 27.26
    2-(2-methoxypropoxy) propanol 16.41
    mesitylene 3.28
    ε-caprolactone 37.67
    p-cymene 7.2
    epichlorohydrin 60.02
    1,1,1-trichloroethane 28.45
    2-aminoethanol 4.75
    morpholine-4-carbaldehyde 62.61
    sulfolane 84.7
    2,2,4-trimethylpentane 1.03
    2-methyltetrahydrofuran 21.48
    n-hexyl acetate 15.29
    isooctane 0.52
    2-(2-butoxyethoxy)ethanol 16.32
    sec-butyl acetate 11.12
    tert-butyl acetate 16.41
    decalin 1.64
    glycerin 9.12
    diglyme 38.01
    acrylic acid 20.99
    isopropyl myristate 6.88
    n-butyric acid 16.44
    acetyl acetate 26.73
    di(2-ethylhexyl) phthalate 9.89
    ethyl propionate 17.09
    nitromethane 55.7
    1,2-diethoxyethane 13.71
    benzonitrile 15.72
    trioctyl phosphate 7.78
    1-bromopropane 11.28
    gamma-valerolactone 59.32
    n-decanol 4.27
    triethyl phosphate 16.9
    4-methyl-2-pentanol 3.49
    propionitrile 9.32
    vinylene carbonate 44.91
    1,1,2-trichlorotrifluoroethane 69.97
    DMS 30.02
    cumene 4.67
    2-octanol 4.43
    2-hexanone 12.14
    octyl acetate 9.13
    limonene 9.0
    1,2-dimethoxyethane 26.69
    ethyl orthosilicate 14.68
    tributyl phosphate 9.67
    diacetone alcohol 18.41
    N,N-dimethylaniline 10.95
    acrylonitrile 17.1
    aniline 10.73
    1,3-propanediol 8.09
    bromobenzene 12.87
    dibromomethane 27.04
    1,1,2,2-tetrachloroethane 56.22
    2-methyl-cyclohexyl acetate 18.18
    tetrabutyl urea 12.47
    diisobutyl methanol 5.11
    2-phenylethanol 15.73
    styrene 5.68
    dioctyl adipate 12.33
    dimethyl sulfate 54.72
    ethyl butyrate 15.74
    methyl lactate 19.34
    butyl lactate 13.38
    diethyl carbonate 15.86
    propanediol butyl ether 9.71
    triethyl orthoformate 14.97
    p-tert-butyltoluene 6.39
    methyl 4-tert-butylbenzoate 21.03
    morpholine 23.35
    tert-butylamine 3.64
    n-dodecanol 3.43
    dimethoxymethane 28.44
    ethylene carbonate 34.24
    cyrene 28.24
    2-ethoxyethyl acetate 25.1
    2-ethylhexyl acetate 17.18
    1,2,4-trichlorobenzene 26.11
    4-methylpyridine 19.79
    dibutyl ether 5.86
    2,6-dimethyl-4-heptanol 5.11
    DEF 28.24
    dimethyl isosorbide 37.46
    tetrachloroethylene 52.11
    eugenol 20.34
    triacetin 22.71
    span 80 12.23
    1,4-butanediol 4.2
    1,1-dichloroethane 19.04
    2-methyl-1-pentanol 5.47
    methyl formate 23.92
    2-methyl-1-butanol 4.89
    n-decane 1.22
    butyronitrile 8.03
    3,7-dimethyl-1-octanol 5.47
    1-chlorooctane 4.68
    1-chlorotetradecane 2.32
    n-nonane 1.03
    undecane 0.96
    tert-butylcyclohexane 1.21
    cyclooctane 0.91
    cyclopentanol 9.47
    tetrahydropyran 13.67
    tert-amyl methyl ether 7.97
    2,5,8-trioxanonane 26.92
    1-hexene 2.33
    2-isopropoxyethanol 11.82
    2,2,2-trifluoroethanol 24.46
    methyl butyrate 20.49

    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