6-Hydroxy-alpha-pyrufuran

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  • Identifiers

    CAS number
    167278-43-5

    Molecular formula
    C15H14O6

    SMILES
    COC1=C(C(=C(C2=C1C3=C(O2)C(=CC=C3)O)OC)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 65.58%
    Spicy 50.8%
    Smoky 48.9%
    Burnt 44.82%
    Vanilla 39.87%
    Woody 37.52%
    Balsamic 35.17%
    Medicinal 30.96%
    Powdery 27.13%
    Fruity 26.09%

     

    Flavor
    Bitter 76.52%
    Bland 26.39%
    Eugenol 23.64%
    Parsley 22.6%
    Sweet-like 20.77%
    Phenolic 20.53%
    Allspice 20.28%
    Ham 20.07%
    Flat 20.02%
    Cedarleaf 19.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    8.49 (weak base)

    Molecular weight
    290.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    685°C

    Flash point

    • 230.3 ˚C est.

  • Synonyms

    • 6-Hydroxy-alpha-pyrufuran
    • 1,3,4-Trimethoxy-2,6-dibenzofurandiol
    • 6-Hydroxy-a-pyrufuran
    • CHEMBL5596443
    • CHEBI:174761
    • DTXSID101286280
    • 1,3,4-trimethoxydibenzouran-2,6-diol
    • 167278-43-5
    • 2,6-Dihydroxy-1,3,4-trimethoxydibenzofuran
    • 1,3,4-Trimethoxydibenzo[b,d]furan-2,6-diol
    • 3,5,6-trimethoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-4,10-diol
    • 167278-43-5

  • Applications

    6-Hydroxy-alpha-pyrufuran (CAS 167278-43-5) is primarily used as an organic synthesis intermediate; in pharmaceutical and agrochemical research, it serves as a building block for heterocyclic frameworks and for preparing more complex bioactive compounds. It is also evaluated as a potential fragrance and flavor intermediate, and may find use in cosmetics and personal care formulation research as a precursor to functionalized molecules. In polymer and materials science, it can be explored as a functionalized building block for specialty polymers or as a crosslinkable precursor in coatings and inks. Additionally, it is studied as a versatile scaffold in chemical research for simplifying synthetic routes and enabling diversification of target compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.72
    methanol 3.68
    isopropanol 2.49
    water 0.05
    ethyl acetate 8.29
    n-propanol 3.34
    acetone 7.88
    n-butanol 3.28
    acetonitrile 3.73
    DMF 28.93
    toluene 1.88
    isobutanol 2.74
    1,4-dioxane 10.47
    methyl acetate 9.27
    THF 23.07
    2-butanone 7.98
    n-pentanol 3.13
    sec-butanol 2.86
    n-hexane 0.27
    ethylene glycol 4.25
    NMP 49.37
    cyclohexane 0.67
    DMSO 28.42
    n-butyl acetate 9.05
    n-octanol 4.0
    chloroform 11.37
    n-propyl acetate 7.31
    acetic acid 12.73
    dichloromethane 14.28
    cyclohexanone 17.13
    propylene glycol 2.03
    isopropyl acetate 5.95
    DMAc 33.3
    2-ethoxyethanol 11.44
    isopentanol 3.66
    n-heptane 0.55
    ethyl formate 7.7
    1,2-dichloroethane 12.21
    n-hexanol 5.04
    2-methoxyethanol 18.2
    isobutyl acetate 4.82
    tetrachloromethane 2.83
    n-pentyl acetate 9.46
    transcutol 18.58
    n-heptanol 5.11
    ethylbenzene 2.33
    MIBK 5.1
    2-propoxyethanol 16.77
    tert-butanol 3.9
    MTBE 3.32
    2-butoxyethanol 13.17
    propionic acid 7.39
    o-xylene 2.72
    formic acid 10.26
    diethyl ether 3.74
    m-xylene 1.72
    p-xylene 2.66
    chlorobenzene 4.34
    dimethyl carbonate 12.71
    n-octane 0.44
    formamide 17.79
    cyclopentanone 22.78
    2-pentanone 6.49
    anisole 5.51
    cyclopentyl methyl ether 8.65
    gamma-butyrolactone 33.33
    1-methoxy-2-propanol 10.65
    pyridine 13.57
    3-pentanone 6.72
    furfural 34.6
    n-dodecane 0.44
    diethylene glycol 20.6
    diisopropyl ether 1.46
    tert-amyl alcohol 4.26
    acetylacetone 10.94
    n-hexadecane 0.51
    acetophenone 10.55
    methyl propionate 10.97
    isopentyl acetate 9.28
    trichloroethylene 23.53
    n-nonanol 4.46
    cyclohexanol 5.62
    benzyl alcohol 7.9
    2-ethylhexanol 4.82
    isooctanol 4.72
    dipropyl ether 3.75
    1,2-dichlorobenzene 7.53
    ethyl lactate 8.23
    propylene carbonate 18.39
    n-methylformamide 13.79
    2-pentanol 2.38
    n-pentane 0.3
    1-propoxy-2-propanol 10.53
    1-methoxy-2-propyl acetate 14.4
    2-(2-methoxypropoxy) propanol 11.77
    mesitylene 1.37
    ε-caprolactone 19.07
    p-cymene 3.66
    epichlorohydrin 28.31
    1,1,1-trichloroethane 6.33
    2-aminoethanol 4.59
    morpholine-4-carbaldehyde 39.21
    sulfolane 47.61
    2,2,4-trimethylpentane 0.42
    2-methyltetrahydrofuran 11.62
    n-hexyl acetate 9.16
    isooctane 0.21
    2-(2-butoxyethoxy)ethanol 12.98
    sec-butyl acetate 4.94
    tert-butyl acetate 7.21
    decalin 0.66
    glycerin 8.77
    diglyme 27.24
    acrylic acid 11.13
    isopropyl myristate 4.13
    n-butyric acid 8.84
    acetyl acetate 7.7
    di(2-ethylhexyl) phthalate 6.25
    ethyl propionate 7.2
    nitromethane 23.07
    1,2-diethoxyethane 7.66
    benzonitrile 7.73
    trioctyl phosphate 5.3
    1-bromopropane 4.02
    gamma-valerolactone 34.25
    n-decanol 3.44
    triethyl phosphate 8.24
    4-methyl-2-pentanol 2.33
    propionitrile 4.79
    vinylene carbonate 18.88
    1,1,2-trichlorotrifluoroethane 36.65
    DMS 13.88
    cumene 2.24
    2-octanol 3.54
    2-hexanone 6.53
    octyl acetate 5.68
    limonene 4.59
    1,2-dimethoxyethane 18.26
    ethyl orthosilicate 7.62
    tributyl phosphate 5.69
    diacetone alcohol 11.19
    N,N-dimethylaniline 6.26
    acrylonitrile 8.94
    aniline 5.59
    1,3-propanediol 7.31
    bromobenzene 3.72
    dibromomethane 7.31
    1,1,2,2-tetrachloroethane 17.73
    2-methyl-cyclohexyl acetate 9.39
    tetrabutyl urea 8.29
    diisobutyl methanol 3.14
    2-phenylethanol 10.12
    styrene 2.37
    dioctyl adipate 6.93
    dimethyl sulfate 26.33
    ethyl butyrate 7.42
    methyl lactate 12.1
    butyl lactate 9.08
    diethyl carbonate 6.89
    propanediol butyl ether 8.69
    triethyl orthoformate 7.68
    p-tert-butyltoluene 3.3
    methyl 4-tert-butylbenzoate 13.05
    morpholine 14.49
    tert-butylamine 2.33
    n-dodecanol 2.69
    dimethoxymethane 18.09
    ethylene carbonate 14.38
    cyrene 18.94
    2-ethoxyethyl acetate 13.59
    2-ethylhexyl acetate 8.34
    1,2,4-trichlorobenzene 9.91
    4-methylpyridine 9.32
    dibutyl ether 3.6
    2,6-dimethyl-4-heptanol 3.14
    DEF 15.22
    dimethyl isosorbide 22.51
    tetrachloroethylene 17.53
    eugenol 13.51
    triacetin 12.21
    span 80 9.24
    1,4-butanediol 3.51
    1,1-dichloroethane 5.2
    2-methyl-1-pentanol 3.87
    methyl formate 13.65
    2-methyl-1-butanol 3.47
    n-decane 0.69
    butyronitrile 4.22
    3,7-dimethyl-1-octanol 3.75
    1-chlorooctane 2.69
    1-chlorotetradecane 1.32
    n-nonane 0.57
    undecane 0.54
    tert-butylcyclohexane 0.5
    cyclooctane 0.34
    cyclopentanol 6.37
    tetrahydropyran 7.25
    tert-amyl methyl ether 4.14
    2,5,8-trioxanonane 19.48
    1-hexene 1.04
    2-isopropoxyethanol 8.22
    2,2,2-trifluoroethanol 11.65
    methyl butyrate 9.7

    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