2,4-Difurfurylfuran

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  • Identifiers

    CAS number
    64280-32-6

    Molecular formula
    C14H12O3

    SMILES
    C1=COC(=C1)CC2=CC(=CO2)CC3=CC=CO3

  • Odor profile

    Fragrance
    Fruity 78.15%
    Floral 67.33%
    Burnt 42.72%
    Roasted 37.66%
    Earthy 31.41%
    Coffee 29.38%
    Mushroom 27.15%
    Berry 25.46%
    Green 22.9%
    Metallic 21.8%

     

    Flavor
    Coffee 61.63%
    Green 45.17%
    Vegetable 45.03%
    Roasted 42.16%
    Earthy 41.43%
    Nutty 40.38%
    Sulfury 34.75%
    Meaty 33.83%
    Waxy 32.47%
    Mushroom 32.46%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    5.28 (weak acid)

    Molecular weight
    228.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    330°C

    Flash point

    • 136.77 ˚C est.

    Solubility expt.

    • Insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 2,4-Difurfurylfuran
    • 64280-32-6
    • Furan, 2,4-bis(2-furanylmethyl)-
    • 2,4-Bis(2-furylmethyl)furan
    • FEMA No. 4095
    • 2,4-bis(furan-2-ylmethyl)furan
    • 2,4-Difurfurylfuran [FIFH]
    • 6Z65LJV61M
    • DTXSID90214497
    • 2,4-DIFURFURYLFURAN [FHFI]
    • 2,2'-(Furan-2,4-diylbis(methylene))difuran
    • 2,4-Difurfurylfuran (FIFH)
    • UNII-6Z65LJV61M
    • 2,4-DIFURFURYL FURAN
    • 2,4-bis(uran-2-ylmethyl)uran
    • SCHEMBL18339432
    • DTXCID90136988
    • CHEBI:173652
    • MLLNFQCJOXJITQ-UHFFFAOYSA-N
    • NS00123497
    • Q27265754

  • Applications

    2,4-Difurfurylfuran is used as a renewable, bifunctional monomer and crosslinking agent in the synthesis of bio-based polymers and thermosetting resins; it serves as a building block for furan-based networks in coatings and adhesives; it can act as a reactive diluent or processing aid in coating and ink formulations to tune rheology and cure behavior; it is investigated as a precursor for specialty polymers and resins for industrial manufacturing and electronics-related applications; and as an intermediate for functional monomers used in polymeric materials, contributing to sustainable materials development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 70.2
    methanol 108.17
    isopropanol 44.36
    water 0.59
    ethyl acetate 63.67
    n-propanol 58.38
    acetone 82.46
    n-butanol 38.52
    acetonitrile 80.71
    DMF 120.07
    toluene 24.62
    isobutanol 39.63
    1,4-dioxane 295.11
    methyl acetate 98.52
    THF 254.67
    2-butanone 83.06
    n-pentanol 40.35
    sec-butanol 40.65
    n-hexane 0.66
    ethylene glycol 76.45
    NMP 52.39
    cyclohexane 1.91
    DMSO 294.12
    n-butyl acetate 24.49
    n-octanol 22.76
    chloroform 189.7
    n-propyl acetate 39.66
    acetic acid 75.06
    dichloromethane 156.17
    cyclohexanone 60.96
    propylene glycol 111.92
    isopropyl acetate 36.81
    DMAc 264.77
    2-ethoxyethanol 181.11
    isopentanol 36.9
    n-heptane 1.77
    ethyl formate 37.89
    1,2-dichloroethane 86.18
    n-hexanol 24.39
    2-methoxyethanol 241.22
    isobutyl acetate 34.95
    tetrachloromethane 7.62
    n-pentyl acetate 19.47
    transcutol 516.3
    n-heptanol 16.68
    ethylbenzene 14.62
    MIBK 38.41
    2-propoxyethanol 121.8
    tert-butanol 57.61
    MTBE 46.01
    2-butoxyethanol 56.28
    propionic acid 59.97
    o-xylene 16.44
    formic acid 42.73
    diethyl ether 47.08
    m-xylene 15.53
    p-xylene 18.57
    chlorobenzene 34.22
    dimethyl carbonate 60.77
    n-octane 1.08
    formamide 76.27
    cyclopentanone 73.07
    2-pentanone 43.23
    anisole 82.16
    cyclopentyl methyl ether 56.42
    gamma-butyrolactone 95.85
    1-methoxy-2-propanol 168.76
    pyridine 130.24
    3-pentanone 47.48
    furfural 104.52
    n-dodecane 2.24
    diethylene glycol 154.89
    diisopropyl ether 11.69
    tert-amyl alcohol 44.33
    acetylacetone 82.46
    n-hexadecane 2.56
    acetophenone 63.33
    methyl propionate 71.71
    isopentyl acetate 29.33
    trichloroethylene 178.53
    n-nonanol 25.26
    cyclohexanol 34.83
    benzyl alcohol 69.83
    2-ethylhexanol 18.89
    isooctanol 15.8
    dipropyl ether 30.78
    1,2-dichlorobenzene 33.3
    ethyl lactate 43.3
    propylene carbonate 51.96
    n-methylformamide 63.43
    2-pentanol 23.43
    n-pentane 0.66
    1-propoxy-2-propanol 72.6
    1-methoxy-2-propyl acetate 64.14
    2-(2-methoxypropoxy) propanol 103.27
    mesitylene 10.03
    ε-caprolactone 60.44
    p-cymene 11.92
    epichlorohydrin 184.83
    1,1,1-trichloroethane 50.96
    2-aminoethanol 100.54
    morpholine-4-carbaldehyde 168.74
    sulfolane 95.23
    2,2,4-trimethylpentane 1.61
    2-methyltetrahydrofuran 89.04
    n-hexyl acetate 35.17
    isooctane 1.05
    2-(2-butoxyethoxy)ethanol 138.95
    sec-butyl acetate 31.22
    tert-butyl acetate 38.93
    decalin 2.79
    glycerin 155.23
    diglyme 238.85
    acrylic acid 64.04
    isopropyl myristate 23.29
    n-butyric acid 48.75
    acetyl acetate 47.31
    di(2-ethylhexyl) phthalate 27.32
    ethyl propionate 42.58
    nitromethane 151.1
    1,2-diethoxyethane 93.36
    benzonitrile 47.47
    trioctyl phosphate 15.49
    1-bromopropane 26.04
    gamma-valerolactone 138.93
    n-decanol 20.54
    triethyl phosphate 26.59
    4-methyl-2-pentanol 19.43
    propionitrile 55.43
    vinylene carbonate 58.08
    1,1,2-trichlorotrifluoroethane 153.68
    DMS 56.61
    cumene 12.96
    2-octanol 11.31
    2-hexanone 39.88
    octyl acetate 26.87
    limonene 14.05
    1,2-dimethoxyethane 243.93
    ethyl orthosilicate 25.65
    tributyl phosphate 19.91
    diacetone alcohol 65.3
    N,N-dimethylaniline 53.87
    acrylonitrile 80.56
    aniline 51.54
    1,3-propanediol 99.29
    bromobenzene 31.89
    dibromomethane 62.42
    1,1,2,2-tetrachloroethane 150.15
    2-methyl-cyclohexyl acetate 33.58
    tetrabutyl urea 28.06
    diisobutyl methanol 14.75
    2-phenylethanol 42.83
    styrene 21.26
    dioctyl adipate 38.99
    dimethyl sulfate 82.31
    ethyl butyrate 30.8
    methyl lactate 69.01
    butyl lactate 28.08
    diethyl carbonate 28.91
    propanediol butyl ether 70.91
    triethyl orthoformate 33.94
    p-tert-butyltoluene 11.39
    methyl 4-tert-butylbenzoate 58.39
    morpholine 264.79
    tert-butylamine 26.49
    n-dodecanol 16.87
    dimethoxymethane 181.85
    ethylene carbonate 48.25
    cyrene 84.66
    2-ethoxyethyl acetate 48.42
    2-ethylhexyl acetate 21.71
    1,2,4-trichlorobenzene 50.2
    4-methylpyridine 66.97
    dibutyl ether 35.33
    2,6-dimethyl-4-heptanol 14.75
    DEF 59.21
    dimethyl isosorbide 125.28
    tetrachloroethylene 67.11
    eugenol 57.86
    triacetin 73.6
    span 80 63.67
    1,4-butanediol 55.61
    1,1-dichloroethane 61.91
    2-methyl-1-pentanol 36.4
    methyl formate 54.91
    2-methyl-1-butanol 33.84
    n-decane 3.15
    butyronitrile 36.8
    3,7-dimethyl-1-octanol 26.66
    1-chlorooctane 14.05
    1-chlorotetradecane 7.81
    n-nonane 2.35
    undecane 2.58
    tert-butylcyclohexane 2.53
    cyclooctane 0.9
    cyclopentanol 40.85
    tetrahydropyran 107.49
    tert-amyl methyl ether 37.9
    2,5,8-trioxanonane 202.67
    1-hexene 5.45
    2-isopropoxyethanol 108.5
    2,2,2-trifluoroethanol 35.49
    methyl butyrate 46.84

    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