Dehydrodiferulic dilactone

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  • Identifiers

    CAS number
    13962-76-0

    Molecular formula
    C20H18O8

    SMILES
    COC1=C(C=CC(=C1)C2C3C(C(OC3=O)C4=CC(=C(C=C4)O)OC)C(=O)O2)O

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 65.55%
    Sweet 59.22%
    Spicy 44.69%
    Phenolic 40.16%
    Creamy 39.88%
    Odorless 38.58%
    Balsamic 35.2%
    Powdery 29.9%
    Milky 28.26%
    Smoky 26.93%

     

    Flavor
    Bitter 91.04%
    Bland 26.64%
    Sweet-like 21.66%
    Parsley 20.16%
    Lovage 20.08%
    Cedarleaf 20.07%
    Odorless 19.58%
    Eugenol 18.9%
    Ripe apricot 18.66%
    Fenugreek 18.52%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.24 (neutral)

    Molecular weight
    386.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1178°C

    Flash point

    • 239.43 ˚C est.

  • Synonyms

    • Dehydrodiferulic dilactone
    • 3,6-bis(4-hydroxy-3-methoxyphenyl)tetrahydro-1H,4H-furo[3,4-c]furan-1,4-dione
    • Dehydrodiferulic acid
    • SCHEMBL10573982
    • SCHEMBL30689534
    • CHEBI:191467
    • DTXSID701314889
    • 3,6-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1,4-dione
    • AKOS040740263
    • 13962-76-0
    • AO-370/14520004
    • 1,4-bis(4-hydroxy-3-methoxyphenyl)-1,3a,4,6a-tetrahydrouro[3,4-c]uran-3,6-dione
    • 13962-76-0

  • Applications

    Dehydrodiferulic dilactone (CAS 13962-76-0) is a polyphenolic dilactone that can act as a building block and additive in polymeric and resin systems. It may serve as a crosslinking/curing agent or reinforcing intermediate in bio-based polymers and lignin-derived materials, and as a polyphenolic stabilizer in coatings and adhesives. It is also evaluated as an antioxidant and UV-stabilizing additive in plastics, coatings, and cosmetics formulations. Additionally, it can function as a precursor in the synthesis of polyphenol-based resins for specialty adhesives; subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.25
    methanol 4.41
    isopropanol 4.47
    water 0.32
    ethyl acetate 15.63
    n-propanol 3.54
    acetone 95.9
    n-butanol 2.45
    acetonitrile 25.38
    DMF 145.24
    toluene 1.96
    isobutanol 2.49
    1,4-dioxane 47.97
    methyl acetate 24.73
    THF 163.33
    2-butanone 27.54
    n-pentanol 2.93
    sec-butanol 2.77
    n-hexane 0.15
    ethylene glycol 5.55
    NMP 52.38
    cyclohexane 0.26
    DMSO 320.12
    n-butyl acetate 7.93
    n-octanol 4.15
    chloroform 18.85
    n-propyl acetate 10.48
    acetic acid 37.44
    dichloromethane 18.61
    cyclohexanone 34.61
    propylene glycol 2.73
    isopropyl acetate 11.9
    DMAc 162.72
    2-ethoxyethanol 25.26
    isopentanol 2.98
    n-heptane 0.28
    ethyl formate 11.52
    1,2-dichloroethane 14.84
    n-hexanol 2.22
    2-methoxyethanol 37.21
    isobutyl acetate 5.84
    tetrachloromethane 1.93
    n-pentyl acetate 7.89
    transcutol 30.0
    n-heptanol 3.77
    ethylbenzene 1.44
    MIBK 11.19
    2-propoxyethanol 24.66
    tert-butanol 9.27
    MTBE 5.46
    2-butoxyethanol 14.89
    propionic acid 10.64
    o-xylene 1.73
    formic acid 23.57
    diethyl ether 6.29
    m-xylene 1.54
    p-xylene 2.73
    chlorobenzene 3.74
    dimethyl carbonate 30.3
    n-octane 0.33
    formamide 55.28
    cyclopentanone 84.75
    2-pentanone 17.96
    anisole 6.49
    cyclopentyl methyl ether 12.08
    gamma-butyrolactone 95.27
    1-methoxy-2-propanol 23.45
    pyridine 19.82
    3-pentanone 13.98
    furfural 35.68
    n-dodecane 0.43
    diethylene glycol 29.71
    diisopropyl ether 2.03
    tert-amyl alcohol 4.52
    acetylacetone 58.4
    n-hexadecane 0.5
    acetophenone 11.7
    methyl propionate 18.73
    isopentyl acetate 8.11
    trichloroethylene 30.44
    n-nonanol 4.86
    cyclohexanol 3.79
    benzyl alcohol 6.94
    2-ethylhexanol 2.3
    isooctanol 3.61
    dipropyl ether 5.87
    1,2-dichlorobenzene 4.52
    ethyl lactate 8.99
    propylene carbonate 22.37
    n-methylformamide 37.5
    2-pentanol 1.85
    n-pentane 0.1
    1-propoxy-2-propanol 14.33
    1-methoxy-2-propyl acetate 17.35
    2-(2-methoxypropoxy) propanol 17.6
    mesitylene 1.15
    ε-caprolactone 22.68
    p-cymene 1.68
    epichlorohydrin 72.08
    1,1,1-trichloroethane 12.97
    2-aminoethanol 5.61
    morpholine-4-carbaldehyde 67.61
    sulfolane 104.0
    2,2,4-trimethylpentane 0.12
    2-methyltetrahydrofuran 21.21
    n-hexyl acetate 9.09
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 19.82
    sec-butyl acetate 5.38
    tert-butyl acetate 13.65
    decalin 0.23
    glycerin 11.53
    diglyme 41.97
    acrylic acid 14.48
    isopropyl myristate 5.43
    n-butyric acid 9.03
    acetyl acetate 21.05
    di(2-ethylhexyl) phthalate 5.49
    ethyl propionate 9.98
    nitromethane 166.43
    1,2-diethoxyethane 13.96
    benzonitrile 9.23
    trioctyl phosphate 4.92
    1-bromopropane 3.1
    gamma-valerolactone 91.71
    n-decanol 3.89
    triethyl phosphate 7.27
    4-methyl-2-pentanol 2.05
    propionitrile 12.51
    vinylene carbonate 20.42
    1,1,2-trichlorotrifluoroethane 38.11
    DMS 14.14
    cumene 1.15
    2-octanol 2.98
    2-hexanone 12.09
    octyl acetate 6.54
    limonene 1.92
    1,2-dimethoxyethane 53.9
    ethyl orthosilicate 6.54
    tributyl phosphate 5.66
    diacetone alcohol 20.32
    N,N-dimethylaniline 5.05
    acrylonitrile 22.42
    aniline 4.58
    1,3-propanediol 8.73
    bromobenzene 3.39
    dibromomethane 8.64
    1,1,2,2-tetrachloroethane 22.5
    2-methyl-cyclohexyl acetate 8.07
    tetrabutyl urea 10.62
    diisobutyl methanol 2.48
    2-phenylethanol 6.86
    styrene 1.72
    dioctyl adipate 8.71
    dimethyl sulfate 57.03
    ethyl butyrate 8.16
    methyl lactate 14.43
    butyl lactate 8.22
    diethyl carbonate 7.21
    propanediol butyl ether 9.73
    triethyl orthoformate 8.0
    p-tert-butyltoluene 1.56
    methyl 4-tert-butylbenzoate 12.96
    morpholine 39.72
    tert-butylamine 2.48
    n-dodecanol 3.18
    dimethoxymethane 82.79
    ethylene carbonate 20.44
    cyrene 23.0
    2-ethoxyethyl acetate 14.08
    2-ethylhexyl acetate 5.73
    1,2,4-trichlorobenzene 6.25
    4-methylpyridine 12.6
    dibutyl ether 5.87
    2,6-dimethyl-4-heptanol 2.48
    DEF 21.64
    dimethyl isosorbide 30.61
    tetrachloroethylene 13.45
    eugenol 13.1
    triacetin 16.97
    span 80 10.93
    1,4-butanediol 5.37
    1,1-dichloroethane 10.76
    2-methyl-1-pentanol 2.7
    methyl formate 42.61
    2-methyl-1-butanol 2.23
    n-decane 0.66
    butyronitrile 6.81
    3,7-dimethyl-1-octanol 3.45
    1-chlorooctane 2.32
    1-chlorotetradecane 1.33
    n-nonane 0.52
    undecane 0.51
    tert-butylcyclohexane 0.19
    cyclooctane 0.14
    cyclopentanol 7.67
    tetrahydropyran 16.51
    tert-amyl methyl ether 3.98
    2,5,8-trioxanonane 34.49
    1-hexene 0.71
    2-isopropoxyethanol 15.46
    2,2,2-trifluoroethanol 29.47
    methyl butyrate 12.3

    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