Licocoumarone

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  • Identifiers

    CAS number
    118524-14-4

    Molecular formula
    C20H20O5

    SMILES
    CC(=CCC1=C(C2=C(C=C1O)OC(=C2)C3=C(C=C(C=C3)O)O)OC)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 59.6%
    Spicy 45.93%
    Smoky 35.09%
    Woody 32.66%
    Medicinal 29.65%
    Burnt 29.53%
    Fruity 28.17%
    Sweet 27.49%
    Leathery 26.91%
    Animal 26.18%

     

    Flavor
    Bitter 88.71%
    Bland 21.82%
    Parsley 20.95%
    Cedarleaf 20.77%
    Odorless 20.31%
    Lovage 19.91%
    Eugenol 19.74%
    Thymol 19.2%
    Sweet-like 19.06%
    Carrot 19.05%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.8

    pKa est.
    9.66 (weak base)

    Molecular weight
    340.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    661°C

    Melting point expt.

    • 183 - 185 °C

    Flash point

    • 240.94 ˚C est.

  • Synonyms

    • Licocoumarone
    • 118524-14-4
    • EFB3Z7MN3P
    • CHEBI:69098
    • DTXSID101317566
    • 4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol
    • 4-(6-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-2-yl)benzene-1,3-diol
    • RefChem:42047
    • DTXCID301747373
    • UNII-EFB3Z7MN3P
    • CHEMBL611368
    • 1,3-Benzenediol, 4-(6-hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)-2-benzofuranyl)-
    • 4-(6-Hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)-2-benzofuranyl)-1,3-benzenediol
    • 4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]benzene-1,3-diol
    • 1,3-Benzenediol, 4-[6-hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)-2-benzofuranyl]-
    • SCHEMBL758659
    • orb1990661
    • SCHEMBL30220504
    • BDBM50325939
    • LMPK12160045
    • AKOS040736202
    • Arylbenzofuran flavonoid base + 3O, 1MeO, 1Prenyl
    • Q27137439
    • 2-(3,4-Dihydroxyphenyl)-6-hydroxy-4-methoxy-5-prenylbenzofuran
    • 2-(2',4'-dihydroxyphenyl)-6-hydroxy-5-isopentenyl-4-methoxybenzofuran
    • 4-[6-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)-2-benzofuranyl]-1,3-benzenediol, 9CI
    • 4-[6-Hydroxy-4-methoxy-5-(3-methyl-but-2-enyl)-benzofuran-2-yl]-benzene-1,3-diol
    • 4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)benzofuran-2-yl]benzene-1,3-diol
    • 118524-14-4

  • Applications

    Licocoumarone (CAS 118524-14-4) is used as an intermediate in chemical synthesis and as a resin/tackifier component in polymers, coatings, and adhesives; it can function as a processing aid or solvent in specialized formulations; in perfumery and fragrance applications, it is considered an odorant or fragrance fixative; in coatings and inks it participates in resin systems; and in specialty plastics it may be used to tailor polymer properties, all subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.72
    methanol 6.75
    isopropanol 6.45
    water 0.0
    ethyl acetate 8.47
    n-propanol 8.27
    acetone 20.44
    n-butanol 7.56
    acetonitrile 4.15
    DMF 75.57
    toluene 0.78
    isobutanol 6.8
    1,4-dioxane 27.51
    methyl acetate 16.36
    THF 131.43
    2-butanone 29.14
    n-pentanol 6.84
    sec-butanol 7.93
    n-hexane 0.04
    ethylene glycol 4.68
    NMP 50.76
    cyclohexane 0.07
    DMSO 202.92
    n-butyl acetate 8.75
    n-octanol 5.6
    chloroform 8.75
    n-propyl acetate 8.71
    acetic acid 20.9
    dichloromethane 4.84
    cyclohexanone 31.61
    propylene glycol 18.94
    isopropyl acetate 8.12
    DMAc 136.1
    2-ethoxyethanol 39.65
    isopentanol 8.42
    n-heptane 0.05
    ethyl formate 5.11
    1,2-dichloroethane 4.39
    n-hexanol 4.49
    2-methoxyethanol 84.38
    isobutyl acetate 7.99
    tetrachloromethane 0.38
    n-pentyl acetate 10.7
    transcutol 190.55
    n-heptanol 5.38
    ethylbenzene 0.66
    MIBK 9.99
    2-propoxyethanol 53.81
    tert-butanol 10.77
    MTBE 6.68
    2-butoxyethanol 28.53
    propionic acid 12.73
    o-xylene 0.67
    formic acid 6.64
    diethyl ether 2.73
    m-xylene 0.63
    p-xylene 1.16
    chlorobenzene 1.85
    dimethyl carbonate 13.18
    n-octane 0.05
    formamide 13.2
    cyclopentanone 59.16
    2-pentanone 13.67
    anisole 7.04
    cyclopentyl methyl ether 10.95
    gamma-butyrolactone 50.92
    1-methoxy-2-propanol 80.54
    pyridine 15.74
    3-pentanone 10.2
    furfural 32.77
    n-dodecane 0.12
    diethylene glycol 47.57
    diisopropyl ether 0.97
    tert-amyl alcohol 10.75
    acetylacetone 26.21
    n-hexadecane 0.14
    acetophenone 10.73
    methyl propionate 14.53
    isopentyl acetate 11.61
    trichloroethylene 17.84
    n-nonanol 6.58
    cyclohexanol 6.62
    benzyl alcohol 9.23
    2-ethylhexanol 3.45
    isooctanol 5.39
    dipropyl ether 3.62
    1,2-dichlorobenzene 2.4
    ethyl lactate 13.22
    propylene carbonate 17.01
    n-methylformamide 17.33
    2-pentanol 4.14
    n-pentane 0.03
    1-propoxy-2-propanol 37.91
    1-methoxy-2-propyl acetate 28.71
    2-(2-methoxypropoxy) propanol 43.48
    mesitylene 0.42
    ε-caprolactone 28.31
    p-cymene 0.94
    epichlorohydrin 68.9
    1,1,1-trichloroethane 3.46
    2-aminoethanol 10.78
    morpholine-4-carbaldehyde 74.1
    sulfolane 99.26
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 26.26
    n-hexyl acetate 14.87
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 58.77
    sec-butyl acetate 7.13
    tert-butyl acetate 12.28
    decalin 0.1
    glycerin 45.78
    diglyme 86.05
    acrylic acid 14.11
    isopropyl myristate 6.68
    n-butyric acid 14.76
    acetyl acetate 6.79
    di(2-ethylhexyl) phthalate 9.57
    ethyl propionate 8.62
    nitromethane 49.18
    1,2-diethoxyethane 25.26
    benzonitrile 5.76
    trioctyl phosphate 6.82
    1-bromopropane 1.4
    gamma-valerolactone 99.56
    n-decanol 4.76
    triethyl phosphate 6.47
    4-methyl-2-pentanol 3.63
    propionitrile 5.37
    vinylene carbonate 13.96
    1,1,2-trichlorotrifluoroethane 66.78
    DMS 18.86
    cumene 0.64
    2-octanol 3.74
    2-hexanone 13.43
    octyl acetate 8.87
    limonene 1.24
    1,2-dimethoxyethane 57.83
    ethyl orthosilicate 6.15
    tributyl phosphate 8.22
    diacetone alcohol 35.85
    N,N-dimethylaniline 4.88
    acrylonitrile 9.0
    aniline 4.67
    1,3-propanediol 24.47
    bromobenzene 1.42
    dibromomethane 2.12
    1,1,2,2-tetrachloroethane 18.5
    2-methyl-cyclohexyl acetate 10.33
    tetrabutyl urea 12.46
    diisobutyl methanol 2.7
    2-phenylethanol 10.24
    styrene 0.74
    dioctyl adipate 13.11
    dimethyl sulfate 29.67
    ethyl butyrate 6.97
    methyl lactate 30.26
    butyl lactate 17.66
    diethyl carbonate 5.54
    propanediol butyl ether 35.64
    triethyl orthoformate 9.29
    p-tert-butyltoluene 0.98
    methyl 4-tert-butylbenzoate 17.75
    morpholine 53.55
    tert-butylamine 2.3
    n-dodecanol 3.39
    dimethoxymethane 52.18
    ethylene carbonate 10.77
    cyrene 39.41
    2-ethoxyethyl acetate 24.58
    2-ethylhexyl acetate 7.88
    1,2,4-trichlorobenzene 5.15
    4-methylpyridine 10.38
    dibutyl ether 6.09
    2,6-dimethyl-4-heptanol 2.7
    DEF 19.98
    dimethyl isosorbide 59.85
    tetrachloroethylene 5.76
    eugenol 21.84
    triacetin 24.93
    span 80 29.23
    1,4-butanediol 7.59
    1,1-dichloroethane 3.16
    2-methyl-1-pentanol 7.48
    methyl formate 12.66
    2-methyl-1-butanol 8.22
    n-decane 0.18
    butyronitrile 4.62
    3,7-dimethyl-1-octanol 6.29
    1-chlorooctane 1.43
    1-chlorotetradecane 0.71
    n-nonane 0.12
    undecane 0.14
    tert-butylcyclohexane 0.1
    cyclooctane 0.03
    cyclopentanol 10.84
    tetrahydropyran 14.35
    tert-amyl methyl ether 6.4
    2,5,8-trioxanonane 68.56
    1-hexene 0.33
    2-isopropoxyethanol 26.21
    2,2,2-trifluoroethanol 5.57
    methyl butyrate 11.44

    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