7-Methoxy-5-Prenyloxycoumarin

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  • Identifiers

    CAS number
    35590-41-1

    Molecular formula
    C15H16O4

    SMILES
    CC(=CCOC1=CC(=CC2=C1C=CC(=O)O2)OC)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 48.81%
    Fruity 46.88%
    Spicy 40.85%
    Herbal 39.6%
    Floral 34.69%
    Woody 32.37%
    Phenolic 28.54%
    Balsamic 28.42%
    Powdery 26.02%
    Warm 24.53%

     

    Flavor
    Bitter 52.18%
    Balsam 25.01%
    Spice 24.74%
    Herbal 21.59%
    Parsley 21.06%
    Lovage 20.12%
    Ethyl benzoate 19.89%
    Aniseed 19.41%
    Heather 19.11%
    Ripe apricot 19.1%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    8.11 (weak base)

    Molecular weight
    260.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    410°C

    Melting point expt.

    • 90 - 92 °C

    Flash point

    • 163.19 ˚C est.

  • Synonyms

    • 7-methoxy-5-prenyloxycoumarin
    • 7-methoxy-5-(3-methylbut-2-enoxy)chromen-2-one
    • ZD7D2TE69K
    • 7-methoxy-5-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one
    • 7-Methoxy-5-((3-methylbut-2-en-1-yl)oxy)-2H-chromen-2-one
    • RefChem:1074471
    • 35590-41-1
    • CHEMBL513279
    • 5-isopentenyloxy-7-methoxycoumarin
    • 5-prenyloxy-7-methoxycoumarin
    • SCHEMBL28772330
    • DTXSID20568319
    • CHEBI:174415
    • HSJZJYCOXHKDBJ-UHFFFAOYSA-N
    • BDBM50292576
    • 7-Methoxy-5-[(3-methyl-2-buten-1-yl)oxy]-2H-1-benzopyran-2-one
    • 7-Methoxy-5-[(3-methylbut-2-en-1-yl)oxy]-2H-1-benzopyran-2-one
    • 2H-1-Benzopyran-2-one, 7-methoxy-5-[(3-methyl-2-buten-1-yl)oxy]-
    • 35590-41-1

  • Applications

    7-Methoxy-5-Prenyloxycoumarin (CAS 35590-41-1) is primarily encountered as an aroma-related intermediate in the fragrance sector, contributing to vanilla- or woody-type notes in perfumery and cosmetic formulations. It is commonly evaluated as a flavor precursor or aroma ingredient in limited-use food, beverage, and confectionery products, subject to regulatory limits. In cosmetics and household products, it can function as a fragrance component or fixative to extend scent profile and formulation stability. In industrial and materials contexts, the compound may serve as a chemical building block or intermediate in the synthesis of more complex coumarin derivatives, including dyes, specialty coatings, and ink formulations, and may be explored for use in fluorescence or optoelectronic applications in research settings. Additionally, as part of synthetic routes, it can act as an intermediate for pharmaceutical or agrochemical lead compounds during development, depending on compatibility with regulatory and formulation requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.73
    methanol 37.74
    isopropanol 33.98
    water 0.02
    ethyl acetate 64.53
    n-propanol 37.75
    acetone 142.27
    n-butanol 28.69
    acetonitrile 81.66
    DMF 367.73
    toluene 25.56
    isobutanol 30.93
    1,4-dioxane 164.97
    methyl acetate 112.49
    THF 320.87
    2-butanone 109.02
    n-pentanol 26.13
    sec-butanol 30.09
    n-hexane 0.5
    ethylene glycol 22.43
    NMP 238.96
    cyclohexane 1.63
    DMSO 507.7
    n-butyl acetate 40.42
    n-octanol 9.38
    chloroform 246.47
    n-propyl acetate 45.73
    acetic acid 130.07
    dichloromethane 246.09
    cyclohexanone 121.81
    propylene glycol 42.43
    isopropyl acetate 36.07
    DMAc 447.64
    2-ethoxyethanol 103.09
    isopentanol 31.54
    n-heptane 0.62
    ethyl formate 45.5
    1,2-dichloroethane 174.86
    n-hexanol 19.9
    2-methoxyethanol 209.62
    isobutyl acetate 34.92
    tetrachloromethane 9.53
    n-pentyl acetate 22.88
    transcutol 467.08
    n-heptanol 10.37
    ethylbenzene 11.92
    MIBK 38.48
    2-propoxyethanol 96.06
    tert-butanol 50.38
    MTBE 34.53
    2-butoxyethanol 46.79
    propionic acid 67.21
    o-xylene 15.05
    formic acid 38.08
    diethyl ether 28.22
    m-xylene 15.88
    p-xylene 20.32
    chlorobenzene 48.77
    dimethyl carbonate 57.09
    n-octane 0.3
    formamide 82.46
    cyclopentanone 194.19
    2-pentanone 58.56
    anisole 53.22
    cyclopentyl methyl ether 74.1
    gamma-butyrolactone 194.42
    1-methoxy-2-propanol 129.41
    pyridine 149.7
    3-pentanone 49.9
    furfural 186.22
    n-dodecane 0.5
    diethylene glycol 99.85
    diisopropyl ether 6.7
    tert-amyl alcohol 39.71
    acetylacetone 108.28
    n-hexadecane 0.6
    acetophenone 57.16
    methyl propionate 77.34
    isopentyl acetate 44.02
    trichloroethylene 353.21
    n-nonanol 10.63
    cyclohexanol 38.77
    benzyl alcohol 54.09
    2-ethylhexanol 14.76
    isooctanol 10.18
    dipropyl ether 16.88
    1,2-dichlorobenzene 46.27
    ethyl lactate 37.16
    propylene carbonate 89.41
    n-methylformamide 105.35
    2-pentanol 16.04
    n-pentane 0.42
    1-propoxy-2-propanol 58.8
    1-methoxy-2-propyl acetate 71.55
    2-(2-methoxypropoxy) propanol 83.52
    mesitylene 8.05
    ε-caprolactone 101.62
    p-cymene 9.43
    epichlorohydrin 345.15
    1,1,1-trichloroethane 81.69
    2-aminoethanol 42.71
    morpholine-4-carbaldehyde 252.21
    sulfolane 254.24
    2,2,4-trimethylpentane 0.86
    2-methyltetrahydrofuran 137.2
    n-hexyl acetate 31.65
    isooctane 0.55
    2-(2-butoxyethoxy)ethanol 101.59
    sec-butyl acetate 30.74
    tert-butyl acetate 45.76
    decalin 1.51
    glycerin 82.59
    diglyme 211.52
    acrylic acid 76.29
    isopropyl myristate 14.57
    n-butyric acid 67.43
    acetyl acetate 51.9
    di(2-ethylhexyl) phthalate 23.64
    ethyl propionate 40.6
    nitromethane 270.7
    1,2-diethoxyethane 71.57
    benzonitrile 55.2
    trioctyl phosphate 12.17
    1-bromopropane 42.32
    gamma-valerolactone 257.74
    n-decanol 8.09
    triethyl phosphate 27.35
    4-methyl-2-pentanol 12.45
    propionitrile 50.45
    vinylene carbonate 86.44
    1,1,2-trichlorotrifluoroethane 233.95
    DMS 64.93
    cumene 8.86
    2-octanol 6.12
    2-hexanone 46.02
    octyl acetate 19.21
    limonene 12.48
    1,2-dimethoxyethane 162.2
    ethyl orthosilicate 24.36
    tributyl phosphate 19.87
    diacetone alcohol 77.12
    N,N-dimethylaniline 35.54
    acrylonitrile 81.83
    aniline 57.61
    1,3-propanediol 71.53
    bromobenzene 43.76
    dibromomethane 117.42
    1,1,2,2-tetrachloroethane 273.08
    2-methyl-cyclohexyl acetate 39.43
    tetrabutyl urea 27.94
    diisobutyl methanol 10.3
    2-phenylethanol 43.09
    styrene 16.11
    dioctyl adipate 32.85
    dimethyl sulfate 102.41
    ethyl butyrate 35.03
    methyl lactate 60.5
    butyl lactate 30.44
    diethyl carbonate 31.85
    propanediol butyl ether 50.38
    triethyl orthoformate 32.3
    p-tert-butyltoluene 8.66
    methyl 4-tert-butylbenzoate 47.63
    morpholine 235.23
    tert-butylamine 18.68
    n-dodecanol 6.4
    dimethoxymethane 161.87
    ethylene carbonate 69.68
    cyrene 76.61
    2-ethoxyethyl acetate 60.31
    2-ethylhexyl acetate 32.88
    1,2,4-trichlorobenzene 69.4
    4-methylpyridine 118.04
    dibutyl ether 15.27
    2,6-dimethyl-4-heptanol 10.3
    DEF 91.1
    dimethyl isosorbide 126.64
    tetrachloroethylene 116.75
    eugenol 51.72
    triacetin 61.4
    span 80 48.32
    1,4-butanediol 22.91
    1,1-dichloroethane 102.68
    2-methyl-1-pentanol 29.61
    methyl formate 85.92
    2-methyl-1-butanol 29.6
    n-decane 0.7
    butyronitrile 43.81
    3,7-dimethyl-1-octanol 15.11
    1-chlorooctane 5.38
    1-chlorotetradecane 2.76
    n-nonane 0.52
    undecane 0.58
    tert-butylcyclohexane 1.3
    cyclooctane 0.42
    cyclopentanol 54.79
    tetrahydropyran 103.54
    tert-amyl methyl ether 26.91
    2,5,8-trioxanonane 155.84
    1-hexene 4.6
    2-isopropoxyethanol 64.62
    2,2,2-trifluoroethanol 43.51
    methyl butyrate 57.73

    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