Alpinone

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  • Identifiers

    CAS number
    480-13-7

    Molecular formula
    C16H14O5

    SMILES
    COC1=CC(=C2C(=C1)OC(C(C2=O)O)C3=CC=CC=C3)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 59.11%
    Vanilla 45.85%
    Phenolic 40.84%
    Odorless 38.53%
    Spicy 35.75%
    Balsamic 31.79%
    Powdery 28.24%
    Creamy 26.47%
    Bitter 24.27%
    Aromatic 22.87%

     

    Flavor
    Bitter 89.28%
    Bland 21.38%
    Lovage 20.77%
    Sweet-like 20.62%
    Cedarleaf 20.31%
    Parsley 20.09%
    Ethyl benzoate 19.58%
    Ripe apricot 19.01%
    Aniseed 18.89%
    Nitrile 18.86%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.41 (weak base)

    Molecular weight
    286.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    552°C

    Flash point

    • 203.66 ˚C est.

  • Synonyms

    • Alpinone
    • 480-13-7
    • 3,5-dihydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
    • RefChem:111422
    • 7-O-Methylpinobanksin
    • Flavanone, 3,5-dihydroxy-7-methoxy-
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5-dihydroxy-7-methoxy-2-phenyl-, (2R-trans)-
    • 2,3-Dihydro-3,5-dihydroxy-7-methoxy-2-phenyl-4H-1-benzopyran-4-one (2R-trans)-
    • 7-O-Methylpinobanksin, Alpinone
    • SCHEMBL17485808
    • DTXSID90963978
    • 3,5-dihydroxy-7-methoxyflavanone
    • 3,5-Dihydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
    • 480-13-7

  • Applications

    Alpinone (CAS 480-13-7) is primarily used as a fragrance ingredient and odorant, contributing alpine notes with woody and fresh characteristics in perfumery and various personal care products. It may be used as an intermediate in the synthesis of other aroma compounds in industrial fragrance manufacturing. It is used in household cleaning formulations and air fresheners as a fragrance additive to impart a fresh, alpine character. In cosmetics and toiletries, it can serve as a scent component in lotions, shampoos, and soaps. It may also be evaluated for use in polymers and coatings as an odorant additive to enhance or impart aroma profiles. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.15
    methanol 21.85
    isopropanol 16.56
    water 0.01
    ethyl acetate 42.4
    n-propanol 15.13
    acetone 193.62
    n-butanol 14.46
    acetonitrile 59.38
    DMF 232.7
    toluene 10.74
    isobutanol 11.43
    1,4-dioxane 97.33
    methyl acetate 55.79
    THF 441.7
    2-butanone 92.05
    n-pentanol 10.89
    sec-butanol 12.31
    n-hexane 0.22
    ethylene glycol 16.72
    NMP 121.0
    cyclohexane 0.83
    DMSO 1123.97
    n-butyl acetate 20.12
    n-octanol 6.94
    chloroform 49.74
    n-propyl acetate 22.99
    acetic acid 50.58
    dichloromethane 51.14
    cyclohexanone 95.17
    propylene glycol 14.56
    isopropyl acetate 25.78
    DMAc 250.58
    2-ethoxyethanol 53.92
    isopentanol 15.25
    n-heptane 0.54
    ethyl formate 32.02
    1,2-dichloroethane 62.87
    n-hexanol 11.98
    2-methoxyethanol 127.97
    isobutyl acetate 12.56
    tetrachloromethane 4.32
    n-pentyl acetate 11.09
    transcutol 123.6
    n-heptanol 6.69
    ethylbenzene 5.05
    MIBK 30.03
    2-propoxyethanol 55.58
    tert-butanol 32.74
    MTBE 16.19
    2-butoxyethanol 24.39
    propionic acid 23.55
    o-xylene 7.4
    formic acid 27.0
    diethyl ether 19.04
    m-xylene 6.97
    p-xylene 6.44
    chlorobenzene 15.66
    dimethyl carbonate 43.91
    n-octane 0.3
    formamide 68.49
    cyclopentanone 188.23
    2-pentanone 62.21
    anisole 21.55
    cyclopentyl methyl ether 48.02
    gamma-butyrolactone 156.94
    1-methoxy-2-propanol 84.71
    pyridine 53.72
    3-pentanone 45.79
    furfural 95.98
    n-dodecane 0.52
    diethylene glycol 68.3
    diisopropyl ether 5.07
    tert-amyl alcohol 17.82
    acetylacetone 102.92
    n-hexadecane 0.63
    acetophenone 27.78
    methyl propionate 47.7
    isopentyl acetate 19.7
    trichloroethylene 102.64
    n-nonanol 7.3
    cyclohexanol 19.89
    benzyl alcohol 20.28
    2-ethylhexanol 8.75
    isooctanol 6.38
    dipropyl ether 12.36
    1,2-dichlorobenzene 15.52
    ethyl lactate 21.94
    propylene carbonate 45.83
    n-methylformamide 78.43
    2-pentanol 10.07
    n-pentane 0.26
    1-propoxy-2-propanol 35.59
    1-methoxy-2-propyl acetate 40.77
    2-(2-methoxypropoxy) propanol 37.75
    mesitylene 4.6
    ε-caprolactone 55.54
    p-cymene 5.55
    epichlorohydrin 204.39
    1,1,1-trichloroethane 29.69
    2-aminoethanol 19.14
    morpholine-4-carbaldehyde 110.47
    sulfolane 254.66
    2,2,4-trimethylpentane 0.43
    2-methyltetrahydrofuran 72.78
    n-hexyl acetate 16.1
    isooctane 0.37
    2-(2-butoxyethoxy)ethanol 44.05
    sec-butyl acetate 14.65
    tert-butyl acetate 30.15
    decalin 0.76
    glycerin 49.23
    diglyme 95.67
    acrylic acid 29.88
    isopropyl myristate 9.28
    n-butyric acid 28.9
    acetyl acetate 32.97
    di(2-ethylhexyl) phthalate 11.47
    ethyl propionate 23.71
    nitromethane 218.06
    1,2-diethoxyethane 29.41
    benzonitrile 23.43
    trioctyl phosphate 8.76
    1-bromopropane 14.5
    gamma-valerolactone 164.48
    n-decanol 6.05
    triethyl phosphate 16.39
    4-methyl-2-pentanol 8.32
    propionitrile 35.94
    vinylene carbonate 37.58
    1,1,2-trichlorotrifluoroethane 107.9
    DMS 28.24
    cumene 3.87
    2-octanol 4.48
    2-hexanone 30.59
    octyl acetate 11.51
    limonene 7.48
    1,2-dimethoxyethane 104.34
    ethyl orthosilicate 13.42
    tributyl phosphate 11.52
    diacetone alcohol 56.85
    N,N-dimethylaniline 14.41
    acrylonitrile 60.35
    aniline 24.32
    1,3-propanediol 36.44
    bromobenzene 13.8
    dibromomethane 26.65
    1,1,2,2-tetrachloroethane 78.63
    2-methyl-cyclohexyl acetate 17.85
    tetrabutyl urea 18.3
    diisobutyl methanol 7.04
    2-phenylethanol 21.46
    styrene 6.66
    dioctyl adipate 16.55
    dimethyl sulfate 97.99
    ethyl butyrate 19.84
    methyl lactate 44.29
    butyl lactate 15.25
    diethyl carbonate 16.36
    propanediol butyl ether 22.3
    triethyl orthoformate 17.38
    p-tert-butyltoluene 5.1
    methyl 4-tert-butylbenzoate 25.38
    morpholine 107.16
    tert-butylamine 10.06
    n-dodecanol 5.02
    dimethoxymethane 138.9
    ethylene carbonate 34.07
    cyrene 40.68
    2-ethoxyethyl acetate 23.03
    2-ethylhexyl acetate 14.14
    1,2,4-trichlorobenzene 22.46
    4-methylpyridine 42.65
    dibutyl ether 9.56
    2,6-dimethyl-4-heptanol 7.04
    DEF 55.81
    dimethyl isosorbide 68.72
    tetrachloroethylene 40.34
    eugenol 26.07
    triacetin 27.61
    span 80 23.01
    1,4-butanediol 11.46
    1,1-dichloroethane 31.64
    2-methyl-1-pentanol 10.6
    methyl formate 74.63
    2-methyl-1-butanol 11.76
    n-decane 0.77
    butyronitrile 25.81
    3,7-dimethyl-1-octanol 8.57
    1-chlorooctane 4.4
    1-chlorotetradecane 2.25
    n-nonane 0.57
    undecane 0.63
    tert-butylcyclohexane 0.59
    cyclooctane 0.38
    cyclopentanol 28.55
    tetrahydropyran 60.78
    tert-amyl methyl ether 13.77
    2,5,8-trioxanonane 74.23
    1-hexene 1.57
    2-isopropoxyethanol 31.54
    2,2,2-trifluoroethanol 26.87
    methyl butyrate 32.1

    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