(5R,6S)-5,6-Dihydro-5-hydroxy-4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one

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  • Identifiers

    CAS number
    52247-81-1

    Molecular formula
    C14H16O4

    SMILES
    COC1=CC(=O)O[C@H]([C@H]1O)CCC2=CC=CC=C2

    Safety labels

  • Odor profile

    Fragrance
    Sweet 62.88%
    Spicy 38.62%
    Fruity 34.98%
    Caramellic 33.76%
    Vanilla 33.46%
    Balsamic 26.73%
    Creamy 25.17%
    Buttery 25.04%
    Floral 25.02%
    Honey 23.06%

     

    Flavor
    Bitter 47.05%
    Sweet 37.27%
    Floral 33.32%
    Balsam 30.74%
    Herbal 27.66%
    Spice 23.54%
    Oily 20.91%
    Lovage 20.42%
    Celery 20.33%
    Ethyl benzoate 20.25%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    6.81 (neutral)

    Molecular weight
    248.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    695°C

    Flash point

    • 169.07 ˚C est.

  • Synonyms

    • 52247-81-1
    • DTXSID801150000
    • (5R,6S)-5,6-Dihydro-5-hydroxy-4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one
    • RefChem:1050622
    • DTXCID901581555
    • (+)-Dihydrokawain-5-ol
    • dihydrokawain-5-ol
    • (2S,3R)-3-hydroxy-4-methoxy-2-(2-phenylethyl)-2,3-dihydropyran-6-one
    • 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-4-methoxy-6-(2-phenylethyl)-, (5R-cis)-
    • RUH8AF5DWD
    • 7,8-Dihydrokawain-5-ol
    • Dihydrokawain-5-ol, (+)-
    • MEGxp0_001720
    • orb1991955
    • ACon1_000142
    • Dihydrokawain-5-ol, (+/-)-
    • CHEBI:181514
    • D8899DH59J
    • (+)-(5R,6S)-Dihydrokawain-5-ol
    • (5R,6S)-5-Hydroxy-4-methoxy-6-(2-phenylethyl)-5,6-dihydro-2H-pyran-2-one
    • AKOS040734799
    • NCGC00180841-01
    • NS00097255
    • BRD-K90768238-001-01-0
    • 5-hydroxy-4-methoxy-6-phenethyl-5,6-dihydropyran-2-one
    • cis-5,6-dihydro-5-hydroxy-4-methoxy-6-(2-phenylethyl)-2h-pyran-2-one
    • 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-4-methoxy-6-(2-phenylethyl)-, (5R,6S)-
    • 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-4-methoxy-6-(2-phenylethyl)-, cis-
    • 40864-20-8
    • 52247-81-1

  • Applications

    (5R,6S)-5,6-Dihydro-5-hydroxy-4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one (CAS 52247-81-1) is primarily used as an odorant/fragrance ingredient in perfumery and cosmetics, where it can serve as a fragrance component or odorant for perfumes, body care products, and related formulations. It is also evaluated for aroma/flavor applications in the food sector on a speculative basis. Because of its lactone framework and phenethyl substituent, it may function as an intermediate in pharmaceutical and fine-chemical syntheses within industrial manufacturing. In household and cleaning product formulations, it may be employed to impart or enhance fragrance. Additionally, it may act as a building block for specialty materials development in industrial contexts (e.g., polymers or coatings), subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 30.9
    methanol 64.31
    isopropanol 14.3
    water 0.07
    ethyl acetate 74.1
    n-propanol 21.09
    acetone 75.05
    n-butanol 19.34
    acetonitrile 55.51
    DMF 102.21
    toluene 26.6
    isobutanol 10.84
    1,4-dioxane 120.78
    methyl acetate 60.55
    THF 179.39
    2-butanone 61.09
    n-pentanol 15.3
    sec-butanol 11.58
    n-hexane 0.25
    ethylene glycol 17.93
    NMP 49.79
    cyclohexane 0.87
    DMSO 468.8
    n-butyl acetate 25.37
    n-octanol 4.98
    chloroform 170.16
    n-propyl acetate 29.36
    acetic acid 69.74
    dichloromethane 218.71
    cyclohexanone 71.76
    propylene glycol 18.76
    isopropyl acetate 30.32
    DMAc 163.42
    2-ethoxyethanol 83.61
    isopentanol 18.06
    n-heptane 0.47
    ethyl formate 33.38
    1,2-dichloroethane 182.57
    n-hexanol 15.13
    2-methoxyethanol 146.16
    isobutyl acetate 15.5
    tetrachloromethane 6.26
    n-pentyl acetate 10.62
    transcutol 288.59
    n-heptanol 6.82
    ethylbenzene 10.83
    MIBK 29.28
    2-propoxyethanol 59.9
    tert-butanol 28.56
    MTBE 15.03
    2-butoxyethanol 27.36
    propionic acid 31.95
    o-xylene 15.07
    formic acid 47.74
    diethyl ether 24.1
    m-xylene 13.39
    p-xylene 11.78
    chlorobenzene 36.41
    dimethyl carbonate 38.92
    n-octane 0.31
    formamide 106.7
    cyclopentanone 100.59
    2-pentanone 45.62
    anisole 37.42
    cyclopentyl methyl ether 37.55
    gamma-butyrolactone 122.92
    1-methoxy-2-propanol 77.51
    pyridine 87.84
    3-pentanone 39.09
    furfural 124.55
    n-dodecane 0.39
    diethylene glycol 83.95
    diisopropyl ether 5.15
    tert-amyl alcohol 16.93
    acetylacetone 87.98
    n-hexadecane 0.47
    acetophenone 40.23
    methyl propionate 58.45
    isopentyl acetate 24.17
    trichloroethylene 262.97
    n-nonanol 5.8
    cyclohexanol 18.09
    benzyl alcohol 36.13
    2-ethylhexanol 9.49
    isooctanol 6.54
    dipropyl ether 11.58
    1,2-dichlorobenzene 35.84
    ethyl lactate 22.93
    propylene carbonate 51.42
    n-methylformamide 59.85
    2-pentanol 9.55
    n-pentane 0.21
    1-propoxy-2-propanol 34.04
    1-methoxy-2-propyl acetate 47.91
    2-(2-methoxypropoxy) propanol 42.61
    mesitylene 7.78
    ε-caprolactone 55.5
    p-cymene 7.52
    epichlorohydrin 228.3
    1,1,1-trichloroethane 53.79
    2-aminoethanol 29.61
    morpholine-4-carbaldehyde 97.98
    sulfolane 153.03
    2,2,4-trimethylpentane 0.5
    2-methyltetrahydrofuran 54.0
    n-hexyl acetate 14.84
    isooctane 0.42
    2-(2-butoxyethoxy)ethanol 55.6
    sec-butyl acetate 18.65
    tert-butyl acetate 32.88
    decalin 1.11
    glycerin 51.07
    diglyme 125.8
    acrylic acid 36.91
    isopropyl myristate 8.22
    n-butyric acid 41.82
    acetyl acetate 48.28
    di(2-ethylhexyl) phthalate 12.61
    ethyl propionate 31.3
    nitromethane 194.44
    1,2-diethoxyethane 47.21
    benzonitrile 35.42
    trioctyl phosphate 7.39
    1-bromopropane 30.61
    gamma-valerolactone 120.42
    n-decanol 4.82
    triethyl phosphate 18.08
    4-methyl-2-pentanol 8.56
    propionitrile 37.0
    vinylene carbonate 52.8
    1,1,2-trichlorotrifluoroethane 115.39
    DMS 31.32
    cumene 7.16
    2-octanol 3.58
    2-hexanone 26.12
    octyl acetate 10.0
    limonene 9.04
    1,2-dimethoxyethane 113.2
    ethyl orthosilicate 15.8
    tributyl phosphate 10.73
    diacetone alcohol 52.11
    N,N-dimethylaniline 22.52
    acrylonitrile 62.06
    aniline 44.37
    1,3-propanediol 51.64
    bromobenzene 35.68
    dibromomethane 103.32
    1,1,2,2-tetrachloroethane 179.35
    2-methyl-cyclohexyl acetate 21.97
    tetrabutyl urea 16.22
    diisobutyl methanol 7.1
    2-phenylethanol 28.82
    styrene 15.36
    dioctyl adipate 17.78
    dimethyl sulfate 71.71
    ethyl butyrate 25.61
    methyl lactate 37.17
    butyl lactate 15.18
    diethyl carbonate 21.89
    propanediol butyl ether 22.22
    triethyl orthoformate 20.14
    p-tert-butyltoluene 6.99
    methyl 4-tert-butylbenzoate 30.42
    morpholine 119.47
    tert-butylamine 9.45
    n-dodecanol 3.96
    dimethoxymethane 118.69
    ethylene carbonate 43.03
    cyrene 43.86
    2-ethoxyethyl acetate 31.26
    2-ethylhexyl acetate 17.55
    1,2,4-trichlorobenzene 45.5
    4-methylpyridine 56.64
    dibutyl ether 8.73
    2,6-dimethyl-4-heptanol 7.1
    DEF 49.72
    dimethyl isosorbide 74.47
    tetrachloroethylene 91.28
    eugenol 32.51
    triacetin 31.53
    span 80 23.62
    1,4-butanediol 17.48
    1,1-dichloroethane 79.08
    2-methyl-1-pentanol 15.23
    methyl formate 53.28
    2-methyl-1-butanol 14.16
    n-decane 0.57
    butyronitrile 28.0
    3,7-dimethyl-1-octanol 7.68
    1-chlorooctane 3.65
    1-chlorotetradecane 1.83
    n-nonane 0.44
    undecane 0.47
    tert-butylcyclohexane 0.84
    cyclooctane 0.42
    cyclopentanol 16.17
    tetrahydropyran 58.42
    tert-amyl methyl ether 14.34
    2,5,8-trioxanonane 93.84
    1-hexene 2.4
    2-isopropoxyethanol 42.23
    2,2,2-trifluoroethanol 29.1
    methyl butyrate 37.29

    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