4-Hydroxy-3-methyl-2-(2Z)-2-penten-1-yl-2-cyclopenten-1-one

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  • Identifiers

    CAS number
    54383-66-3

    Molecular formula
    C11H16O2

    SMILES
    CC/C=C\CC1=C(C(CC1=O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Floral 61.8%
    Spicy 56.72%
    Herbal 55.4%
    Jasmin 46.86%
    Sweet 46.84%
    Fruity 45.54%
    Green 44.14%
    Woody 40.1%
    Celery 35.39%
    Fresh 33.39%

     

    Flavor
    Herbal 59.36%
    Spicy 49.2%
    Spice 36.96%
    Woody 35.07%
    Minty 34.72%
    Fresh 33.65%
    Celery 31.55%
    Floral 31.17%
    Mint 25.03%
    Jasmin 23.97%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    8.72 (weak base)

    Molecular weight
    180.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    308°C

    Flash point

    • 128.79 ˚C est.

  • Synonyms

    • 54383-66-3
    • RefChem:293251
    • 4-Hydroxy-3-methyl-2-(2Z)-2-penten-1-yl-2-cyclopenten-1-one
    • 2-Cyclopenten-1-one, 4-hydroxy-3-methyl-2-(2Z)-2-penten-1-yl-
    • SCHEMBL10631516
    • 54383-66-3

  • Applications

    4-Hydroxy-3-methyl-2-(2Z)-2-penten-1-yl-2-cyclopenten-1-one (CAS 54383-66-3) is primarily used as a fragrance ingredient in perfumery and cosmetics, serving as an aroma compound and/or a fixative to extend scent persistence in personal care and household products. It may also be considered an aroma ingredient in cleaning formulations and related consumer products to improve overall odor. The enone functionality on the cyclopentenone ring can make it a useful building block or intermediate in organic synthesis within industrial manufacturing. Additionally, within regulatory and safety constraints, it may be evaluated for flavor/aroma applications in food and beverage processing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 742.87
    methanol 1040.94
    isopropanol 647.85
    water 3.1
    ethyl acetate 585.13
    n-propanol 625.5
    acetone 860.93
    n-butanol 592.82
    acetonitrile 626.1
    DMF 1252.37
    toluene 260.83
    isobutanol 499.64
    1,4-dioxane 1337.22
    methyl acetate 515.45
    THF 1047.54
    2-butanone 584.26
    n-pentanol 351.16
    sec-butanol 503.69
    n-hexane 31.46
    ethylene glycol 210.79
    NMP 739.7
    cyclohexane 66.83
    DMSO 1028.91
    n-butyl acetate 320.34
    n-octanol 108.04
    chloroform 1399.94
    n-propyl acetate 286.07
    acetic acid 620.19
    dichloromethane 1003.47
    cyclohexanone 688.07
    propylene glycol 309.38
    isopropyl acetate 373.69
    DMAc 830.23
    2-ethoxyethanol 511.73
    isopentanol 585.6
    n-heptane 10.49
    ethyl formate 300.2
    1,2-dichloroethane 717.53
    n-hexanol 314.62
    2-methoxyethanol 929.23
    isobutyl acetate 201.35
    tetrachloromethane 191.53
    n-pentyl acetate 155.63
    transcutol 1733.33
    n-heptanol 115.45
    ethylbenzene 130.35
    MIBK 314.42
    2-propoxyethanol 499.39
    tert-butanol 957.74
    MTBE 710.21
    2-butoxyethanol 241.99
    propionic acid 467.75
    o-xylene 150.11
    formic acid 318.34
    diethyl ether 643.58
    m-xylene 188.78
    p-xylene 176.92
    chlorobenzene 354.19
    dimethyl carbonate 225.47
    n-octane 4.89
    formamide 522.9
    cyclopentanone 739.87
    2-pentanone 480.52
    anisole 335.17
    cyclopentyl methyl ether 459.03
    gamma-butyrolactone 790.61
    1-methoxy-2-propanol 663.79
    pyridine 742.65
    3-pentanone 350.01
    furfural 650.28
    n-dodecane 5.55
    diethylene glycol 477.72
    diisopropyl ether 147.65
    tert-amyl alcohol 653.96
    acetylacetone 544.8
    n-hexadecane 6.6
    acetophenone 272.12
    methyl propionate 383.89
    isopentyl acetate 305.84
    trichloroethylene 1254.36
    n-nonanol 98.54
    cyclohexanol 479.35
    benzyl alcohol 281.58
    2-ethylhexanol 151.84
    isooctanol 98.94
    dipropyl ether 143.87
    1,2-dichlorobenzene 295.86
    ethyl lactate 149.37
    propylene carbonate 424.5
    n-methylformamide 545.94
    2-pentanol 380.93
    n-pentane 29.58
    1-propoxy-2-propanol 316.6
    1-methoxy-2-propyl acetate 341.12
    2-(2-methoxypropoxy) propanol 285.02
    mesitylene 113.85
    ε-caprolactone 554.87
    p-cymene 63.03
    epichlorohydrin 891.03
    1,1,1-trichloroethane 677.76
    2-aminoethanol 439.19
    morpholine-4-carbaldehyde 739.15
    sulfolane 772.09
    2,2,4-trimethylpentane 24.09
    2-methyltetrahydrofuran 777.56
    n-hexyl acetate 228.71
    isooctane 20.45
    2-(2-butoxyethoxy)ethanol 408.98
    sec-butyl acetate 218.26
    tert-butyl acetate 384.43
    decalin 34.29
    glycerin 414.33
    diglyme 699.6
    acrylic acid 406.96
    isopropyl myristate 83.12
    n-butyric acid 604.15
    acetyl acetate 337.91
    di(2-ethylhexyl) phthalate 98.84
    ethyl propionate 238.49
    nitromethane 854.67
    1,2-diethoxyethane 404.61
    benzonitrile 329.45
    trioctyl phosphate 64.95
    1-bromopropane 370.9
    gamma-valerolactone 847.49
    n-decanol 70.75
    triethyl phosphate 105.03
    4-methyl-2-pentanol 220.09
    propionitrile 463.31
    vinylene carbonate 387.08
    1,1,2-trichlorotrifluoroethane 674.86
    DMS 242.72
    cumene 90.75
    2-octanol 77.76
    2-hexanone 303.16
    octyl acetate 103.6
    limonene 92.48
    1,2-dimethoxyethane 768.22
    ethyl orthosilicate 103.03
    tributyl phosphate 87.64
    diacetone alcohol 438.18
    N,N-dimethylaniline 200.64
    acrylonitrile 503.16
    aniline 464.92
    1,3-propanediol 563.41
    bromobenzene 338.48
    dibromomethane 634.15
    1,1,2,2-tetrachloroethane 1096.08
    2-methyl-cyclohexyl acetate 161.4
    tetrabutyl urea 107.52
    diisobutyl methanol 93.71
    2-phenylethanol 230.98
    styrene 172.97
    dioctyl adipate 123.59
    dimethyl sulfate 331.3
    ethyl butyrate 185.56
    methyl lactate 231.97
    butyl lactate 151.95
    diethyl carbonate 145.18
    propanediol butyl ether 272.57
    triethyl orthoformate 145.74
    p-tert-butyltoluene 65.0
    methyl 4-tert-butylbenzoate 196.58
    morpholine 1353.54
    tert-butylamine 563.46
    n-dodecanol 52.55
    dimethoxymethane 601.94
    ethylene carbonate 352.38
    cyrene 248.06
    2-ethoxyethyl acetate 273.48
    2-ethylhexyl acetate 212.73
    1,2,4-trichlorobenzene 371.97
    4-methylpyridine 660.87
    dibutyl ether 130.87
    2,6-dimethyl-4-heptanol 93.71
    DEF 527.93
    dimethyl isosorbide 394.16
    tetrachloroethylene 681.64
    eugenol 216.88
    triacetin 225.95
    span 80 216.06
    1,4-butanediol 203.39
    1,1-dichloroethane 767.31
    2-methyl-1-pentanol 337.58
    methyl formate 365.83
    2-methyl-1-butanol 500.73
    n-decane 8.97
    butyronitrile 440.28
    3,7-dimethyl-1-octanol 122.84
    1-chlorooctane 57.75
    1-chlorotetradecane 24.5
    n-nonane 7.42
    undecane 6.74
    tert-butylcyclohexane 31.39
    cyclooctane 15.58
    cyclopentanol 439.96
    tetrahydropyran 964.39
    tert-amyl methyl ether 349.04
    2,5,8-trioxanonane 459.76
    1-hexene 146.67
    2-isopropoxyethanol 346.08
    2,2,2-trifluoroethanol 268.4
    methyl butyrate 323.45

    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