3-Ethyl-1,2-cyclopentanedione

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  • Identifiers

    CAS number
    21835-01-8

    Molecular formula
    C7H10O2

    SMILES
    CCC1=C(C(=O)CC1)O

  • Odor profile

    Fragrance
    Caramellic 84.09%
    Sweet 74.26%
    Burnt 55.51%
    Coffee 31.12%
    Nutty 29.38%
    Phenolic 29.29%
    Roasted 28.28%
    Buttery 27.06%
    Creamy 24.17%
    Malty 23.26%

     

    Flavor
    Caramel 51.39%
    Maple 44.1%
    Sweet 40.55%
    Smoky 26.03%
    Spice 25.65%
    Sugar 25.5%
    Minty 25.48%
    Maple syrup 23.83%
    Phenolic 22.56%
    Fenugreek 22.43%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    8.7 (weak base)

    Molecular weight
    126.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 38 - 40 °C

    Boiling point

    • 78.00 to 80.00 °C. @ 4.00 mm Hg

    Flash point

    • 96.01 ˚C est.

    Solubility expt.

    • miscible with alcohol, glycerol, benzyl alcohol and water

  • Synonyms

    • 21835-01-8
    • 3-ETHYL-2-HYDROXY-2-CYCLOPENTEN-1-ONE
    • 3-Ethyl-2-hydroxycyclopent-2-en-1-one
    • 2-Cyclopenten-1-one, 3-ethyl-2-hydroxy-
    • 3-Ethyl-2-hydroxycyclopent-2-enone
    • 2-Hydroxy-3-ethyl-2-cyclopenten-1-one
    • FEMA No. 3152
    • 3-Ethyl-2-cyclopenten-2-ol-1-one
    • Ethylcyclotene
    • ETHYLCYCLOPENTENOLONE
    • 3-ETHYL-1,2-CYCLOPENTANEDIONE
    • XH8EA788C9
    • 2-Hydroxy-3-ethyl-2-cyclopentene-1-one
    • 3-Ethyl-2-hydroxy-2-cyclopentenone
    • EINECS 244-606-5
    • MFCD00012391
    • DTXSID0044232
    • 2-hydroxy-3-ethyl-2-cyclopentenone
    • Enol-3-Ethyl-1,2-cyclopentanedione
    • 2-Cyclopenten-1-one, 2-hydroxy-3-ethyl
    • 3-ETHYL-2-HYDROXY-2-CYCLOPENTEN-1-ONE [FHFI]
    • UNII-XH8EA788C9
    • SCHEMBL1171891
    • DTXCID8024232
    • DTXCID50209889
    • CHEBI:184311
    • WAA83501
    • AKOS009031448
    • AS-64041
    • Ethylcyclopentenolone, natural, 97%, FG
    • SY053179
    • DB-045709
    • E0792
    • NS00021859
    • EN300-34056
    • D90570
    • Q27293841
    • 244-606-5

  • Applications

    The solution form of 3-Ethyl-2-hydroxy-2-cyclopenten-1-one (CAS 21835-01-8) is widely employed as a sophisticated flavor-fragrance ingredient that imparts a sweet woody, caramel nuance to fine perfumes, scented candles and personal-care goods, while also serving as a synthetic precursor for bicyclic pharmaceutical intermediates that exploit its characteristic enol-ketone motif in experimental antioxidant and anti-inflammatory agents; in academic laboratories the compound is further used as a model substrate for intramolecular Michael additions, nucleophilic conjugate studies and the design of organocatalysts aimed at developing greener chemical methodologies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 383.82
    methanol 756.43
    isopropanol 257.76
    water 18.59
    ethyl acetate 203.24
    n-propanol 267.46
    acetone 261.0
    n-butanol 239.06
    acetonitrile 265.2
    DMF 378.58
    toluene 56.65
    isobutanol 197.36
    1,4-dioxane 503.11
    methyl acetate 234.72
    THF 390.02
    2-butanone 179.39
    n-pentanol 184.92
    sec-butanol 188.64
    n-hexane 13.43
    ethylene glycol 161.62
    NMP 213.97
    cyclohexane 14.5
    DMSO 470.41
    n-butyl acetate 196.99
    n-octanol 129.0
    chloroform 517.58
    n-propyl acetate 156.88
    acetic acid 423.83
    dichloromethane 468.36
    cyclohexanone 220.25
    propylene glycol 107.3
    isopropyl acetate 147.0
    DMAc 228.42
    2-ethoxyethanol 378.6
    isopentanol 243.81
    n-heptane 11.6
    ethyl formate 174.07
    1,2-dichloroethane 300.76
    n-hexanol 192.6
    2-methoxyethanol 521.37
    isobutyl acetate 109.69
    tetrachloromethane 115.83
    n-pentyl acetate 164.18
    transcutol 1307.83
    n-heptanol 132.58
    ethylbenzene 57.02
    MIBK 156.05
    2-propoxyethanol 346.19
    tert-butanol 400.47
    MTBE 232.93
    2-butoxyethanol 259.78
    propionic acid 241.76
    o-xylene 68.71
    formic acid 385.68
    diethyl ether 201.21
    m-xylene 62.97
    p-xylene 81.2
    chlorobenzene 150.57
    dimethyl carbonate 95.58
    n-octane 9.02
    formamide 539.87
    cyclopentanone 272.86
    2-pentanone 162.96
    anisole 180.04
    cyclopentyl methyl ether 132.98
    gamma-butyrolactone 383.69
    1-methoxy-2-propanol 305.32
    pyridine 245.08
    3-pentanone 103.51
    furfural 408.49
    n-dodecane 9.09
    diethylene glycol 337.04
    diisopropyl ether 72.84
    tert-amyl alcohol 261.02
    acetylacetone 221.52
    n-hexadecane 10.25
    acetophenone 157.87
    methyl propionate 147.05
    isopentyl acetate 198.74
    trichloroethylene 551.31
    n-nonanol 116.18
    cyclohexanol 129.0
    benzyl alcohol 151.25
    2-ethylhexanol 104.12
    isooctanol 116.89
    dipropyl ether 85.08
    1,2-dichlorobenzene 164.47
    ethyl lactate 91.04
    propylene carbonate 203.72
    n-methylformamide 312.67
    2-pentanol 150.84
    n-pentane 13.54
    1-propoxy-2-propanol 204.33
    1-methoxy-2-propyl acetate 186.64
    2-(2-methoxypropoxy) propanol 230.17
    mesitylene 54.15
    ε-caprolactone 229.38
    p-cymene 52.11
    epichlorohydrin 434.26
    1,1,1-trichloroethane 274.79
    2-aminoethanol 256.68
    morpholine-4-carbaldehyde 391.06
    sulfolane 446.27
    2,2,4-trimethylpentane 15.05
    2-methyltetrahydrofuran 216.45
    n-hexyl acetate 224.79
    isooctane 15.33
    2-(2-butoxyethoxy)ethanol 368.0
    sec-butyl acetate 112.77
    tert-butyl acetate 200.96
    decalin 16.33
    glycerin 194.1
    diglyme 628.07
    acrylic acid 241.24
    isopropyl myristate 83.73
    n-butyric acid 283.6
    acetyl acetate 152.32
    di(2-ethylhexyl) phthalate 82.98
    ethyl propionate 123.85
    nitromethane 585.81
    1,2-diethoxyethane 329.82
    benzonitrile 188.37
    trioctyl phosphate 64.28
    1-bromopropane 121.98
    gamma-valerolactone 404.08
    n-decanol 83.94
    triethyl phosphate 67.86
    4-methyl-2-pentanol 123.32
    propionitrile 185.82
    vinylene carbonate 218.67
    1,1,2-trichlorotrifluoroethane 327.29
    DMS 163.1
    cumene 56.71
    2-octanol 97.23
    2-hexanone 148.7
    octyl acetate 104.68
    limonene 61.48
    1,2-dimethoxyethane 466.11
    ethyl orthosilicate 70.88
    tributyl phosphate 78.6
    diacetone alcohol 240.9
    N,N-dimethylaniline 117.99
    acrylonitrile 267.28
    aniline 130.56
    1,3-propanediol 335.38
    bromobenzene 136.04
    dibromomethane 267.7
    1,1,2,2-tetrachloroethane 390.0
    2-methyl-cyclohexyl acetate 108.44
    tetrabutyl urea 92.59
    diisobutyl methanol 82.28
    2-phenylethanol 166.34
    styrene 73.3
    dioctyl adipate 104.44
    dimethyl sulfate 156.26
    ethyl butyrate 128.06
    methyl lactate 108.23
    butyl lactate 125.73
    diethyl carbonate 98.48
    propanediol butyl ether 232.86
    triethyl orthoformate 99.14
    p-tert-butyltoluene 52.84
    methyl 4-tert-butylbenzoate 173.02
    morpholine 402.31
    tert-butylamine 236.66
    n-dodecanol 61.62
    dimethoxymethane 292.06
    ethylene carbonate 173.27
    cyrene 162.95
    2-ethoxyethyl acetate 253.72
    2-ethylhexyl acetate 137.15
    1,2,4-trichlorobenzene 180.63
    4-methylpyridine 195.23
    dibutyl ether 119.21
    2,6-dimethyl-4-heptanol 82.28
    DEF 177.45
    dimethyl isosorbide 302.97
    tetrachloroethylene 337.95
    eugenol 196.41
    triacetin 178.95
    span 80 171.58
    1,4-butanediol 162.72
    1,1-dichloroethane 267.67
    2-methyl-1-pentanol 175.28
    methyl formate 247.64
    2-methyl-1-butanol 186.6
    n-decane 14.75
    butyronitrile 172.18
    3,7-dimethyl-1-octanol 127.13
    1-chlorooctane 64.95
    1-chlorotetradecane 27.98
    n-nonane 12.76
    undecane 11.29
    tert-butylcyclohexane 19.01
    cyclooctane 6.82
    cyclopentanol 143.87
    tetrahydropyran 214.17
    tert-amyl methyl ether 149.57
    2,5,8-trioxanonane 399.42
    1-hexene 51.69
    2-isopropoxyethanol 256.35
    2,2,2-trifluoroethanol 202.87
    methyl butyrate 169.24

    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