3,4,4-Trimethyl-1,2-cyclopentanedione

Overview IFRA Request a quote

  • Identifiers

    CAS number
    86702-81-0

    Molecular formula
    C8H12O2

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

  • Odor profile

    Fragrance
    Sweet 77.84%
    Caramellic 65.64%
    Burnt 50.18%
    Phenolic 45.37%
    Woody 42.61%
    Tobacco 40.92%
    Camphoreous 35.86%
    Mint 35.36%
    Spicy 35.01%
    Musty 31.15%

     

    Flavor
    Woody 59.74%
    Sweet 57.56%
    Tobacco 55.97%
    Phenolic 52.9%
    Caramel 41.42%
    Minty 39.16%
    Dry 38.79%
    Herbal 37.0%
    Spicy 36.31%
    Smoky 36.01%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    8.39 (weak base)

    Molecular weight
    140.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    254°C

    Flash point

    • 97.91 ˚C est.

  • Synonyms

    • 2-HYDROXY-3,4,4-TRIMETHYLCYCLOPENT-2-ENONE
    • 86702-81-0
    • 2-hydroxy-3,4,4-trimethylcyclopent-2-en-1-one
    • 3,4,4-Trimethyl-1,2-cyclopentanedione
    • 2-Hydroxy-3,4,4-trimethyl-2-cyclopenten-1-one
    • 2-Cyclopenten-1-one, 2-hydroxy-3,4,4-trimethyl
    • SCHEMBL10454004
    • DTXSID10423862
    • CHEBI:195719
    • LTRJTLUJZFBIEN-UHFFFAOYSA-N
    • AKOS006289135

  • Applications

    3,4,4-Trimethyl-1,2-cyclopentanedione is a versatile beta-diketone that serves as a building block in organic synthesis. In industrial practice it is commonly used as an intermediate to access pharmaceutical and agrochemical compounds, and as a precursor for other fine chemicals. In fragrance chemistry it can act as an odor-active ingredient or fixative, and it is sometimes utilized in cosmetics and personal care formulations for scent contribution. In polymer and materials science it is evaluated as a monomer precursor or functional building block to introduce dialkylcyclopentanedione motifs, and in research settings it may function as a ligand or coordinating agent in metal-catalyzed processes. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 489.61
    methanol 710.48
    isopropanol 293.62
    water 81.87
    ethyl acetate 235.74
    n-propanol 307.91
    acetone 270.65
    n-butanol 233.83
    acetonitrile 275.03
    DMF 314.26
    toluene 42.23
    isobutanol 172.96
    1,4-dioxane 625.4
    methyl acetate 214.55
    THF 672.08
    2-butanone 192.34
    n-pentanol 142.33
    sec-butanol 215.96
    n-hexane 14.13
    ethylene glycol 205.88
    NMP 229.82
    cyclohexane 14.29
    DMSO 288.43
    n-butyl acetate 111.39
    n-octanol 96.79
    chloroform 362.71
    n-propyl acetate 104.81
    acetic acid 461.0
    dichloromethane 284.78
    cyclohexanone 182.02
    propylene glycol 169.54
    isopropyl acetate 144.93
    DMAc 169.09
    2-ethoxyethanol 326.11
    isopentanol 160.97
    n-heptane 15.01
    ethyl formate 165.02
    1,2-dichloroethane 178.88
    n-hexanol 186.47
    2-methoxyethanol 649.62
    isobutyl acetate 65.74
    tetrachloromethane 96.63
    n-pentyl acetate 83.58
    transcutol 579.2
    n-heptanol 114.1
    ethylbenzene 35.12
    MIBK 124.84
    2-propoxyethanol 351.58
    tert-butanol 317.79
    MTBE 178.43
    2-butoxyethanol 200.78
    propionic acid 232.33
    o-xylene 44.95
    formic acid 517.3
    diethyl ether 235.74
    m-xylene 50.43
    p-xylene 60.65
    chlorobenzene 81.82
    dimethyl carbonate 92.59
    n-octane 8.67
    formamide 629.67
    cyclopentanone 283.97
    2-pentanone 169.02
    anisole 114.78
    cyclopentyl methyl ether 190.99
    gamma-butyrolactone 387.2
    1-methoxy-2-propanol 411.21
    pyridine 173.22
    3-pentanone 116.08
    furfural 288.79
    n-dodecane 6.05
    diethylene glycol 353.23
    diisopropyl ether 74.93
    tert-amyl alcohol 215.16
    acetylacetone 205.35
    n-hexadecane 6.75
    acetophenone 98.82
    methyl propionate 169.34
    isopentyl acetate 103.63
    trichloroethylene 310.97
    n-nonanol 86.87
    cyclohexanol 128.54
    benzyl alcohol 93.04
    2-ethylhexanol 88.67
    isooctanol 84.76
    dipropyl ether 89.58
    1,2-dichlorobenzene 88.29
    ethyl lactate 74.79
    propylene carbonate 192.37
    n-methylformamide 335.06
    2-pentanol 160.52
    n-pentane 17.1
    1-propoxy-2-propanol 212.04
    1-methoxy-2-propyl acetate 161.25
    2-(2-methoxypropoxy) propanol 150.78
    mesitylene 38.96
    ε-caprolactone 200.81
    p-cymene 35.76
    epichlorohydrin 371.68
    1,1,1-trichloroethane 202.54
    2-aminoethanol 327.02
    morpholine-4-carbaldehyde 353.8
    sulfolane 314.75
    2,2,4-trimethylpentane 12.07
    2-methyltetrahydrofuran 322.22
    n-hexyl acetate 126.22
    isooctane 12.96
    2-(2-butoxyethoxy)ethanol 218.22
    sec-butyl acetate 77.92
    tert-butyl acetate 163.35
    decalin 12.41
    glycerin 264.76
    diglyme 359.68
    acrylic acid 215.72
    isopropyl myristate 49.85
    n-butyric acid 258.13
    acetyl acetate 140.75
    di(2-ethylhexyl) phthalate 53.24
    ethyl propionate 104.35
    nitromethane 541.55
    1,2-diethoxyethane 155.88
    benzonitrile 89.94
    trioctyl phosphate 43.32
    1-bromopropane 94.47
    gamma-valerolactone 383.77
    n-decanol 62.18
    triethyl phosphate 52.47
    4-methyl-2-pentanol 101.23
    propionitrile 166.06
    vinylene carbonate 168.68
    1,1,2-trichlorotrifluoroethane 282.69
    DMS 107.11
    cumene 35.67
    2-octanol 75.47
    2-hexanone 100.45
    octyl acetate 63.91
    limonene 45.94
    1,2-dimethoxyethane 349.68
    ethyl orthosilicate 52.55
    tributyl phosphate 47.78
    diacetone alcohol 214.04
    N,N-dimethylaniline 76.99
    acrylonitrile 195.65
    aniline 109.59
    1,3-propanediol 401.45
    bromobenzene 64.05
    dibromomethane 171.48
    1,1,2,2-tetrachloroethane 257.6
    2-methyl-cyclohexyl acetate 82.66
    tetrabutyl urea 56.71
    diisobutyl methanol 60.69
    2-phenylethanol 134.52
    styrene 34.85
    dioctyl adipate 64.2
    dimethyl sulfate 137.78
    ethyl butyrate 89.67
    methyl lactate 123.35
    butyl lactate 80.98
    diethyl carbonate 65.13
    propanediol butyl ether 158.15
    triethyl orthoformate 71.89
    p-tert-butyltoluene 37.58
    methyl 4-tert-butylbenzoate 119.81
    morpholine 554.61
    tert-butylamine 177.78
    n-dodecanol 45.22
    dimethoxymethane 305.86
    ethylene carbonate 145.24
    cyrene 135.41
    2-ethoxyethyl acetate 124.88
    2-ethylhexyl acetate 77.33
    1,2,4-trichlorobenzene 105.87
    4-methylpyridine 133.15
    dibutyl ether 65.36
    2,6-dimethyl-4-heptanol 60.69
    DEF 143.77
    dimethyl isosorbide 234.62
    tetrachloroethylene 208.18
    eugenol 125.93
    triacetin 107.24
    span 80 128.27
    1,4-butanediol 130.76
    1,1-dichloroethane 197.49
    2-methyl-1-pentanol 106.67
    methyl formate 247.72
    2-methyl-1-butanol 140.55
    n-decane 11.17
    butyronitrile 149.49
    3,7-dimethyl-1-octanol 82.67
    1-chlorooctane 43.93
    1-chlorotetradecane 16.52
    n-nonane 10.34
    undecane 7.94
    tert-butylcyclohexane 14.23
    cyclooctane 6.84
    cyclopentanol 182.49
    tetrahydropyran 295.47
    tert-amyl methyl ether 125.0
    2,5,8-trioxanonane 237.43
    1-hexene 46.02
    2-isopropoxyethanol 194.05
    2,2,2-trifluoroethanol 270.13
    methyl butyrate 114.21

    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