3,5-Dimethyl-1,2-cyclopentanedione

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  • Identifiers

    CAS number
    13494-07-0

    Molecular formula
    C7H10O2

    SMILES
    CC1CC(C(=O)C1=O)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Caramellic 87.33%
    Sweet 76.44%
    Burnt 69.56%
    Coffee 53.98%
    Nutty 43.9%
    Roasted 39.91%
    Buttery 30.59%
    Woody 27.81%
    Phenolic 25.23%
    Hay 25.13%

    Scent© AI

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    7.09 (neutral)

    Molecular weight
    126.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    213°C

    Melting point expt.

    • 91 - 92 °C

    Flash point est.
    70.98 ˚C

    Solubility expt.

    • insoluble in water

  • Synonyms

    • 3,5-Dimethyl-1,2-cyclopentanedione
    • 13494-07-0
    • 3,5-Dimethylcyclopentane-1,2-dione
    • 3,5-Dimethyl-1,2-cyclopentadione
    • Caramel
    • 1,2-Cyclopentanedione, 3,5-dimethyl-
    • DTXSID0047660
    • DTXCID8027660
    • FEMA 3269
    • 3,5-Dimethyl-1, 2-cyclopentanedione
    • EINECS 236-811-3
    • UNII-DV18V4XD6W
    • 2-Hydroxy-3,5-dimethyl-2-cyclopenten-1-one, 9CI
    • MFCD00143076
    • 3,5-dimethyl-2-hydroxy-2-cyclopenten-1-one
    • CARAMEL COLOR A
    • starbld0016612
    • Fema3269
    • 3,5-DIMETHYL-1,2-CYCLOPENTANEDIONE [FHFI]
    • C.I. Natural Brown 10
    • SCHEMBL873396
    • CHEMBL3183686
    • CHEBI:195838
    • NAA49407
    • Tox21_302565
    • 3,5-dimethyl-cyclopentane-1,2-dione
    • AKOS015898994
    • NCGC00256668-01
    • AS-61756
    • CAS-13494-07-0
    • 3,5-Dimethyl-1,2-cyclopentadione, >=97%
    • CS-0238807
    • NS00021615
    • D95710
    • EN300-2009849

  • Applications

    3,5-Dimethyl-1,2-cyclopentadione (CAS 13494-07-0) is a cyclic diketone valued by fragrance, pharmaceutical and synthetic-organic laboratories as a versatile building block: it serves as a precursor for the construction of nitrogen-containing heterocycles such as pyrazoles, imidazoles and pyrimidines and for the semi-synthesis of bioactive compounds, functions as an intermediate that imparts caramel-malt notes in flavor formulation, is employed as a model compound for probing keto-enol tautomerism and metal-coordination behavior in physical-organic and coordination chemistry, is used as an internal standard in GC-MS methods for volatile diketone monitoring, and acts as a chain-initiating or cross-linkable motif in functional polymer design, thus bridging fundamental research with industrial practice across the domains of aroma chemistry, drug discovery, materials science and environmental analysis.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 387.48
    methanol 734.14
    isopropanol 262.82
    water 85.16
    ethyl acetate 304.09
    n-propanol 282.09
    acetone 481.96
    n-butanol 249.39
    acetonitrile 525.1
    DMF 381.9
    toluene 113.78
    isobutanol 225.53
    1,4-dioxane 564.73
    methyl acetate 368.14
    THF 560.39
    2-butanone 305.22
    n-pentanol 197.6
    sec-butanol 222.53
    n-hexane 36.03
    ethylene glycol 183.97
    NMP 523.85
    cyclohexane 47.48
    DMSO 378.8
    n-butyl acetate 247.93
    n-octanol 138.51
    chloroform 1266.48
    n-propyl acetate 201.72
    acetic acid 960.18
    dichloromethane 1048.47
    cyclohexanone 436.19
    propylene glycol 123.53
    isopropyl acetate 192.95
    DMAc 285.23
    2-ethoxyethanol 372.52
    isopentanol 228.26
    n-heptane 22.41
    ethyl formate 316.25
    1,2-dichloroethane 551.27
    n-hexanol 187.29
    2-methoxyethanol 534.16
    isobutyl acetate 129.65
    tetrachloromethane 278.18
    n-pentyl acetate 205.34
    transcutol 927.86
    n-heptanol 128.11
    ethylbenzene 96.15
    MIBK 178.8
    2-propoxyethanol 315.78
    tert-butanol 290.89
    MTBE 212.31
    2-butoxyethanol 236.76
    propionic acid 410.7
    o-xylene 111.73
    formic acid 698.28
    diethyl ether 261.36
    m-xylene 104.74
    p-xylene 151.1
    chlorobenzene 335.65
    dimethyl carbonate 123.75
    n-octane 14.86
    formamide 797.07
    cyclopentanone 519.68
    2-pentanone 246.46
    anisole 203.24
    cyclopentyl methyl ether 253.49
    gamma-butyrolactone 789.84
    1-methoxy-2-propanol 268.01
    pyridine 428.32
    3-pentanone 189.71
    furfural 719.65
    n-dodecane 12.98
    diethylene glycol 318.32
    diisopropyl ether 96.02
    tert-amyl alcohol 241.82
    acetylacetone 310.16
    n-hexadecane 14.59
    acetophenone 224.93
    methyl propionate 225.66
    isopentyl acetate 211.27
    trichloroethylene 1134.67
    n-nonanol 116.43
    cyclohexanol 228.15
    benzyl alcohol 193.96
    2-ethylhexanol 115.48
    isooctanol 112.39
    dipropyl ether 108.46
    1,2-dichlorobenzene 368.47
    ethyl lactate 108.93
    propylene carbonate 435.65
    n-methylformamide 429.89
    2-pentanol 176.29
    n-pentane 34.25
    1-propoxy-2-propanol 204.32
    1-methoxy-2-propyl acetate 209.86
    2-(2-methoxypropoxy) propanol 194.02
    mesitylene 81.17
    ε-caprolactone 443.09
    p-cymene 75.4
    epichlorohydrin 697.23
    1,1,1-trichloroethane 610.32
    2-aminoethanol 270.29
    morpholine-4-carbaldehyde 500.0
    sulfolane 697.07
    2,2,4-trimethylpentane 27.12
    2-methyltetrahydrofuran 403.73
    n-hexyl acetate 285.3
    isooctane 22.09
    2-(2-butoxyethoxy)ethanol 278.92
    sec-butyl acetate 139.68
    tert-butyl acetate 212.15
    decalin 32.65
    glycerin 214.49
    diglyme 504.7
    acrylic acid 451.49
    isopropyl myristate 91.91
    n-butyric acid 436.25
    acetyl acetate 248.94
    di(2-ethylhexyl) phthalate 102.42
    ethyl propionate 165.33
    nitromethane 1076.23
    1,2-diethoxyethane 279.89
    benzonitrile 325.74
    trioctyl phosphate 74.62
    1-bromopropane 239.45
    gamma-valerolactone 643.67
    n-decanol 82.42
    triethyl phosphate 88.17
    4-methyl-2-pentanol 120.79
    propionitrile 282.88
    vinylene carbonate 441.86
    1,1,2-trichlorotrifluoroethane 506.52
    DMS 249.29
    cumene 87.0
    2-octanol 101.53
    2-hexanone 191.07
    octyl acetate 122.6
    limonene 91.2
    1,2-dimethoxyethane 397.31
    ethyl orthosilicate 88.83
    tributyl phosphate 98.64
    diacetone alcohol 218.8
    N,N-dimethylaniline 140.86
    acrylonitrile 412.07
    aniline 196.43
    1,3-propanediol 342.67
    bromobenzene 308.39
    dibromomethane 642.63
    1,1,2,2-tetrachloroethane 819.2
    2-methyl-cyclohexyl acetate 150.25
    tetrabutyl urea 114.69
    diisobutyl methanol 81.02
    2-phenylethanol 187.4
    styrene 115.42
    dioctyl adipate 126.33
    dimethyl sulfate 210.15
    ethyl butyrate 150.71
    methyl lactate 131.86
    butyl lactate 154.56
    diethyl carbonate 119.3
    propanediol butyl ether 219.57
    triethyl orthoformate 118.92
    p-tert-butyltoluene 70.7
    methyl 4-tert-butylbenzoate 201.77
    morpholine 485.91
    tert-butylamine 197.52
    n-dodecanol 60.7
    dimethoxymethane 280.48
    ethylene carbonate 346.98
    cyrene 191.97
    2-ethoxyethyl acetate 268.43
    2-ethylhexyl acetate 169.76
    1,2,4-trichlorobenzene 401.76
    4-methylpyridine 360.41
    dibutyl ether 124.33
    2,6-dimethyl-4-heptanol 81.02
    DEF 227.48
    dimethyl isosorbide 319.75
    tetrachloroethylene 756.62
    eugenol 205.49
    triacetin 242.53
    span 80 169.01
    1,4-butanediol 172.57
    1,1-dichloroethane 553.78
    2-methyl-1-pentanol 185.66
    methyl formate 409.0
    2-methyl-1-butanol 209.5
    n-decane 22.17
    butyronitrile 266.05
    3,7-dimethyl-1-octanol 122.92
    1-chlorooctane 92.07
    1-chlorotetradecane 34.45
    n-nonane 20.94
    undecane 16.44
    tert-butylcyclohexane 33.08
    cyclooctane 19.17
    cyclopentanol 274.05
    tetrahydropyran 340.32
    tert-amyl methyl ether 162.61
    2,5,8-trioxanonane 309.82
    1-hexene 105.58
    2-isopropoxyethanol 235.87
    2,2,2-trifluoroethanol 470.37
    methyl butyrate 213.91

    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