5-Methyl-2-hepten-4-one

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  • Identifiers

    CAS number
    81925-81-7

    Molecular formula
    C8H14O

    SMILES
    CCC(C)C(=O)/C=C/C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 59.7%
    Sweet 52.68%
    Ketonic 50.01%
    Earthy 48.55%
    Nutty 47.83%
    Metallic 45.8%
    Pungent 45.35%
    Herbal 43.69%
    Mushroom 40.67%
    Caramellic 40.64%

     

    Flavor
    Sweet 65.97%
    Nutty 46.87%
    Fruity 33.57%
    Spicy 32.57%
    Green 31.09%
    Hazelnut 30.42%
    Caramel 30.37%
    Pungent 29.3%
    Nut 29.23%
    Berry 28.23%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.54 (weak base)

    Molecular weight
    126.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    169°C

    Flash point

    • 46.92 ˚C est.

    Solubility expt.

    • slightly soluble in water; soluble in oils
    • Miscible at room temperature (in ethanol)

  • Synonyms

    • 5-Methyl-2-hepten-4-one
    • 81925-81-7
    • 5-methylhept-2-en-4-one
    • (E)-5-Methyl-2-hepten-4-one
    • 102322-83-8
    • (+/-)-Filbertone
    • (E)-5-methylhept-2-en-4-one
    • 5-Methyl-(E)-2-hepten-4-one
    • (2E)-5-Methyl-2-hepten-4-one
    • 5-Methyl-2-hepten-4-one [FHFI]
    • FEMA No. 3761
    • UNII-8K2S58736F
    • 2-Hepten-4-one, 5-methyl-, (2E)-
    • (+/-)-5-Methyl-2-hepten-4-one
    • 2-Hepten-4-one, 5-methyl-, (E)-
    • 5-Methyl-2-hepten-4-one, (+/-)-
    • 5-Methyl-2-hepten-4-one, predominantly trans
    • 8K2S58736F
    • Filbertone, (.+/-.)-
    • filbertone,5-methyl-(E)-2-hepten-4-one
    • DTXSID401017670
    • filbert heptenone
    • DTXSID90868631
    • MFCD00792509
    • Filbertone, (+/-)-
    • SCHEMBL310232
    • SCHEMBL310233
    • DTXCID40910598
    • DTXCID50816719
    • Filbertone 5-Methyl-2-Hepten-4-one
    • AKOS015841109
    • CS-W013495
    • HY-W012779
    • AC-33764
    • AS-76135
    • Q5448299
    • 5-Methyl-2-hepten-4-one, predominantly trans, 98%, FG
    • 600-299-3
    • 617-270-6

  • Applications

    5-Methyl-2-hepten-4-one (CAS 81925-81-7) is an α,β-unsaturated ketone with a characteristic fruity-green scent that serves as: a natural flavour ingredient adding citrus, tropical and fresh-green nuances to beverages, confectionery and yoghurt; a perfumery and personal-care note providing ozonic freshness and depth; a reactive enone building block for Michael additions, Diels–Alder cyclisations and epoxidations used to construct pharmaceuticals, agrochemicals and terpenoid bioactives; and a VOC reference standard for post-harvest aroma monitoring, food-storage quality control, insect pheromone signalling studies and seed lipid-oxidation research, thus attracting demand from flavour labs, agro-product R&D centres and specialty chemical manufacturers at semi-bulk to high-purity analytical scales.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1535.69
    methanol 1300.23
    isopropanol 1663.13
    water 4.08
    ethyl acetate 1048.53
    n-propanol 1393.25
    acetone 1544.55
    n-butanol 1352.24
    acetonitrile 2062.93
    DMF 1462.82
    toluene 729.23
    isobutanol 1284.16
    1,4-dioxane 1891.46
    methyl acetate 1147.16
    THF 2038.92
    2-butanone 1444.44
    n-pentanol 1059.0
    sec-butanol 1669.6
    n-hexane 720.71
    ethylene glycol 201.48
    NMP 1629.32
    cyclohexane 849.15
    DMSO 1095.96
    n-butyl acetate 1637.38
    n-octanol 1073.25
    chloroform 5593.37
    n-propyl acetate 952.19
    acetic acid 1131.8
    dichloromethane 4458.73
    cyclohexanone 2236.06
    propylene glycol 372.82
    isopropyl acetate 620.13
    DMAc 1016.03
    2-ethoxyethanol 795.51
    isopentanol 1238.49
    n-heptane 504.33
    ethyl formate 1034.75
    1,2-dichloroethane 2148.84
    n-hexanol 1533.08
    2-methoxyethanol 1052.25
    isobutyl acetate 611.36
    tetrachloromethane 1202.07
    n-pentyl acetate 985.5
    transcutol 2056.64
    n-heptanol 882.02
    ethylbenzene 634.57
    MIBK 682.6
    2-propoxyethanol 1200.48
    tert-butanol 1852.05
    MTBE 1350.14
    2-butoxyethanol 893.27
    propionic acid 1118.63
    o-xylene 563.76
    formic acid 256.25
    diethyl ether 1182.25
    m-xylene 526.39
    p-xylene 881.83
    chlorobenzene 1507.52
    dimethyl carbonate 271.47
    n-octane 242.15
    formamide 404.94
    cyclopentanone 2044.38
    2-pentanone 1088.29
    anisole 878.52
    cyclopentyl methyl ether 1072.78
    gamma-butyrolactone 2172.71
    1-methoxy-2-propanol 846.5
    pyridine 2024.0
    3-pentanone 783.63
    furfural 1682.14
    n-dodecane 188.76
    diethylene glycol 625.93
    diisopropyl ether 456.17
    tert-amyl alcohol 1595.04
    acetylacetone 844.63
    n-hexadecane 209.11
    acetophenone 830.41
    methyl propionate 723.89
    isopentyl acetate 1335.25
    trichloroethylene 4229.71
    n-nonanol 854.85
    cyclohexanol 1494.42
    benzyl alcohol 725.74
    2-ethylhexanol 1065.46
    isooctanol 738.25
    dipropyl ether 885.64
    1,2-dichlorobenzene 1322.02
    ethyl lactate 401.46
    propylene carbonate 1347.65
    n-methylformamide 887.92
    2-pentanol 1062.16
    n-pentane 494.91
    1-propoxy-2-propanol 1079.2
    1-methoxy-2-propyl acetate 756.86
    2-(2-methoxypropoxy) propanol 684.8
    mesitylene 415.56
    ε-caprolactone 1708.27
    p-cymene 521.62
    epichlorohydrin 2079.7
    1,1,1-trichloroethane 2848.12
    2-aminoethanol 499.31
    morpholine-4-carbaldehyde 1372.41
    sulfolane 2094.93
    2,2,4-trimethylpentane 262.72
    2-methyltetrahydrofuran 2126.18
    n-hexyl acetate 1493.69
    isooctane 229.33
    2-(2-butoxyethoxy)ethanol 898.6
    sec-butyl acetate 590.13
    tert-butyl acetate 661.23
    decalin 364.37
    glycerin 374.72
    diglyme 1488.44
    acrylic acid 877.24
    isopropyl myristate 546.01
    n-butyric acid 1471.29
    acetyl acetate 550.82
    di(2-ethylhexyl) phthalate 406.66
    ethyl propionate 675.53
    nitromethane 1637.71
    1,2-diethoxyethane 1050.59
    benzonitrile 1602.02
    trioctyl phosphate 378.01
    1-bromopropane 1872.65
    gamma-valerolactone 1993.56
    n-decanol 616.82
    triethyl phosphate 409.55
    4-methyl-2-pentanol 603.18
    propionitrile 1579.57
    vinylene carbonate 1291.41
    1,1,2-trichlorotrifluoroethane 1252.75
    DMS 647.59
    cumene 488.71
    2-octanol 801.76
    2-hexanone 1110.55
    octyl acetate 703.33
    limonene 794.64
    1,2-dimethoxyethane 1490.32
    ethyl orthosilicate 400.02
    tributyl phosphate 440.07
    diacetone alcohol 741.61
    N,N-dimethylaniline 612.89
    acrylonitrile 1698.9
    aniline 886.47
    1,3-propanediol 756.19
    bromobenzene 1685.06
    dibromomethane 3343.85
    1,1,2,2-tetrachloroethane 3238.18
    2-methyl-cyclohexyl acetate 737.93
    tetrabutyl urea 545.39
    diisobutyl methanol 570.65
    2-phenylethanol 841.72
    styrene 810.27
    dioctyl adipate 637.88
    dimethyl sulfate 419.92
    ethyl butyrate 983.21
    methyl lactate 364.68
    butyl lactate 669.84
    diethyl carbonate 655.69
    propanediol butyl ether 867.4
    triethyl orthoformate 601.15
    p-tert-butyltoluene 488.43
    methyl 4-tert-butylbenzoate 711.71
    morpholine 1986.67
    tert-butylamine 1540.73
    n-dodecanol 474.62
    dimethoxymethane 646.01
    ethylene carbonate 1046.83
    cyrene 519.32
    2-ethoxyethyl acetate 815.82
    2-ethylhexyl acetate 1050.44
    1,2,4-trichlorobenzene 1406.52
    4-methylpyridine 2072.94
    dibutyl ether 1060.5
    2,6-dimethyl-4-heptanol 570.65
    DEF 1066.48
    dimethyl isosorbide 1008.96
    tetrachloroethylene 2097.1
    eugenol 679.85
    triacetin 819.78
    span 80 746.59
    1,4-butanediol 408.85
    1,1-dichloroethane 2975.47
    2-methyl-1-pentanol 1047.23
    methyl formate 687.77
    2-methyl-1-butanol 1253.96
    n-decane 310.72
    butyronitrile 1932.79
    3,7-dimethyl-1-octanol 908.77
    1-chlorooctane 893.73
    1-chlorotetradecane 358.61
    n-nonane 345.3
    undecane 234.58
    tert-butylcyclohexane 378.56
    cyclooctane 259.85
    cyclopentanol 1487.52
    tetrahydropyran 2215.99
    tert-amyl methyl ether 888.15
    2,5,8-trioxanonane 948.21
    1-hexene 1393.39
    2-isopropoxyethanol 634.14
    2,2,2-trifluoroethanol 332.05
    methyl butyrate 1095.58

    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