5-Hexen-2-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    109-49-9

    Molecular formula
    C6H10O

    SMILES
    CC(=O)CCC=C

    Safety labels

    Flammable
    Flammable

  • Odor profile

    Fragrance
    Fruity 72.27%
    Green 55.95%
    Pungent 53.2%
    Cheesy 52.26%
    Herbal 48.12%
    Ketonic 44.64%
    Ethereal 41.56%
    Earthy 39.99%
    Metallic 38.85%
    Spicy 36.26%

     

    Flavor
    Fruity 48.32%
    Ethereal 37.45%
    Pungent 31.56%
    Green 27.27%
    Spicy 25.78%
    Fatty 24.76%
    Earthy 24.66%
    Fishy 24.01%
    Mushroom 23.77%
    Fruit 20.64%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    8.35 (weak base)

    Molecular weight
    98.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    128°C

    Flash point

    • 22.42 ˚C est.

  • Synonyms

    • 5-Hexen-2-one
    • hex-5-en-2-one
    • 109-49-9
    • Allylacetone
    • 1-Hexen-5-one
    • 5-Hexene-2-one
    • XWM6RL9YEI
    • NSC 6973
    • NSC-6973
    • EINECS 203-675-1
    • AI3-21995
    • DTXSID0059372
    • 3-Buten-1-yl Methyl Ketone
    • ALLYL ACETONE
    • UNII-XWM6RL9YEI
    • NSC6973
    • 1-hexene-5-one
    • 5-oxo-1-hexene
    • MFCD00008793
    • 5-Hexen-2-one, 99%
    • DTXCID5033125
    • CHEBI:179653
    • LMFA12000035
    • STL268881
    • AKOS009156552
    • FH35623
    • DB-308104
    • H0125
    • NS00012568
    • EN300-89941
    • D90803
    • Q24816828
    • Z406376894

  • Applications

    5-Hexen-2-one (CAS 109-49-9) is a colorless liquid with a sweet, banana-like odor whose concurrent alkene and ketone functionalities enable wide applicability: in flavours and fragrances it acts as a precursor to fruity esters and complex aroma ingredients for food, cosmetics and tobacco; in pharmaceutical chemistry it is a versatile intermediate for α,β-unsaturated ketone scaffolds, employed in Michael additions and cyclizations yielding pyrazine, pyrrolidin and lactone derivatives; in materials science its double bond allows copolymer grafting with other monomers to enhance adhesion and chemical resistance of epoxy, polyurethane and silicone resins; it is also exploited as an isotopic tracer, a GC/MS analytical standard and a teaching aid for reaction-mechanism demonstrations in academic laboratories.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 363.21
    methanol 524.18
    isopropanol 357.2
    water 12.74
    ethyl acetate 139.85
    n-propanol 342.55
    acetone 239.03
    n-butanol 311.99
    acetonitrile 179.16
    DMF 486.38
    toluene 63.09
    isobutanol 264.76
    1,4-dioxane 250.27
    methyl acetate 186.92
    THF 287.39
    2-butanone 224.36
    n-pentanol 200.7
    sec-butanol 330.21
    n-hexane 68.75
    ethylene glycol 187.88
    NMP 359.05
    cyclohexane 36.25
    DMSO 285.37
    n-butyl acetate 102.1
    n-octanol 160.51
    chloroform 365.52
    n-propyl acetate 79.35
    acetic acid 215.31
    dichloromethane 225.52
    cyclohexanone 223.14
    propylene glycol 286.02
    isopropyl acetate 92.96
    DMAc 433.57
    2-ethoxyethanol 243.37
    isopentanol 234.38
    n-heptane 41.93
    ethyl formate 106.74
    1,2-dichloroethane 121.75
    n-hexanol 295.31
    2-methoxyethanol 452.94
    isobutyl acetate 68.02
    tetrachloromethane 82.73
    n-pentyl acetate 87.31
    transcutol 571.87
    n-heptanol 135.47
    ethylbenzene 61.48
    MIBK 124.39
    2-propoxyethanol 360.65
    tert-butanol 390.31
    MTBE 208.46
    2-butoxyethanol 194.74
    propionic acid 265.79
    o-xylene 71.64
    formic acid 98.43
    diethyl ether 145.93
    m-xylene 69.2
    p-xylene 78.93
    chlorobenzene 88.52
    dimethyl carbonate 61.06
    n-octane 20.31
    formamide 78.95
    cyclopentanone 261.5
    2-pentanone 165.62
    anisole 124.65
    cyclopentyl methyl ether 161.15
    gamma-butyrolactone 238.23
    1-methoxy-2-propanol 398.01
    pyridine 156.25
    3-pentanone 136.64
    furfural 230.92
    n-dodecane 19.34
    diethylene glycol 308.54
    diisopropyl ether 57.95
    tert-amyl alcohol 328.46
    acetylacetone 157.02
    n-hexadecane 20.46
    acetophenone 114.34
    methyl propionate 142.88
    isopentyl acetate 109.55
    trichloroethylene 247.02
    n-nonanol 134.78
    cyclohexanol 211.42
    benzyl alcohol 124.65
    2-ethylhexanol 149.09
    isooctanol 103.67
    dipropyl ether 106.46
    1,2-dichlorobenzene 93.3
    ethyl lactate 95.57
    propylene carbonate 136.77
    n-methylformamide 192.28
    2-pentanol 224.26
    n-pentane 47.27
    1-propoxy-2-propanol 260.43
    1-methoxy-2-propyl acetate 136.09
    2-(2-methoxypropoxy) propanol 214.36
    mesitylene 50.03
    ε-caprolactone 179.33
    p-cymene 54.24
    epichlorohydrin 204.4
    1,1,1-trichloroethane 181.47
    2-aminoethanol 293.06
    morpholine-4-carbaldehyde 353.96
    sulfolane 287.32
    2,2,4-trimethylpentane 33.26
    2-methyltetrahydrofuran 247.62
    n-hexyl acetate 165.75
    isooctane 23.98
    2-(2-butoxyethoxy)ethanol 246.49
    sec-butyl acetate 69.02
    tert-butyl acetate 115.26
    decalin 35.43
    glycerin 320.53
    diglyme 337.27
    acrylic acid 218.42
    isopropyl myristate 77.61
    n-butyric acid 243.24
    acetyl acetate 84.99
    di(2-ethylhexyl) phthalate 80.98
    ethyl propionate 85.59
    nitromethane 232.8
    1,2-diethoxyethane 143.18
    benzonitrile 123.89
    trioctyl phosphate 64.57
    1-bromopropane 127.84
    gamma-valerolactone 301.52
    n-decanol 102.28
    triethyl phosphate 59.59
    4-methyl-2-pentanol 127.99
    propionitrile 173.86
    vinylene carbonate 130.09
    1,1,2-trichlorotrifluoroethane 252.32
    DMS 117.23
    cumene 58.8
    2-octanol 100.14
    2-hexanone 124.26
    octyl acetate 99.38
    limonene 85.58
    1,2-dimethoxyethane 289.1
    ethyl orthosilicate 61.57
    tributyl phosphate 74.03
    diacetone alcohol 205.73
    N,N-dimethylaniline 108.69
    acrylonitrile 201.19
    aniline 115.09
    1,3-propanediol 298.28
    bromobenzene 80.69
    dibromomethane 175.03
    1,1,2,2-tetrachloroethane 245.41
    2-methyl-cyclohexyl acetate 96.99
    tetrabutyl urea 99.29
    diisobutyl methanol 87.38
    2-phenylethanol 134.95
    styrene 70.95
    dioctyl adipate 101.9
    dimethyl sulfate 108.9
    ethyl butyrate 84.37
    methyl lactate 141.16
    butyl lactate 109.05
    diethyl carbonate 62.12
    propanediol butyl ether 245.58
    triethyl orthoformate 73.06
    p-tert-butyltoluene 55.62
    methyl 4-tert-butylbenzoate 139.02
    morpholine 294.69
    tert-butylamine 236.61
    n-dodecanol 80.05
    dimethoxymethane 185.48
    ethylene carbonate 97.45
    cyrene 152.72
    2-ethoxyethyl acetate 112.76
    2-ethylhexyl acetate 84.79
    1,2,4-trichlorobenzene 117.16
    4-methylpyridine 177.86
    dibutyl ether 113.93
    2,6-dimethyl-4-heptanol 87.38
    DEF 200.55
    dimethyl isosorbide 217.97
    tetrachloroethylene 167.05
    eugenol 146.47
    triacetin 163.74
    span 80 203.17
    1,4-butanediol 151.58
    1,1-dichloroethane 193.52
    2-methyl-1-pentanol 174.66
    methyl formate 126.06
    2-methyl-1-butanol 242.75
    n-decane 29.49
    butyronitrile 163.49
    3,7-dimethyl-1-octanol 147.58
    1-chlorooctane 82.18
    1-chlorotetradecane 39.11
    n-nonane 29.93
    undecane 23.19
    tert-butylcyclohexane 44.21
    cyclooctane 16.75
    cyclopentanol 240.32
    tetrahydropyran 209.48
    tert-amyl methyl ether 171.06
    2,5,8-trioxanonane 264.34
    1-hexene 141.45
    2-isopropoxyethanol 188.52
    2,2,2-trifluoroethanol 88.54
    methyl butyrate 114.16

    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

Botanical

Name CAS Botanical Proportion
Osmanthus headspace (flowers) (China) 2 68917-05-5 Osmanthus fragrans (Thunb.) Lour., var. thunbergii Makino, fam. Oleaceae 1.0%