2-Octen-4-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    4643-27-0

    Molecular formula
    C8H14O

    SMILES
    CCCCC(=O)/C=C/C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fruity 73.27%
    Sweet 63.73%
    Earthy 62.39%
    Metallic 55.97%
    Mushroom 55.8%
    Green 55.78%
    Herbal 50.95%
    Vegetable 45.45%
    Ketonic 42.63%
    Cheesy 42.36%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    Molecular weight
    126.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    174°C

    Flash point est.
    49.3 ˚C

    Solubility expt.

    • insoluble in water; soluble in fats
    • Miscible at room temperature (in ethanol)

  • Synonyms

    • 2-Octen-4-one
    • 4643-27-0
    • Propenyl butyl ketone
    • (E)-oct-2-en-4-one
    • Butyl propenyl ketone
    • trans-2-Octen-4-one
    • FEMA No. 3603
    • (E)-2-Octen-4-one
    • 2-Octen-4-one (natural)
    • 2-Octen-4-one, (E)-
    • 2-Octen-4-one, (2E)-
    • UNII-C9NB51LMXT
    • C9NB51LMXT
    • EINECS 225-071-7
    • oct-2-en-4-one
    • 22286-99-3
    • BUTYL 1-PROPENYL KETONE
    • DTXCID1027134
    • DTXSID3047134
    • 2-OCTEN-4-ONE [FHFI]
    • (2E)-2-Octen-4-one
    • (2E)-oct-2-en-4-one
    • (2Z)-oct-2-en-4-one
    • MFCD00061023
    • 2-Octen-4-one, AldrichCPR
    • (2E)-2-Octen-4-one #
    • CHEBI:172018
    • Tox21_302717
    • AKOS025396811
    • NCGC00256657-01
    • BS-22947
    • CAS-4643-27-0
    • O0360
    • T72492
    • Q27275362

  • Applications

    2-Octen-4-one (CAS 4643-27-0) is an unsaturated straight-chain ketone with a distinctive truffle-like, buttery, woody and nutty odor, making it a valued flavor additive in instant soups, snacks, sauces, plant-based meat, and fermented beverages; in perfumery it contributes a unique earthy-green nuance to fougère and woody accords and serves as a sensory reference standard for GC-MS calibration in aroma analysis; industrially, its conjugated C=C system makes it a versatile intermediate for semi-synthetic pheromones, vitamin derivatives and α,β-unsaturated aldehydes, while in academia it is frequently employed as a model substrate in studies of Michael addition, selective reduction and hydroformylation reactions.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2823.31
    methanol 3125.13
    isopropanol 2600.71
    water 1.91
    ethyl acetate 1065.92
    n-propanol 2336.64
    acetone 1901.79
    n-butanol 2224.08
    acetonitrile 1715.69
    DMF 2258.13
    toluene 684.42
    isobutanol 1819.34
    1,4-dioxane 2042.62
    methyl acetate 939.12
    THF 2428.02
    2-butanone 1328.88
    n-pentanol 1546.81
    sec-butanol 2077.85
    n-hexane 1099.6
    ethylene glycol 458.85
    NMP 1664.07
    cyclohexane 1117.15
    DMSO 1667.65
    n-butyl acetate 1474.42
    n-octanol 937.83
    chloroform 4523.12
    n-propyl acetate 801.18
    acetic acid 1846.32
    dichloromethane 3032.11
    cyclohexanone 2178.08
    propylene glycol 722.53
    isopropyl acetate 668.85
    DMAc 1141.89
    2-ethoxyethanol 1005.08
    isopentanol 1776.15
    n-heptane 560.67
    ethyl formate 836.16
    1,2-dichloroethane 1679.93
    n-hexanol 2302.27
    2-methoxyethanol 1751.11
    isobutyl acetate 543.41
    tetrachloromethane 877.46
    n-pentyl acetate 750.49
    transcutol 2756.09
    n-heptanol 800.47
    ethylbenzene 499.23
    MIBK 664.92
    2-propoxyethanol 1802.75
    tert-butanol 2544.24
    MTBE 1490.03
    2-butoxyethanol 908.15
    propionic acid 1415.14
    o-xylene 419.58
    formic acid 419.99
    diethyl ether 1582.17
    m-xylene 448.15
    p-xylene 636.02
    chlorobenzene 1159.25
    dimethyl carbonate 271.03
    n-octane 189.05
    formamide 462.79
    cyclopentanone 1874.48
    2-pentanone 1179.43
    anisole 712.83
    cyclopentyl methyl ether 1271.88
    gamma-butyrolactone 1829.75
    1-methoxy-2-propanol 1310.3
    pyridine 1986.26
    3-pentanone 742.91
    furfural 1438.07
    n-dodecane 130.3
    diethylene glycol 1019.32
    diisopropyl ether 459.04
    tert-amyl alcohol 1856.28
    acetylacetone 847.23
    n-hexadecane 144.0
    acetophenone 611.72
    methyl propionate 699.84
    isopentyl acetate 1214.97
    trichloroethylene 2996.37
    n-nonanol 730.49
    cyclohexanol 1992.07
    benzyl alcohol 703.96
    2-ethylhexanol 1207.76
    isooctanol 603.91
    dipropyl ether 1029.42
    1,2-dichlorobenzene 876.64
    ethyl lactate 353.7
    propylene carbonate 1063.48
    n-methylformamide 1094.09
    2-pentanol 1519.94
    n-pentane 760.88
    1-propoxy-2-propanol 1350.72
    1-methoxy-2-propyl acetate 767.75
    2-(2-methoxypropoxy) propanol 715.8
    mesitylene 325.38
    ε-caprolactone 1568.07
    p-cymene 352.83
    epichlorohydrin 1772.16
    1,1,1-trichloroethane 1988.52
    2-aminoethanol 1008.33
    morpholine-4-carbaldehyde 1412.66
    sulfolane 1899.02
    2,2,4-trimethylpentane 233.47
    2-methyltetrahydrofuran 2194.63
    n-hexyl acetate 1183.59
    isooctane 207.95
    2-(2-butoxyethoxy)ethanol 1003.96
    sec-butyl acetate 516.66
    tert-butyl acetate 681.67
    decalin 339.38
    glycerin 722.26
    diglyme 1544.52
    acrylic acid 1091.07
    isopropyl myristate 423.83
    n-butyric acid 2153.63
    acetyl acetate 552.5
    di(2-ethylhexyl) phthalate 372.57
    ethyl propionate 587.51
    nitromethane 1582.42
    1,2-diethoxyethane 1060.62
    benzonitrile 1193.31
    trioctyl phosphate 299.96
    1-bromopropane 1707.38
    gamma-valerolactone 1909.46
    n-decanol 507.92
    triethyl phosphate 309.78
    4-methyl-2-pentanol 711.52
    propionitrile 1506.26
    vinylene carbonate 936.11
    1,1,2-trichlorotrifluoroethane 1327.04
    DMS 526.57
    cumene 342.92
    2-octanol 615.74
    2-hexanone 1075.69
    octyl acetate 525.86
    limonene 625.68
    1,2-dimethoxyethane 1820.43
    ethyl orthosilicate 329.48
    tributyl phosphate 359.59
    diacetone alcohol 773.78
    N,N-dimethylaniline 524.68
    acrylonitrile 1479.66
    aniline 945.83
    1,3-propanediol 1265.65
    bromobenzene 1229.15
    dibromomethane 2501.85
    1,1,2,2-tetrachloroethane 2646.09
    2-methyl-cyclohexyl acetate 597.02
    tetrabutyl urea 457.5
    diisobutyl methanol 564.03
    2-phenylethanol 817.82
    styrene 695.02
    dioctyl adipate 524.05
    dimethyl sulfate 399.11
    ethyl butyrate 746.72
    methyl lactate 411.39
    butyl lactate 557.23
    diethyl carbonate 473.05
    propanediol butyl ether 939.73
    triethyl orthoformate 513.86
    p-tert-butyltoluene 334.66
    methyl 4-tert-butylbenzoate 563.64
    morpholine 2538.8
    tert-butylamine 2000.59
    n-dodecanol 386.31
    dimethoxymethane 878.87
    ethylene carbonate 787.28
    cyrene 479.96
    2-ethoxyethyl acetate 688.75
    2-ethylhexyl acetate 905.16
    1,2,4-trichlorobenzene 888.28
    4-methylpyridine 1888.19
    dibutyl ether 1014.52
    2,6-dimethyl-4-heptanol 564.03
    DEF 1251.14
    dimethyl isosorbide 896.37
    tetrachloroethylene 1766.34
    eugenol 592.69
    triacetin 687.52
    span 80 796.7
    1,4-butanediol 567.21
    1,1-dichloroethane 2384.54
    2-methyl-1-pentanol 1220.13
    methyl formate 713.77
    2-methyl-1-butanol 1654.03
    n-decane 229.13
    butyronitrile 2078.54
    3,7-dimethyl-1-octanol 791.03
    1-chlorooctane 659.27
    1-chlorotetradecane 243.51
    n-nonane 259.49
    undecane 164.24
    tert-butylcyclohexane 332.56
    cyclooctane 287.68
    cyclopentanol 1842.71
    tetrahydropyran 2876.66
    tert-amyl methyl ether 983.27
    2,5,8-trioxanonane 1028.15
    1-hexene 1957.44
    2-isopropoxyethanol 768.96
    2,2,2-trifluoroethanol 396.24
    methyl butyrate 987.55

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.0085 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0.096 %
Category 2
Products applied to the axillae
 0.0025 % Category 7B
Leave-on products applied to the hair with some hand contact
 0.096 %
Category 3
Products applied to the face/body using fingertips
 0.051 % Category 8
Products with significant anogenital exposure
 0.005 %
Category 4
Products related to fine fragrance
 0.047 % Category 9
Products with body and hand exposure, primarily rinse off
 0.092 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.012 % Category 10A
Household care products with mostly hand contact
 0.33 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.012 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0.33 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.012 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.18 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.012 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.18 %
Category 6
Products with oral and lip exposure
 0.028 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Carob bean powder 2a raw 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.2%
Carob bean powder 2b roasted 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.2%