3-Octen-2-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    1669-44-9

    Molecular formula
    C8H14O

    SMILES
    CCCC/C=C/C(=O)C

    Safety labels

    Flammable
    Flammable

    Retention indicies (RI)

    • DB5: 1040.0
    • Carbowax: 1393.0

  • Odor profile

    Fruity 89.51%
    Green 72.26%
    Fatty 71.63%
    Herbal 69.96%
    Sweet 68.07%
    Earthy 67.2%
    Ketonic 64.73%
    Cheesy 64.55%
    Spicy 56.33%
    Mushroom 55.65%

    Scent© AI

  • Properties

    XLogP3-AA
    2.3

    Molecular weight
    126.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point

    • 100.00 °C. @ 18.00 mm Hg

    Flash point est.
    53.53 ˚C

    Solubility expt.

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

  • Synonyms

    • 3-OCTEN-2-ONE
    • 1669-44-9
    • (E)-Oct-3-en-2-one
    • trans-3-Octen-2-one
    • 18402-82-9
    • (3E)-3-Octen-2-one
    • (E)-3-Octen-2-one
    • FEMA No. 3416
    • 3-Octen-2-one, (3E)-
    • 3-Octen-2-one, (E)-
    • oct-3-en-2-one
    • 3E-octen-2-one
    • M26AH283XV
    • EINECS 216-793-3
    • 3-OCTEN-2-ONE [FHFI]
    • DTXSID1061867
    • UNII-M26AH283XV
    • Oct3en2one
    • MFCD00015565
    • Methyl hexenyl ketone
    • E-3-Octen-2-one
    • 3-Oct-3-en-2-one
    • (3E)-oct-3-en-2-one
    • 3-Octen-2-one,(3E)-
    • (3E)-3-Octen-2-one #
    • CHEMBL4062155
    • DTXCID2035356
    • CHEBI:89712
    • FEMA 3416
    • ZCFOBLITZWHNNC-VOTSOKGWSA-
    • LMFA12000009
    • AKOS015841714
    • AS-76056
    • trans-3-Octen-2-one, analytical standard
    • CS-0199335
    • O0252
    • D91847
    • EN300-7613585
    • trans-3-Octen-2-one, >=98%, stabilized, FG
    • 3-Octen-2-one stabilized with 0.1% alpha tocopherol
    • Q27161905
    • InChI=1/C8H14O/c1-3-4-5-6-7-8(2)9/h6-7H,3-5H2,1-2H3/b7-6+
    • 216-793-3

  • Applications

    3-Octen-2-one (CAS 1669-44-9) is a C8 alpha,beta-unsaturated ketone with green, mushroom-like and slightly fatty odor notes, used as a flavor ingredient to impart mushroom, leafy/green, dairy and roasted nuances in soups, snacks, sauces, seasonings, baked goods and beverages; as a fragrance material in fine fragrance and household products to add green/earthy facets and depth to floral, woody and ozonic accords; and as a versatile synthetic intermediate due to its enone functionality (Michael acceptor, dienophile in Diels–Alder, selective reductions to the corresponding alcohol, epoxidation/di-hydroxylation, chain extension); it is also employed as an odorant/analytical reference (for GC-MS libraries, sensory threshold and kinetics studies, and aroma release from food matrices) and as a model substrate for mechanistic and catalyst evaluation; note its volatility and irritancy, requiring fume-hood handling, cool dark airtight storage, and compliance with food-flavor and IFRA use limits.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3370.54
    methanol 4082.1
    isopropanol 2577.12
    water 1.54
    ethyl acetate 1688.46
    n-propanol 2569.38
    acetone 3677.05
    n-butanol 2404.33
    acetonitrile 1862.75
    DMF 2892.47
    toluene 860.93
    isobutanol 1856.69
    1,4-dioxane 2377.02
    methyl acetate 1439.54
    THF 3507.92
    2-butanone 2249.56
    n-pentanol 1527.13
    sec-butanol 2147.26
    n-hexane 1134.88
    ethylene glycol 682.6
    NMP 2283.53
    cyclohexane 796.52
    DMSO 3071.4
    n-butyl acetate 1476.79
    n-octanol 652.74
    chloroform 3512.67
    n-propyl acetate 1026.54
    acetic acid 2071.84
    dichloromethane 2495.29
    cyclohexanone 2902.21
    propylene glycol 1016.49
    isopropyl acetate 980.57
    DMAc 1648.24
    2-ethoxyethanol 1216.38
    isopentanol 1864.88
    n-heptane 307.46
    ethyl formate 828.72
    1,2-dichloroethane 1814.9
    n-hexanol 1940.19
    2-methoxyethanol 2279.78
    isobutyl acetate 625.27
    tetrachloromethane 877.73
    n-pentyl acetate 715.38
    transcutol 4340.82
    n-heptanol 557.07
    ethylbenzene 482.02
    MIBK 945.74
    2-propoxyethanol 1993.9
    tert-butanol 2738.86
    MTBE 2154.76
    2-butoxyethanol 825.43
    propionic acid 1748.25
    o-xylene 491.48
    formic acid 597.12
    diethyl ether 2258.38
    m-xylene 579.82
    p-xylene 556.74
    chlorobenzene 1083.11
    dimethyl carbonate 354.48
    n-octane 92.29
    formamide 655.24
    cyclopentanone 2820.85
    2-pentanone 1941.12
    anisole 789.32
    cyclopentyl methyl ether 2070.58
    gamma-butyrolactone 2331.14
    1-methoxy-2-propanol 1752.16
    pyridine 2075.33
    3-pentanone 1265.27
    furfural 1564.17
    n-dodecane 55.16
    diethylene glycol 1214.65
    diisopropyl ether 571.91
    tert-amyl alcohol 2214.94
    acetylacetone 1422.75
    n-hexadecane 63.35
    acetophenone 636.98
    methyl propionate 1176.31
    isopentyl acetate 1185.61
    trichloroethylene 2952.85
    n-nonanol 509.18
    cyclohexanol 2136.5
    benzyl alcohol 675.07
    2-ethylhexanol 982.14
    isooctanol 435.74
    dipropyl ether 1030.14
    1,2-dichlorobenzene 835.02
    ethyl lactate 397.31
    propylene carbonate 1111.57
    n-methylformamide 1339.97
    2-pentanol 1665.37
    n-pentane 597.73
    1-propoxy-2-propanol 1464.77
    1-methoxy-2-propyl acetate 998.36
    2-(2-methoxypropoxy) propanol 771.82
    mesitylene 360.23
    ε-caprolactone 1845.94
    p-cymene 278.61
    epichlorohydrin 2065.09
    1,1,1-trichloroethane 2110.99
    2-aminoethanol 1340.36
    morpholine-4-carbaldehyde 1738.36
    sulfolane 2597.46
    2,2,4-trimethylpentane 201.12
    2-methyltetrahydrofuran 3134.43
    n-hexyl acetate 1128.12
    isooctane 155.17
    2-(2-butoxyethoxy)ethanol 1136.62
    sec-butyl acetate 662.65
    tert-butyl acetate 1050.06
    decalin 295.9
    glycerin 1022.38
    diglyme 1728.23
    acrylic acid 1298.18
    isopropyl myristate 343.34
    n-butyric acid 2248.21
    acetyl acetate 757.23
    di(2-ethylhexyl) phthalate 326.62
    ethyl propionate 801.29
    nitromethane 2148.4
    1,2-diethoxyethane 1426.0
    benzonitrile 990.76
    trioctyl phosphate 242.1
    1-bromopropane 1720.48
    gamma-valerolactone 2401.03
    n-decanol 356.21
    triethyl phosphate 284.79
    4-methyl-2-pentanol 713.75
    propionitrile 1556.37
    vinylene carbonate 937.23
    1,1,2-trichlorotrifluoroethane 1752.84
    DMS 656.39
    cumene 305.0
    2-octanol 420.61
    2-hexanone 1428.04
    octyl acetate 438.24
    limonene 556.04
    1,2-dimethoxyethane 1988.45
    ethyl orthosilicate 316.85
    tributyl phosphate 336.88
    diacetone alcohol 1163.95
    N,N-dimethylaniline 509.3
    acrylonitrile 1532.2
    aniline 1211.56
    1,3-propanediol 1475.44
    bromobenzene 1101.82
    dibromomethane 2163.89
    1,1,2,2-tetrachloroethane 2681.96
    2-methyl-cyclohexyl acetate 596.18
    tetrabutyl urea 412.33
    diisobutyl methanol 463.69
    2-phenylethanol 776.69
    styrene 669.16
    dioctyl adipate 481.86
    dimethyl sulfate 578.43
    ethyl butyrate 761.4
    methyl lactate 564.89
    butyl lactate 561.2
    diethyl carbonate 418.78
    propanediol butyl ether 1003.31
    triethyl orthoformate 506.02
    p-tert-butyltoluene 278.78
    methyl 4-tert-butylbenzoate 525.37
    morpholine 3208.95
    tert-butylamine 1924.89
    n-dodecanol 258.88
    dimethoxymethane 1268.17
    ethylene carbonate 837.68
    cyrene 575.8
    2-ethoxyethyl acetate 807.32
    2-ethylhexyl acetate 891.83
    1,2,4-trichlorobenzene 938.49
    4-methylpyridine 2078.97
    dibutyl ether 936.0
    2,6-dimethyl-4-heptanol 463.69
    DEF 1783.49
    dimethyl isosorbide 1028.57
    tetrachloroethylene 1874.86
    eugenol 552.89
    triacetin 772.93
    span 80 830.99
    1,4-butanediol 590.72
    1,1-dichloroethane 2262.64
    2-methyl-1-pentanol 1204.11
    methyl formate 833.38
    2-methyl-1-butanol 1756.81
    n-decane 108.85
    butyronitrile 1771.22
    3,7-dimethyl-1-octanol 670.57
    1-chlorooctane 438.43
    1-chlorotetradecane 141.17
    n-nonane 125.88
    undecane 74.36
    tert-butylcyclohexane 273.64
    cyclooctane 221.66
    cyclopentanol 2054.42
    tetrahydropyran 3453.56
    tert-amyl methyl ether 1362.82
    2,5,8-trioxanonane 1073.53
    1-hexene 2192.58
    2-isopropoxyethanol 918.58
    2,2,2-trifluoroethanol 476.83
    methyl butyrate 1165.94

    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
Daphne genkwa Daphne genkwa Sieb. et Zucc., fam. Thymelaeaceae 0.01%
Narcissus poeticus absolute 8023-75-4 Narcissus poeticus L., fam. Amaryllidaceae 0.1%
Rhus coriaria Rhus coriaria L., fam. Anarcadiaceae 0.15%
Fenugreek 1b steamdistillate 84625-40-1 Trigonella foenum-graecum L., fam. Leguminosae 2.5%
Fenugreek 1c extract 84625-40-1 Trigonella foenum-graecum L., fam. Leguminosae 2.5%
Olibanum, African (Oman) 8016-36-2 Boswellia frereana Birdwood, fam. Burseraceae 0.1%
Coriander fruit 5 8008-52-4 Coriandrum sativum L., fam. Apiaceae (Umbelliferae) 0.01%
Carob bean extract 1 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.2%
Carob bean powder 2a raw 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.03%
Carob bean powder 2b roasted 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.03%
Myrtle leaf (Turkey) 2 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.05%
Catharanthus roseus marcs Catharanthus roseus (L.) G. Don, fam. Apocynaceae 0.2%