cis-Undec-5-en-2-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    21944-96-7

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

  • Odor profile

    Fragrance
    Fruity 86.66%
    Fatty 72.67%
    Waxy 56.57%
    Herbal 53.28%
    Green 52.15%
    Dairy 49.47%
    Earthy 45.24%
    Floral 44.33%
    Oily 41.72%
    Citrus 40.4%

     

    Flavor
    Fruity 48.92%
    Floral 48.15%
    Fresh 35.49%
    Citrus 34.9%
    Waxy 33.41%
    Fatty 33.28%
    Orange 30.47%
    Spicy 27.18%
    Green 27.09%
    Oily 25.94%

     

    Odor impact est.
    High

  • Properties

    pKa est.
    8.59 (weak base)

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    226°C

    Flash point

    • 91.13 ˚C est.

  • Applications

    cis-Undec-5-en-2-one (CAS 21944-96-7) is a long-chain α,β-unsaturated ketone used mainly in R&D: as a building block and Michael acceptor in organic synthesis (conjugate additions, selective hydrogenation to undecan-2-one, epoxidation or ozonolysis to access medium-chain aldehydes/ketones), as a precursor motif for assembling insect pheromones and other unsaturated C11 lipid derivatives, as a GC/GC-MS reference standard when profiling volatile fatty enones, as a laboratory odorant for structure–odor relationship studies (where related enones are reported to give green/fatty/cucumber-like nuances), and as a monofunctional scaffold for surface modification or for preparing surfactant and soft-material precursors; it also serves in analytical method development, oxidative-stability testing of lipid matrices, and as an intermediate for isotopic labeling or probe installation.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6120.68
    methanol 5365.48
    isopropanol 5506.19
    water 0.18
    ethyl acetate 4079.65
    n-propanol 4687.38
    acetone 6021.98
    n-butanol 4340.1
    acetonitrile 3161.08
    DMF 2609.1
    toluene 1567.81
    isobutanol 3223.42
    1,4-dioxane 5240.5
    methyl acetate 2596.48
    THF 6417.2
    2-butanone 3880.23
    n-pentanol 3163.18
    sec-butanol 4367.37
    n-hexane 2865.15
    ethylene glycol 456.84
    NMP 1634.33
    cyclohexane 2154.24
    DMSO 3609.09
    n-butyl acetate 3087.19
    n-octanol 1140.88
    chloroform 5556.36
    n-propyl acetate 2413.51
    acetic acid 2047.93
    dichloromethane 4484.21
    cyclohexanone 4117.23
    propylene glycol 1141.3
    isopropyl acetate 2513.99
    DMAc 1888.04
    2-ethoxyethanol 2567.51
    isopentanol 3550.3
    n-heptane 941.13
    ethyl formate 1317.21
    1,2-dichloroethane 3153.03
    n-hexanol 3525.12
    2-methoxyethanol 3865.44
    isobutyl acetate 1362.55
    tetrachloromethane 1062.49
    n-pentyl acetate 1480.48
    transcutol 8490.94
    n-heptanol 1080.97
    ethylbenzene 900.2
    MIBK 1892.34
    2-propoxyethanol 3579.71
    tert-butanol 5816.46
    MTBE 5541.84
    2-butoxyethanol 1487.98
    propionic acid 1904.24
    o-xylene 783.22
    formic acid 360.96
    diethyl ether 7139.94
    m-xylene 937.2
    p-xylene 956.97
    chlorobenzene 1362.52
    dimethyl carbonate 387.74
    n-octane 254.61
    formamide 496.48
    cyclopentanone 3186.65
    2-pentanone 3825.24
    anisole 1287.5
    cyclopentyl methyl ether 3790.14
    gamma-butyrolactone 2541.83
    1-methoxy-2-propanol 3105.88
    pyridine 3404.21
    3-pentanone 2311.32
    furfural 1633.26
    n-dodecane 120.29
    diethylene glycol 1578.12
    diisopropyl ether 1723.99
    tert-amyl alcohol 4154.64
    acetylacetone 2426.1
    n-hexadecane 140.32
    acetophenone 933.07
    methyl propionate 2065.8
    isopentyl acetate 2481.22
    trichloroethylene 4267.9
    n-nonanol 938.89
    cyclohexanol 3444.21
    benzyl alcohol 1053.14
    2-ethylhexanol 2048.67
    isooctanol 902.57
    dipropyl ether 3291.37
    1,2-dichlorobenzene 1012.69
    ethyl lactate 639.56
    propylene carbonate 1324.6
    n-methylformamide 1258.8
    2-pentanol 3409.17
    n-pentane 1437.42
    1-propoxy-2-propanol 2962.34
    1-methoxy-2-propyl acetate 2058.84
    2-(2-methoxypropoxy) propanol 1241.61
    mesitylene 584.62
    ε-caprolactone 2927.55
    p-cymene 473.42
    epichlorohydrin 3365.3
    1,1,1-trichloroethane 3182.98
    2-aminoethanol 1443.31
    morpholine-4-carbaldehyde 2185.93
    sulfolane 2391.97
    2,2,4-trimethylpentane 388.77
    2-methyltetrahydrofuran 6091.56
    n-hexyl acetate 2026.99
    isooctane 328.91
    2-(2-butoxyethoxy)ethanol 1994.69
    sec-butyl acetate 1594.7
    tert-butyl acetate 2275.62
    decalin 645.53
    glycerin 943.7
    diglyme 3050.23
    acrylic acid 1047.23
    isopropyl myristate 655.13
    n-butyric acid 3550.29
    acetyl acetate 1387.24
    di(2-ethylhexyl) phthalate 450.95
    ethyl propionate 1803.33
    nitromethane 2286.56
    1,2-diethoxyethane 3717.22
    benzonitrile 1378.12
    trioctyl phosphate 352.62
    1-bromopropane 3844.36
    gamma-valerolactone 3410.98
    n-decanol 639.69
    triethyl phosphate 496.95
    4-methyl-2-pentanol 1483.36
    propionitrile 2712.33
    vinylene carbonate 1028.66
    1,1,2-trichlorotrifluoroethane 2115.25
    DMS 922.42
    cumene 527.79
    2-octanol 809.86
    2-hexanone 2804.89
    octyl acetate 755.92
    limonene 1043.8
    1,2-dimethoxyethane 4160.2
    ethyl orthosilicate 588.26
    tributyl phosphate 508.08
    diacetone alcohol 1917.92
    N,N-dimethylaniline 778.76
    acrylonitrile 2122.65
    aniline 1769.04
    1,3-propanediol 2015.63
    bromobenzene 1531.09
    dibromomethane 3852.4
    1,1,2,2-tetrachloroethane 3953.15
    2-methyl-cyclohexyl acetate 1068.07
    tetrabutyl urea 617.08
    diisobutyl methanol 935.89
    2-phenylethanol 1190.58
    styrene 1212.62
    dioctyl adipate 800.81
    dimethyl sulfate 512.72
    ethyl butyrate 1852.0
    methyl lactate 662.38
    butyl lactate 917.74
    diethyl carbonate 878.73
    propanediol butyl ether 1425.05
    triethyl orthoformate 1111.97
    p-tert-butyltoluene 479.19
    methyl 4-tert-butylbenzoate 751.68
    morpholine 6991.12
    tert-butylamine 4168.54
    n-dodecanol 468.72
    dimethoxymethane 2116.0
    ethylene carbonate 1095.54
    cyrene 719.39
    2-ethoxyethyl acetate 1638.51
    2-ethylhexyl acetate 1864.52
    1,2,4-trichlorobenzene 1142.25
    4-methylpyridine 3255.97
    dibutyl ether 2690.57
    2,6-dimethyl-4-heptanol 935.89
    DEF 2850.93
    dimethyl isosorbide 1505.32
    tetrachloroethylene 2616.57
    eugenol 729.87
    triacetin 1258.59
    span 80 1254.59
    1,4-butanediol 770.98
    1,1-dichloroethane 4113.86
    2-methyl-1-pentanol 2390.96
    methyl formate 715.4
    2-methyl-1-butanol 3179.54
    n-decane 269.03
    butyronitrile 3334.79
    3,7-dimethyl-1-octanol 1187.09
    1-chlorooctane 888.2
    1-chlorotetradecane 273.75
    n-nonane 330.44
    undecane 169.3
    tert-butylcyclohexane 592.59
    cyclooctane 566.24
    cyclopentanol 2770.16
    tetrahydropyran 7964.98
    tert-amyl methyl ether 3239.22
    2,5,8-trioxanonane 1832.84
    1-hexene 5480.55
    2-isopropoxyethanol 1998.04
    2,2,2-trifluoroethanol 347.93
    methyl butyrate 2407.19

    Scent© AI

1 3

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
Cascarilla 2 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 0.14%