1-Acetoxy-5-dodecene, (5E)-

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  • Identifiers

    CAS number
    16676-97-4

    Molecular formula
    C14H26O2

    SMILES
    CCCCCC/C=C/CCCCOC(=O)C

  • Odor profile

    Fruity 75.36%
    Fatty 67.33%
    Waxy 66.44%
    Citrus 56.95%
    Floral 51.37%
    Rose 49.34%
    Oily 46.65%
    Fresh 45.1%
    Herbal 38.35%
    Orange 37.85%

    Scent© AI

  • Properties

    XLogP3-AA
    4.8

    pKa est.
    7.88 (neutral)

    Molecular weight
    226.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    279°C

    Flash point est.
    125.23 ˚C

  • Synonyms

    • [(E)-dodec-5-enyl] acetate
    • 16676-97-4
    • 5-Dodecen-1-ol, acetate, (E)-
    • 1-Acetoxy-5-dodecene, (5E)-
    • 5E-Dodecenyl acetate
    • 5-Dodecen-1-ol, 1-acetate, (5E)-
    • 5-Dodecen-1-ol, acetate, (5E)-
    • M7W821NF8A
    • E-5-dodecenyl acetate
    • AI3-33457
    • TRANS-5-DODECENYL ACETATE
    • DTXSID101301905
    • 5-DODECENYL ACETATE, (E)-
    • (Z)-5-DODECEN-1-YL ACETATE
    • TRANS-5-DODECEN-1-YL ACETATE
    • Acetic acid [(E)-5-dodecene]-1-yl ester
    • (E)-5-dodecenyl acetate
    • UNII-M7W821NF8A
    • E-5-Dodecen-1-ol acetate
    • (5E)-1-acetoxy-5-dodecene
    • SCHEMBL593189
    • (5E)-5-Dodecenyl acetate #
    • SCHEMBL1301648
    • DTXCID20909662
    • CHEBI:179341
    • LMFA07010225
    • Q27283601

  • Applications

    (5E)-1-Acetoxy-5-dodecene is a long-chain acetate ester used primarily as a synthetic semiochemical/pheromone component for certain insect species (notably Lepidoptera) to formulate lures, monitor populations, and implement mating disruption in integrated pest management; it also serves as a versatile intermediate in organic synthesis (hydrolysis to (E)-5-dodecen-1-ol, oxidation to (E)-5-dodecenal, and participation in allylic substitution such as Tsuji–Trost or other double-bond transformations), as a reference standard for developing/calibrating GC/GC-MS methods for long-chain acetate esters, as a model substrate to study esterase/lipase selectivity and ester stability/biodegradation, and as a hydrophobic building block for materials, coatings, and controlled-release carriers used in pheromone formulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1718.45
    methanol 1491.61
    isopropanol 1494.41
    water 0.02
    ethyl acetate 1447.81
    n-propanol 1373.49
    acetone 2114.25
    n-butanol 1233.19
    acetonitrile 929.48
    DMF 1274.55
    toluene 617.81
    isobutanol 1019.78
    1,4-dioxane 2083.0
    methyl acetate 969.28
    THF 3226.74
    2-butanone 1582.1
    n-pentanol 1053.06
    sec-butanol 1349.84
    n-hexane 574.56
    ethylene glycol 82.26
    NMP 1030.61
    cyclohexane 734.5
    DMSO 2148.54
    n-butyl acetate 1158.77
    n-octanol 351.5
    chloroform 2573.89
    n-propyl acetate 1175.05
    acetic acid 636.95
    dichloromethane 2461.52
    cyclohexanone 2182.08
    propylene glycol 250.33
    isopropyl acetate 1059.22
    DMAc 1110.44
    2-ethoxyethanol 1103.93
    isopentanol 1109.59
    n-heptane 196.9
    ethyl formate 535.41
    1,2-dichloroethane 1799.55
    n-hexanol 919.66
    2-methoxyethanol 1378.17
    isobutyl acetate 707.52
    tetrachloromethane 427.35
    n-pentyl acetate 708.56
    transcutol 3462.73
    n-heptanol 319.17
    ethylbenzene 373.68
    MIBK 939.83
    2-propoxyethanol 1162.28
    tert-butanol 1869.31
    MTBE 2089.08
    2-butoxyethanol 591.17
    propionic acid 578.75
    o-xylene 382.05
    formic acid 104.45
    diethyl ether 2415.05
    m-xylene 428.09
    p-xylene 442.32
    chlorobenzene 695.57
    dimethyl carbonate 186.42
    n-octane 62.62
    formamide 172.85
    cyclopentanone 1748.91
    2-pentanone 1569.55
    anisole 634.13
    cyclopentyl methyl ether 1815.23
    gamma-butyrolactone 1394.7
    1-methoxy-2-propanol 1222.09
    pyridine 1459.7
    3-pentanone 941.16
    furfural 925.65
    n-dodecane 37.38
    diethylene glycol 496.43
    diisopropyl ether 589.29
    tert-amyl alcohol 1484.28
    acetylacetone 1162.9
    n-hexadecane 44.79
    acetophenone 548.25
    methyl propionate 821.62
    isopentyl acetate 1012.21
    trichloroethylene 2332.7
    n-nonanol 311.41
    cyclohexanol 1322.66
    benzyl alcohol 491.76
    2-ethylhexanol 615.01
    isooctanol 306.08
    dipropyl ether 1041.07
    1,2-dichlorobenzene 609.59
    ethyl lactate 321.5
    propylene carbonate 711.63
    n-methylformamide 469.59
    2-pentanol 1017.11
    n-pentane 302.65
    1-propoxy-2-propanol 994.06
    1-methoxy-2-propyl acetate 879.27
    2-(2-methoxypropoxy) propanol 608.46
    mesitylene 289.52
    ε-caprolactone 1518.73
    p-cymene 209.33
    epichlorohydrin 1931.32
    1,1,1-trichloroethane 1638.7
    2-aminoethanol 357.93
    morpholine-4-carbaldehyde 1100.97
    sulfolane 1636.54
    2,2,4-trimethylpentane 120.73
    2-methyltetrahydrofuran 2755.81
    n-hexyl acetate 875.12
    isooctane 93.39
    2-(2-butoxyethoxy)ethanol 886.95
    sec-butyl acetate 806.24
    tert-butyl acetate 1094.08
    decalin 231.23
    glycerin 251.61
    diglyme 1521.92
    acrylic acid 315.0
    isopropyl myristate 310.03
    n-butyric acid 1212.36
    acetyl acetate 610.47
    di(2-ethylhexyl) phthalate 249.21
    ethyl propionate 882.47
    nitromethane 989.03
    1,2-diethoxyethane 1484.71
    benzonitrile 608.49
    trioctyl phosphate 180.46
    1-bromopropane 1689.85
    gamma-valerolactone 1886.74
    n-decanol 214.55
    triethyl phosphate 292.99
    4-methyl-2-pentanol 506.32
    propionitrile 862.02
    vinylene carbonate 548.18
    1,1,2-trichlorotrifluoroethane 1043.4
    DMS 469.61
    cumene 244.29
    2-octanol 270.52
    2-hexanone 1247.2
    octyl acetate 368.96
    limonene 427.93
    1,2-dimethoxyethane 1908.51
    ethyl orthosilicate 312.76
    tributyl phosphate 256.68
    diacetone alcohol 916.53
    N,N-dimethylaniline 429.33
    acrylonitrile 690.7
    aniline 675.99
    1,3-propanediol 570.16
    bromobenzene 818.23
    dibromomethane 1947.82
    1,1,2,2-tetrachloroethane 2227.35
    2-methyl-cyclohexyl acetate 600.74
    tetrabutyl urea 325.04
    diisobutyl methanol 329.34
    2-phenylethanol 480.11
    styrene 499.07
    dioctyl adipate 457.63
    dimethyl sulfate 311.85
    ethyl butyrate 813.31
    methyl lactate 284.43
    butyl lactate 451.66
    diethyl carbonate 429.62
    propanediol butyl ether 545.39
    triethyl orthoformate 534.59
    p-tert-butyltoluene 206.07
    methyl 4-tert-butylbenzoate 458.15
    morpholine 2942.79
    tert-butylamine 1221.51
    n-dodecanol 159.68
    dimethoxymethane 1039.76
    ethylene carbonate 538.97
    cyrene 447.81
    2-ethoxyethyl acetate 796.78
    2-ethylhexyl acetate 790.91
    1,2,4-trichlorobenzene 691.1
    4-methylpyridine 1379.52
    dibutyl ether 907.67
    2,6-dimethyl-4-heptanol 329.34
    DEF 1324.12
    dimethyl isosorbide 932.9
    tetrachloroethylene 1406.1
    eugenol 414.11
    triacetin 696.93
    span 80 591.01
    1,4-butanediol 247.49
    1,1-dichloroethane 1917.82
    2-methyl-1-pentanol 890.58
    methyl formate 263.24
    2-methyl-1-butanol 1039.34
    n-decane 77.46
    butyronitrile 1143.24
    3,7-dimethyl-1-octanol 403.13
    1-chlorooctane 342.92
    1-chlorotetradecane 109.58
    n-nonane 84.4
    undecane 50.73
    tert-butylcyclohexane 185.61
    cyclooctane 177.13
    cyclopentanol 1124.77
    tetrahydropyran 3529.38
    tert-amyl methyl ether 1296.08
    2,5,8-trioxanonane 1006.03
    1-hexene 1456.82
    2-isopropoxyethanol 861.42
    2,2,2-trifluoroethanol 127.11
    methyl butyrate 1192.0

    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
Ambrette seed absolute 8015-62-1 Hibiscus abelmoschus L. (Abelmoschus moschatus Moench), fam. Malvaceae 0.01%