(3E,4S)-3-(6Z)-6-Hexadecen-1-ylidenedihydro-4-hydroxy-5-methylene-2(3H)-furanone

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  • Identifiers

    CAS number
    139328-80-6

    Molecular formula
    C21H34O3

    SMILES
    CCCCCCCCC/C=C\CCCC/C=C/1\[C@@H](C(=C)OC1=O)O

    Safety labels

  • Odor profile

    Fragrance
    Fatty 61.19%
    Waxy 43.95%
    Oily 43.12%
    Milky 31.89%
    Dairy 30.64%
    Lactonic 29.97%
    Buttery 29.05%
    Fruity 27.26%
    Green 26.43%
    Peach 26.41%

     

    Flavor
    Herbal 32.49%
    Waxy 28.79%
    Fatty 25.83%
    Woody 21.94%
    Faint 21.53%
    Oily 21.21%
    Slightly waxy 20.67%
    Diterpene 20.54%
    Low 20.3%
    Outdoor 20.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.9

    pKa est.
    6.87 (neutral)

    Molecular weight
    334.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    483°C

    Flash point

    • 188.17 ˚C est.

  • Synonyms

    • (3E,4S)-3-(6Z)-6-Hexadecen-1-ylidenedihydro-4-hydroxy-5-methylene-2(3H)-furanone
    • 139328-80-6
    • RefChem:207999
    • CHEMBL442676
    • DTXSID001134101
    • (3E,4S)-3-[(6Z)-Hexadec-6-en-1-ylidene]-4-hydroxy-5-methylideneoxolan-2-one
    • 139328-80-6

  • Applications

    The compound (3E,4S)-3-(6Z)-6-Hexadecen-1-ylidenedihydro-4-hydroxy-5-methylene-2(3H)-furanone (CAS 139328-80-6) is used as a fragrance-related material and odorant with a lipophilic long-chain profile. In perfumery it often serves as a fragrance ingredient and may function as a fixative to help extend scent in formulations. It is occasionally evaluated for flavor applications in specialty systems, and can be used in household products such as air fresheners and detergents as a scented additive. In industrial manufacturing, it may serve as an intermediate in fragrance synthesis and other niche aroma applications, subject to regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 525.15
    methanol 368.48
    isopropanol 429.41
    water 0.03
    ethyl acetate 873.54
    n-propanol 546.16
    acetone 983.3
    n-butanol 472.42
    acetonitrile 203.05
    DMF 778.14
    toluene 326.67
    isobutanol 374.99
    1,4-dioxane 710.97
    methyl acetate 547.28
    THF 2103.55
    2-butanone 986.27
    n-pentanol 301.64
    sec-butanol 492.23
    n-hexane 25.99
    ethylene glycol 10.64
    NMP 962.75
    cyclohexane 114.38
    DMSO 849.91
    n-butyl acetate 533.24
    n-octanol 108.0
    chloroform 995.63
    n-propyl acetate 595.78
    acetic acid 236.84
    dichloromethane 1147.64
    cyclohexanone 1476.81
    propylene glycol 48.08
    isopropyl acetate 640.31
    DMAc 1043.42
    2-ethoxyethanol 406.56
    isopentanol 411.77
    n-heptane 15.84
    ethyl formate 269.31
    1,2-dichloroethane 989.51
    n-hexanol 214.21
    2-methoxyethanol 493.08
    isobutyl acetate 367.15
    tetrachloromethane 168.57
    n-pentyl acetate 512.64
    transcutol 1362.91
    n-heptanol 130.03
    ethylbenzene 144.28
    MIBK 542.51
    2-propoxyethanol 416.03
    tert-butanol 447.58
    MTBE 616.5
    2-butoxyethanol 320.44
    propionic acid 261.21
    o-xylene 191.16
    formic acid 39.74
    diethyl ether 698.27
    m-xylene 190.75
    p-xylene 190.52
    chlorobenzene 418.19
    dimethyl carbonate 166.97
    n-octane 10.76
    formamide 100.58
    cyclopentanone 1487.43
    2-pentanone 987.29
    anisole 315.53
    cyclopentyl methyl ether 859.33
    gamma-butyrolactone 1146.81
    1-methoxy-2-propanol 489.55
    pyridine 771.08
    3-pentanone 638.08
    furfural 576.05
    n-dodecane 8.6
    diethylene glycol 135.93
    diisopropyl ether 179.58
    tert-amyl alcohol 432.26
    acetylacetone 799.71
    n-hexadecane 10.59
    acetophenone 359.61
    methyl propionate 579.29
    isopentyl acetate 504.74
    trichloroethylene 1429.41
    n-nonanol 110.64
    cyclohexanol 482.15
    benzyl alcohol 234.34
    2-ethylhexanol 153.36
    isooctanol 132.07
    dipropyl ether 235.17
    1,2-dichlorobenzene 373.88
    ethyl lactate 176.02
    propylene carbonate 577.7
    n-methylformamide 268.21
    2-pentanol 346.24
    n-pentane 31.29
    1-propoxy-2-propanol 338.83
    1-methoxy-2-propyl acetate 528.24
    2-(2-methoxypropoxy) propanol 252.76
    mesitylene 119.66
    ε-caprolactone 1149.74
    p-cymene 82.65
    epichlorohydrin 1449.28
    1,1,1-trichloroethane 814.56
    2-aminoethanol 69.42
    morpholine-4-carbaldehyde 690.72
    sulfolane 1192.6
    2,2,4-trimethylpentane 28.77
    2-methyltetrahydrofuran 1480.89
    n-hexyl acetate 473.03
    isooctane 18.47
    2-(2-butoxyethoxy)ethanol 386.75
    sec-butyl acetate 441.55
    tert-butyl acetate 639.33
    decalin 43.07
    glycerin 55.26
    diglyme 804.63
    acrylic acid 137.33
    isopropyl myristate 141.51
    n-butyric acid 613.38
    acetyl acetate 367.5
    di(2-ethylhexyl) phthalate 115.76
    ethyl propionate 467.25
    nitromethane 498.62
    1,2-diethoxyethane 599.51
    benzonitrile 294.3
    trioctyl phosphate 87.06
    1-bromopropane 638.02
    gamma-valerolactone 1459.77
    n-decanol 74.14
    triethyl phosphate 143.2
    4-methyl-2-pentanol 187.75
    propionitrile 280.98
    vinylene carbonate 382.27
    1,1,2-trichlorotrifluoroethane 537.96
    DMS 297.97
    cumene 98.1
    2-octanol 107.3
    2-hexanone 538.96
    octyl acetate 180.07
    limonene 150.12
    1,2-dimethoxyethane 690.3
    ethyl orthosilicate 149.77
    tributyl phosphate 119.35
    diacetone alcohol 538.47
    N,N-dimethylaniline 197.72
    acrylonitrile 247.88
    aniline 308.63
    1,3-propanediol 183.92
    bromobenzene 461.32
    dibromomethane 732.01
    1,1,2,2-tetrachloroethane 1257.34
    2-methyl-cyclohexyl acetate 289.63
    tetrabutyl urea 170.75
    diisobutyl methanol 95.64
    2-phenylethanol 217.39
    styrene 179.92
    dioctyl adipate 211.52
    dimethyl sulfate 264.06
    ethyl butyrate 375.23
    methyl lactate 172.48
    butyl lactate 282.83
    diethyl carbonate 204.69
    propanediol butyl ether 218.97
    triethyl orthoformate 236.54
    p-tert-butyltoluene 77.38
    methyl 4-tert-butylbenzoate 293.57
    morpholine 1149.05
    tert-butylamine 244.58
    n-dodecanol 53.1
    dimethoxymethane 641.13
    ethylene carbonate 403.1
    cyrene 267.75
    2-ethoxyethyl acetate 615.21
    2-ethylhexyl acetate 387.17
    1,2,4-trichlorobenzene 435.22
    4-methylpyridine 742.36
    dibutyl ether 233.75
    2,6-dimethyl-4-heptanol 95.64
    DEF 856.17
    dimethyl isosorbide 491.88
    tetrachloroethylene 724.99
    eugenol 249.36
    triacetin 393.5
    span 80 216.91
    1,4-butanediol 68.18
    1,1-dichloroethane 920.2
    2-methyl-1-pentanol 296.31
    methyl formate 167.82
    2-methyl-1-butanol 398.25
    n-decane 17.02
    butyronitrile 409.62
    3,7-dimethyl-1-octanol 139.33
    1-chlorooctane 110.44
    1-chlorotetradecane 35.13
    n-nonane 14.9
    undecane 11.51
    tert-butylcyclohexane 31.09
    cyclooctane 24.43
    cyclopentanol 509.75
    tetrahydropyran 1439.16
    tert-amyl methyl ether 461.02
    2,5,8-trioxanonane 446.07
    1-hexene 147.75
    2-isopropoxyethanol 342.0
    2,2,2-trifluoroethanol 76.14
    methyl butyrate 643.16

    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