(3E,4S)-3-Hexadecylidenedihydro-4-hydroxy-5-methylene-2(3H)-furanone

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  • Identifiers

    CAS number
    139559-06-1

    Molecular formula
    C21H36O3

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

    Safety labels

  • Odor profile

    Fragrance
    Fatty 56.01%
    Waxy 48.4%
    Oily 37.7%
    Milky 32.1%
    Lactonic 29.61%
    Dairy 29.54%
    Odorless 28.31%
    Creamy 27.3%
    Buttery 26.82%
    Citrus 23.68%

     

    Flavor
    Waxy 32.14%
    Herbal 28.47%
    Fatty 27.8%
    Bland 24.46%
    Oily 23.63%
    Mild 23.61%
    Slightly waxy 21.83%
    Faint 20.96%
    Lovage 20.67%
    Odorless 20.62%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    7.8

    pKa est.
    7.04 (neutral)

    Molecular weight
    336.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    483°C

    Flash point

    • 183.33 ˚C est.

  • Synonyms

    • 139559-06-1
    • (3E,4S)-3-Hexadecylidenedihydro-4-hydroxy-5-methylene-2(3H)-furanone
    • RefChem:69187
    • CHEMBL450686
    • SCHEMBL29562134
    • DTXSID601160493
    • (3E,4S)-3-hexadecylidene-4-hydroxy-5-methylideneoxolan-2-one
    • 139559-06-1

  • Applications

    For (3E,4S)-3-Hexadecylidenedihydro-4-hydroxy-5-methylene-2(3H)-furanone (CAS 139559-06-1), typical real-world applications include as a specialty fragrance ingredient or odorant in perfumery and personal care formulations, where it can act as a scent modifier and may function as a fixative due to its long alkyl chain; it is also evaluated for flavor/aroma applications and used as a scent component in household products such as cleaners and detergents; in industrial manufacturing it can serve as an intermediate in the synthesis of fragrance-related materials; and in coatings/inks it may be added to impart aroma or modify sensory properties.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 225.76
    methanol 166.41
    isopropanol 254.08
    water 0.07
    ethyl acetate 761.13
    n-propanol 277.46
    acetone 799.14
    n-butanol 278.43
    acetonitrile 202.42
    DMF 900.21
    toluene 285.97
    isobutanol 239.22
    1,4-dioxane 635.01
    methyl acetate 517.31
    THF 1861.8
    2-butanone 803.03
    n-pentanol 193.53
    sec-butanol 294.14
    n-hexane 38.85
    ethylene glycol 9.06
    NMP 1371.36
    cyclohexane 158.06
    DMSO 718.32
    n-butyl acetate 617.85
    n-octanol 122.32
    chloroform 1175.93
    n-propyl acetate 683.08
    acetic acid 210.49
    dichloromethane 1346.72
    cyclohexanone 1562.73
    propylene glycol 37.13
    isopropyl acetate 646.35
    DMAc 1220.43
    2-ethoxyethanol 330.53
    isopentanol 292.76
    n-heptane 25.97
    ethyl formate 289.77
    1,2-dichloroethane 1118.56
    n-hexanol 155.9
    2-methoxyethanol 365.52
    isobutyl acetate 432.0
    tetrachloromethane 264.08
    n-pentyl acetate 707.54
    transcutol 1132.82
    n-heptanol 133.98
    ethylbenzene 154.07
    MIBK 552.27
    2-propoxyethanol 343.03
    tert-butanol 342.58
    MTBE 546.14
    2-butoxyethanol 339.78
    propionic acid 253.42
    o-xylene 207.82
    formic acid 36.35
    diethyl ether 483.84
    m-xylene 202.25
    p-xylene 231.95
    chlorobenzene 486.89
    dimethyl carbonate 199.46
    n-octane 17.45
    formamide 104.22
    cyclopentanone 1684.72
    2-pentanone 832.22
    anisole 333.62
    cyclopentyl methyl ether 878.64
    gamma-butyrolactone 1436.12
    1-methoxy-2-propanol 397.3
    pyridine 767.97
    3-pentanone 632.83
    furfural 741.89
    n-dodecane 11.35
    diethylene glycol 111.53
    diisopropyl ether 196.44
    tert-amyl alcohol 354.11
    acetylacetone 826.26
    n-hexadecane 14.28
    acetophenone 433.04
    methyl propionate 564.68
    isopentyl acetate 584.15
    trichloroethylene 1694.64
    n-nonanol 125.0
    cyclohexanol 431.34
    benzyl alcohol 216.42
    2-ethylhexanol 145.08
    isooctanol 145.2
    dipropyl ether 271.03
    1,2-dichlorobenzene 493.88
    ethyl lactate 207.94
    propylene carbonate 776.39
    n-methylformamide 287.89
    2-pentanol 250.7
    n-pentane 38.74
    1-propoxy-2-propanol 328.03
    1-methoxy-2-propyl acetate 559.0
    2-(2-methoxypropoxy) propanol 259.7
    mesitylene 138.18
    ε-caprolactone 1294.67
    p-cymene 100.43
    epichlorohydrin 1555.49
    1,1,1-trichloroethane 1117.41
    2-aminoethanol 50.89
    morpholine-4-carbaldehyde 855.25
    sulfolane 1640.92
    2,2,4-trimethylpentane 34.85
    2-methyltetrahydrofuran 1328.49
    n-hexyl acetate 600.5
    isooctane 21.99
    2-(2-butoxyethoxy)ethanol 377.04
    sec-butyl acetate 511.5
    tert-butyl acetate 720.69
    decalin 59.0
    glycerin 48.09
    diglyme 838.02
    acrylic acid 147.21
    isopropyl myristate 179.87
    n-butyric acid 557.49
    acetyl acetate 401.0
    di(2-ethylhexyl) phthalate 133.49
    ethyl propionate 544.33
    nitromethane 540.48
    1,2-diethoxyethane 596.83
    benzonitrile 323.47
    trioctyl phosphate 105.39
    1-bromopropane 641.64
    gamma-valerolactone 1667.2
    n-decanol 81.21
    triethyl phosphate 193.1
    4-methyl-2-pentanol 158.54
    propionitrile 270.71
    vinylene carbonate 518.56
    1,1,2-trichlorotrifluoroethane 655.8
    DMS 366.7
    cumene 111.34
    2-octanol 126.48
    2-hexanone 556.71
    octyl acetate 225.72
    limonene 187.01
    1,2-dimethoxyethane 698.79
    ethyl orthosilicate 198.34
    tributyl phosphate 152.61
    diacetone alcohol 547.53
    N,N-dimethylaniline 221.09
    acrylonitrile 269.45
    aniline 288.77
    1,3-propanediol 131.77
    bromobenzene 557.34
    dibromomethane 857.91
    1,1,2,2-tetrachloroethane 1531.82
    2-methyl-cyclohexyl acetate 360.19
    tetrabutyl urea 223.18
    diisobutyl methanol 105.52
    2-phenylethanol 200.48
    styrene 189.43
    dioctyl adipate 268.77
    dimethyl sulfate 377.67
    ethyl butyrate 469.46
    methyl lactate 188.47
    butyl lactate 360.36
    diethyl carbonate 261.22
    propanediol butyl ether 221.28
    triethyl orthoformate 311.15
    p-tert-butyltoluene 95.38
    methyl 4-tert-butylbenzoate 395.79
    morpholine 943.23
    tert-butylamine 215.66
    n-dodecanol 57.12
    dimethoxymethane 526.62
    ethylene carbonate 532.64
    cyrene 296.47
    2-ethoxyethyl acetate 723.18
    2-ethylhexyl acetate 473.96
    1,2,4-trichlorobenzene 587.05
    4-methylpyridine 763.33
    dibutyl ether 289.78
    2,6-dimethyl-4-heptanol 105.52
    DEF 899.54
    dimethyl isosorbide 572.69
    tetrachloroethylene 891.09
    eugenol 291.08
    triacetin 509.85
    span 80 233.56
    1,4-butanediol 56.07
    1,1-dichloroethane 988.73
    2-methyl-1-pentanol 220.84
    methyl formate 189.81
    2-methyl-1-butanol 281.41
    n-decane 24.43
    butyronitrile 351.97
    3,7-dimethyl-1-octanol 144.4
    1-chlorooctane 149.2
    1-chlorotetradecane 44.79
    n-nonane 22.32
    undecane 15.51
    tert-butylcyclohexane 40.84
    cyclooctane 37.74
    cyclopentanol 486.1
    tetrahydropyran 1128.17
    tert-amyl methyl ether 446.78
    2,5,8-trioxanonane 453.0
    1-hexene 154.97
    2-isopropoxyethanol 302.1
    2,2,2-trifluoroethanol 103.48
    methyl butyrate 763.13

    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