eicosa-5,11,14-trienoic acid, (Z,Z,Z)-

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  • Identifiers

    CAS number
    7019-85-4

    Molecular formula
    C20H34O2

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

    Safety labels

  • Odor profile

    Fragrance
    Fatty 83.91%
    Oily 60.74%
    Waxy 43.99%
    Fishy 25.64%
    Dairy 24.94%
    Green 24.66%
    Fruity 24.2%
    Meaty 21.44%
    Sweet 20.84%
    Citrus 20.56%

     

    Flavor
    Fatty 28.73%
    Faint 26.98%
    Slightly waxy 19.51%
    Oriental 18.9%
    Delicate 18.9%
    Diterpene 18.54%
    Low 18.49%
    Pumpkin 18.27%
    Bay oil 18.22%
    Terpentine 17.92%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.7

    pKa est.
    7.71 (neutral)

    Molecular weight
    306.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    344°C

    Flash point

    • 225.88 ˚C est.

  • Synonyms

    • RefChem:181879
    • eicosa-5,11,14-trienoic acid, (Z,Z,Z)-
    • sciadonic acid
    • 7019-85-4
    • (5Z,11Z,14Z)-icosa-5,11,14-trienoic acid
    • 5Z,11Z,14Z-eicosatrienoic acid
    • 5(Z),11(Z),14(Z)-Eicosatrienoic Acid
    • Sciadopinolenic acid
    • UNII-69Y3H52QB5
    • (Z,Z,Z)-5,11,14-Eicosatrienoic acid
    • 11,14-Eicosatrienoic acid, (Z,Z,Z)-
    • 69Y3H52QB5
    • delta5,11,14-Eicosatrienoic acid
    • C20:3n-6,9,15
    • (5Z,11Z,14Z)- 5,11,14-Eicosatrienoic acid,
    • all-cis-5,11,14-eicosatrienoic acid
    • Calthic acid
    • orb1693920
    • SCHEMBL1033821
    • CHEBI:82832
    • DTXSID601317197
    • HMS3650D13
    • cis-5,11,14-eicosatrienoic acid
    • (5Z,11Z,14Z)-icosatrienoic acid
    • (5Z,11Z,14Z)-eicosatrienoic acid
    • LMFA01030380
    • MFCD11973716
    • all-cis-5,11,14-icosatrienoic acid
    • AKOS040755138
    • PD019618
    • .DELTA.5,11,14-EICOSATRIENOIC ACID
    • G91482
    • SR-01000946329
    • SR-01000946329-1
    • Q27156395
    • 7019-85-4

  • Applications

    eicosa-5,11,14-trienoic acid, (Z,Z,Z)- (CAS 7019-85-4) is a polyunsaturated 20-carbon fatty acid commonly used as a synthetic intermediate and feedstock for the production of functional esters and other derivatives. In practice it may be employed to prepare cosmetic/personal-care ingredients such as emollient esters and surfactant precursors; it can serve as a starting material for specialty polymers and polyester resins used in coatings and inks; it may function as a component or precursor in drying oils and related additives for coatings; it acts as an industrial chemical intermediate for further functionalization in various manufacturing processes; and it can be incorporated into cleaning formulations as a fatty-acid-based surfactant or carrier, subject to regulatory and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 106.83
    methanol 90.05
    isopropanol 90.85
    water 0.01
    ethyl acetate 101.28
    n-propanol 89.01
    acetone 105.34
    n-butanol 101.72
    acetonitrile 18.88
    DMF 152.62
    toluene 37.59
    isobutanol 68.11
    1,4-dioxane 154.1
    methyl acetate 55.4
    THF 543.43
    2-butanone 121.45
    n-pentanol 95.55
    sec-butanol 88.38
    n-hexane 22.64
    ethylene glycol 3.41
    NMP 238.62
    cyclohexane 36.05
    DMSO 333.83
    n-butyl acetate 147.23
    n-octanol 53.99
    chloroform 161.13
    n-propyl acetate 150.4
    acetic acid 39.18
    dichloromethane 174.26
    cyclohexanone 265.69
    propylene glycol 16.81
    isopropyl acetate 116.54
    DMAc 300.64
    2-ethoxyethanol 167.81
    isopentanol 118.8
    n-heptane 14.89
    ethyl formate 40.89
    1,2-dichloroethane 160.61
    n-hexanol 86.06
    2-methoxyethanol 161.64
    isobutyl acetate 112.37
    tetrachloromethane 32.92
    n-pentyl acetate 144.0
    transcutol 833.65
    n-heptanol 56.14
    ethylbenzene 40.94
    MIBK 158.26
    2-propoxyethanol 178.3
    tert-butanol 138.5
    MTBE 174.08
    2-butoxyethanol 143.76
    propionic acid 41.18
    o-xylene 39.05
    formic acid 9.43
    diethyl ether 128.66
    m-xylene 40.36
    p-xylene 46.87
    chlorobenzene 52.27
    dimethyl carbonate 22.67
    n-octane 7.22
    formamide 18.8
    cyclopentanone 250.72
    2-pentanone 159.09
    anisole 95.09
    cyclopentyl methyl ether 219.67
    gamma-butyrolactone 185.39
    1-methoxy-2-propanol 183.87
    pyridine 100.69
    3-pentanone 94.74
    furfural 135.98
    n-dodecane 4.75
    diethylene glycol 62.5
    diisopropyl ether 57.06
    tert-amyl alcohol 134.17
    acetylacetone 155.87
    n-hexadecane 5.56
    acetophenone 110.36
    methyl propionate 75.42
    isopentyl acetate 162.86
    trichloroethylene 213.63
    n-nonanol 56.24
    cyclohexanol 109.98
    benzyl alcohol 61.66
    2-ethylhexanol 73.73
    isooctanol 62.39
    dipropyl ether 126.66
    1,2-dichlorobenzene 63.99
    ethyl lactate 58.16
    propylene carbonate 104.54
    n-methylformamide 41.89
    2-pentanol 82.83
    n-pentane 12.09
    1-propoxy-2-propanol 180.13
    1-methoxy-2-propyl acetate 172.76
    2-(2-methoxypropoxy) propanol 144.61
    mesitylene 34.13
    ε-caprolactone 220.11
    p-cymene 33.8
    epichlorohydrin 271.01
    1,1,1-trichloroethane 120.6
    2-aminoethanol 22.66
    morpholine-4-carbaldehyde 208.42
    sulfolane 355.74
    2,2,4-trimethylpentane 14.38
    2-methyltetrahydrofuran 304.78
    n-hexyl acetate 160.87
    isooctane 10.73
    2-(2-butoxyethoxy)ethanol 219.73
    sec-butyl acetate 124.38
    tert-butyl acetate 183.14
    decalin 24.03
    glycerin 25.65
    diglyme 412.79
    acrylic acid 21.69
    isopropyl myristate 61.41
    n-butyric acid 119.7
    acetyl acetate 50.26
    di(2-ethylhexyl) phthalate 48.83
    ethyl propionate 105.29
    nitromethane 70.53
    1,2-diethoxyethane 276.72
    benzonitrile 53.22
    trioctyl phosphate 38.36
    1-bromopropane 110.91
    gamma-valerolactone 331.71
    n-decanol 37.9
    triethyl phosphate 65.49
    4-methyl-2-pentanol 66.38
    propionitrile 32.72
    vinylene carbonate 65.27
    1,1,2-trichlorotrifluoroethane 161.42
    DMS 67.65
    cumene 36.8
    2-octanol 44.03
    2-hexanone 171.27
    octyl acetate 69.08
    limonene 62.1
    1,2-dimethoxyethane 304.14
    ethyl orthosilicate 75.86
    tributyl phosphate 50.94
    diacetone alcohol 198.69
    N,N-dimethylaniline 85.18
    acrylonitrile 26.66
    aniline 48.3
    1,3-propanediol 55.14
    bromobenzene 57.8
    dibromomethane 123.94
    1,1,2,2-tetrachloroethane 239.09
    2-methyl-cyclohexyl acetate 133.9
    tetrabutyl urea 80.21
    diisobutyl methanol 55.47
    2-phenylethanol 69.25
    styrene 43.03
    dioctyl adipate 101.37
    dimethyl sulfate 56.06
    ethyl butyrate 126.79
    methyl lactate 44.96
    butyl lactate 109.19
    diethyl carbonate 62.24
    propanediol butyl ether 119.5
    triethyl orthoformate 113.46
    p-tert-butyltoluene 33.91
    methyl 4-tert-butylbenzoate 124.45
    morpholine 268.22
    tert-butylamine 87.31
    n-dodecanol 26.85
    dimethoxymethane 146.04
    ethylene carbonate 63.39
    cyrene 125.56
    2-ethoxyethyl acetate 171.28
    2-ethylhexyl acetate 127.89
    1,2,4-trichlorobenzene 77.66
    4-methylpyridine 111.08
    dibutyl ether 133.2
    2,6-dimethyl-4-heptanol 55.47
    DEF 173.25
    dimethyl isosorbide 287.62
    tetrachloroethylene 137.43
    eugenol 104.55
    triacetin 148.85
    span 80 129.03
    1,4-butanediol 21.9
    1,1-dichloroethane 112.56
    2-methyl-1-pentanol 109.08
    methyl formate 21.16
    2-methyl-1-butanol 96.57
    n-decane 10.04
    butyronitrile 61.42
    3,7-dimethyl-1-octanol 69.57
    1-chlorooctane 46.91
    1-chlorotetradecane 15.71
    n-nonane 9.55
    undecane 6.49
    tert-butylcyclohexane 20.73
    cyclooctane 11.35
    cyclopentanol 96.04
    tetrahydropyran 272.01
    tert-amyl methyl ether 147.02
    2,5,8-trioxanonane 260.41
    1-hexene 67.44
    2-isopropoxyethanol 146.73
    2,2,2-trifluoroethanol 11.29
    methyl butyrate 157.33

    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