9,12,15-Octadecatrienoic acid, phenylmethyl ester, (9Z,12Z,15Z)-

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    77509-02-5

    Molecular formula
    C25H36O2

    SMILES
    CCC=CCC=CCC=CCCCCCCCC(=O)OCC1=CC=CC=C1

  • Odor profile

    Fragrance
    Fatty 73.48%
    Oily 60.17%
    Waxy 42.34%
    Fruity 37.52%
    Sweet 33.44%
    Balsamic 32.17%
    Herbal 30.17%
    Green 28.11%
    Floral 25.82%
    Fishy 23.68%

     

    Flavor
    Fatty 22.67%
    Faint 22.24%
    Low 19.56%
    Oriental 19.43%
    Waxy 19.43%
    Diterpene 19.32%
    Delicate 19.23%
    Pumpkin 18.79%
    Slightly waxy 18.72%
    Honeydew 18.71%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    7.7

    pKa est.
    7.56 (neutral)

    Molecular weight
    368.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    420°C

    Flash point

    • 221.52 ˚C est.

  • Synonyms

    • 77509-02-5
    • 9,12,15-Octadecatrienoic acid, phenylmethyl ester, (9Z,12Z,15Z)-
    • DTXSID50340029

  • Applications

    A research-grade precursor and reference standard of the benzyl ester of α-linolenic acid (9Z,12Z,15Z) applied to: serve as an LC–MS/NMR standard for polyunsaturated fatty acid esters; act as a lipid model in autoxidation/photooxidation studies to screen antioxidants, radical scavengers, and packaging barriers; function as a selective substrate in lipase/esterase assays and in transesterification for structured-lipid synthesis; provide a versatile intermediate for further transformations (hydrogenolysis to the free acid, epoxidation/crosslinking/functionalization) toward bio-based polymers, reactive diluents, and surface modifiers; enable formulation studies of hydrophobic carriers (nanoemulsions/liposomes) comparing esterified ALA delivery and oxidative stability versus the free acid; and be explored in fragrance chemistry as a benzylated unsaturated ester for odor modulation and prototype emollient/fixative use (R&D, with oxidative-stability and regulatory considerations), all for research/analytical use only, not for therapeutic or food applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 145.74
    methanol 169.96
    isopropanol 94.2
    water 0.11
    ethyl acetate 463.08
    n-propanol 137.43
    acetone 414.36
    n-butanol 162.07
    acetonitrile 155.75
    DMF 338.74
    toluene 232.86
    isobutanol 104.65
    1,4-dioxane 449.7
    methyl acetate 289.63
    THF 880.47
    2-butanone 444.62
    n-pentanol 128.18
    sec-butanol 137.79
    n-hexane 28.5
    ethylene glycol 6.85
    NMP 477.58
    cyclohexane 117.7
    DMSO 607.57
    n-butyl acetate 302.68
    n-octanol 61.2
    chloroform 1362.87
    n-propyl acetate 390.31
    acetic acid 178.12
    dichloromethane 1869.82
    cyclohexanone 792.86
    propylene glycol 19.43
    isopropyl acetate 324.24
    DMAc 805.73
    2-ethoxyethanol 208.97
    isopentanol 153.98
    n-heptane 22.63
    ethyl formate 180.2
    1,2-dichloroethane 1260.49
    n-hexanol 92.41
    2-methoxyethanol 208.27
    isobutyl acetate 235.9
    tetrachloromethane 186.29
    n-pentyl acetate 312.65
    transcutol 1081.65
    n-heptanol 73.99
    ethylbenzene 125.66
    MIBK 288.83
    2-propoxyethanol 190.88
    tert-butanol 128.33
    MTBE 254.39
    2-butoxyethanol 191.88
    propionic acid 149.39
    o-xylene 142.66
    formic acid 39.56
    diethyl ether 353.18
    m-xylene 129.06
    p-xylene 158.27
    chlorobenzene 340.89
    dimethyl carbonate 114.9
    n-octane 11.6
    formamide 90.44
    cyclopentanone 659.87
    2-pentanone 419.75
    anisole 278.47
    cyclopentyl methyl ether 397.65
    gamma-butyrolactone 588.79
    1-methoxy-2-propanol 187.18
    pyridine 558.95
    3-pentanone 358.12
    furfural 416.75
    n-dodecane 7.61
    diethylene glycol 71.5
    diisopropyl ether 94.45
    tert-amyl alcohol 161.28
    acetylacetone 476.24
    n-hexadecane 9.03
    acetophenone 307.76
    methyl propionate 310.04
    isopentyl acetate 286.33
    trichloroethylene 1710.4
    n-nonanol 65.0
    cyclohexanol 207.56
    benzyl alcohol 154.12
    2-ethylhexanol 85.95
    isooctanol 73.84
    dipropyl ether 189.06
    1,2-dichlorobenzene 369.96
    ethyl lactate 113.59
    propylene carbonate 343.68
    n-methylformamide 142.69
    2-pentanol 113.93
    n-pentane 23.09
    1-propoxy-2-propanol 175.35
    1-methoxy-2-propyl acetate 302.25
    2-(2-methoxypropoxy) propanol 179.24
    mesitylene 83.98
    ε-caprolactone 610.66
    p-cymene 67.7
    epichlorohydrin 945.28
    1,1,1-trichloroethane 809.84
    2-aminoethanol 32.29
    morpholine-4-carbaldehyde 402.8
    sulfolane 757.21
    2,2,4-trimethylpentane 24.01
    2-methyltetrahydrofuran 614.42
    n-hexyl acetate 276.13
    isooctane 12.27
    2-(2-butoxyethoxy)ethanol 262.48
    sec-butyl acetate 276.16
    tert-butyl acetate 355.83
    decalin 42.34
    glycerin 29.14
    diglyme 674.19
    acrylic acid 101.53
    isopropyl myristate 91.52
    n-butyric acid 325.0
    acetyl acetate 267.37
    di(2-ethylhexyl) phthalate 84.48
    ethyl propionate 317.55
    nitromethane 425.12
    1,2-diethoxyethane 461.34
    benzonitrile 195.0
    trioctyl phosphate 57.0
    1-bromopropane 584.49
    gamma-valerolactone 768.22
    n-decanol 43.25
    triethyl phosphate 142.0
    4-methyl-2-pentanol 73.85
    propionitrile 166.45
    vinylene carbonate 295.62
    1,1,2-trichlorotrifluoroethane 433.15
    DMS 200.54
    cumene 81.0
    2-octanol 55.39
    2-hexanone 352.36
    octyl acetate 112.82
    limonene 114.72
    1,2-dimethoxyethane 482.15
    ethyl orthosilicate 151.58
    tributyl phosphate 79.95
    diacetone alcohol 280.12
    N,N-dimethylaniline 178.52
    acrylonitrile 158.93
    aniline 194.58
    1,3-propanediol 70.01
    bromobenzene 413.47
    dibromomethane 1097.08
    1,1,2,2-tetrachloroethane 1468.09
    2-methyl-cyclohexyl acetate 218.85
    tetrabutyl urea 122.07
    diisobutyl methanol 64.07
    2-phenylethanol 129.31
    styrene 171.22
    dioctyl adipate 165.27
    dimethyl sulfate 211.69
    ethyl butyrate 296.77
    methyl lactate 97.6
    butyl lactate 176.44
    diethyl carbonate 177.37
    propanediol butyl ether 122.31
    triethyl orthoformate 214.94
    p-tert-butyltoluene 61.36
    methyl 4-tert-butylbenzoate 226.89
    morpholine 539.07
    tert-butylamine 84.36
    n-dodecanol 32.15
    dimethoxymethane 339.83
    ethylene carbonate 276.71
    cyrene 180.13
    2-ethoxyethyl acetate 416.67
    2-ethylhexyl acetate 233.62
    1,2,4-trichlorobenzene 414.83
    4-methylpyridine 488.46
    dibutyl ether 184.54
    2,6-dimethyl-4-heptanol 64.07
    DEF 485.21
    dimethyl isosorbide 396.33
    tetrachloroethylene 844.6
    eugenol 192.85
    triacetin 298.11
    span 80 153.36
    1,4-butanediol 31.43
    1,1-dichloroethane 853.82
    2-methyl-1-pentanol 145.21
    methyl formate 101.28
    2-methyl-1-butanol 156.65
    n-decane 15.52
    butyronitrile 214.1
    3,7-dimethyl-1-octanol 72.91
    1-chlorooctane 80.21
    1-chlorotetradecane 26.89
    n-nonane 14.47
    undecane 10.04
    tert-butylcyclohexane 28.49
    cyclooctane 26.62
    cyclopentanol 149.69
    tetrahydropyran 696.31
    tert-amyl methyl ether 235.94
    2,5,8-trioxanonane 380.78
    1-hexene 111.83
    2-isopropoxyethanol 177.73
    2,2,2-trifluoroethanol 67.86
    methyl butyrate 443.7

    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
Narcissus poeticus absolute 8023-75-4 Narcissus poeticus L., fam. Amaryllidaceae 0.1%