Gadoleic Acid

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  • Identifiers

    CAS number
    29204-02-2

    Molecular formula
    C20H38O2

    SMILES
    CCCCCCCCCC/C=C\CCCCCCCC(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Fatty 79.45%
    Waxy 72.26%
    Oily 51.7%
    Dairy 25.95%
    Odorless 25.3%
    Creamy 25.21%
    Meaty 22.81%
    Savory 21.64%
    Milky 21.41%
    Sweet 21.2%

     

    Flavor
    Fatty 49.92%
    Waxy 42.43%
    Faint 34.93%
    Mild 29.37%
    Fat 28.25%
    Bland 25.86%
    Slightly waxy 24.71%
    Oily 22.8%
    Bay oil 22.68%
    Odorless 22.64%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    7.6

    pKa est.
    7.0 (neutral)

    Molecular weight
    310.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    382°C

    Flash point

    • 202.86 ˚C est.

  • Synonyms

    • Gadoleic acid
    • 29204-02-2
    • cis-9-eicosenoic acid
    • 9-Eicosenoic acid, (9Z)-
    • 9Z-eicosenoic acid
    • (Z)-9-Eicosenoic acid
    • Gondoleic acid
    • 9-Eicosenoic acid, (Z)-
    • 9c-Eicosensaeure
    • Eicos-9c-ensaeure
    • eicos-9c-enoic acid
    • (Z)-eicos-9-enoic acid
    • (9Z)-icos-9-enoic acid
    • UNII-474JWU0SQ6
    • cis-Delta(9)-eicosenoic acid
    • 474JWU0SQ6
    • C20:1C
    • CHEBI:32419
    • RefChem:36943
    • Fatty Acid 20:1 n-11
    • GADOLEIC ACID (CONSTITUENT OF BORAGE SEED OIL)
    • (Z)-icos-9-enoic acid
    • cis-9-icosenoic acid
    • (9Z)-9-Eicosenoic acid
    • cis-gadoleic acid
    • 9(Z)-Eicosenoic acid
    • eicos-9c-enoate
    • cis-9-eicosenoate
    • (Z)-eicos-9-enoate
    • (Z)-9-icosenoic acid
    • (9Z)-9-icosenoic acid
    • 9Z-Eicosenoate
    • 9Z-eicosenic acid
    • starbld0000867
    • cis-delta(9)-Eicosenoate
    • SCHEMBL245176
    • orb1692479
    • SCHEMBL4347489
    • DTXSID101045292
    • LMFA01030084
    • AKOS040756108
    • 9(Z)-Eicosenoic Acid (Gadoleic Acid)
    • HY-134895
    • H53171
    • Q5516412
    • 20:1(N-11)
    • 29204-02-2

  • Applications

    Gadoleic acid (CAS 29204-02-2) is a versatile fatty-acid feedstock used to prepare ester derivatives that act as cosmetic emollients and conditioning agents; its glycerides and fatty-acid esters are commonly employed in personal care products for skin and hair conditioning. It also serves as a raw material for ester-based lubricants and lubricant additives, providing lubricity in industrial machinery and metalworking fluids. In polymers and plastics, gadoleic acid esters can function as plasticizers or processing aids to improve flexibility and compatibility. For coatings and inks, its derivatives may act as drying-oil components or surface-modifying esters to influence film formation and gloss. Additionally, it is evaluated for use in cleaning formulations and as a precursor for specialty surfactant esters in household or industrial cleaners, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 62.92
    methanol 46.77
    isopropanol 76.09
    water 0.01
    ethyl acetate 114.69
    n-propanol 65.34
    acetone 83.4
    n-butanol 81.58
    acetonitrile 18.66
    DMF 152.59
    toluene 42.88
    isobutanol 64.13
    1,4-dioxane 146.8
    methyl acetate 59.2
    THF 547.72
    2-butanone 114.47
    n-pentanol 73.94
    sec-butanol 78.76
    n-hexane 31.12
    ethylene glycol 2.33
    NMP 327.42
    cyclohexane 77.4
    DMSO 281.06
    n-butyl acetate 188.45
    n-octanol 69.3
    chloroform 203.1
    n-propyl acetate 181.44
    acetic acid 35.27
    dichloromethane 204.74
    cyclohexanone 338.94
    propylene glycol 12.47
    isopropyl acetate 144.7
    DMAc 296.11
    2-ethoxyethanol 130.56
    isopentanol 115.84
    n-heptane 28.52
    ethyl formate 44.2
    1,2-dichloroethane 188.71
    n-hexanol 79.46
    2-methoxyethanol 124.64
    isobutyl acetate 140.09
    tetrachloromethane 57.99
    n-pentyl acetate 242.29
    transcutol 729.12
    n-heptanol 69.7
    ethylbenzene 50.0
    MIBK 184.7
    2-propoxyethanol 157.46
    tert-butanol 139.96
    MTBE 185.54
    2-butoxyethanol 167.17
    propionic acid 41.87
    o-xylene 50.02
    formic acid 6.53
    diethyl ether 123.39
    m-xylene 50.52
    p-xylene 62.92
    chlorobenzene 69.19
    dimethyl carbonate 24.93
    n-octane 13.38
    formamide 14.1
    cyclopentanone 321.73
    2-pentanone 160.18
    anisole 105.74
    cyclopentyl methyl ether 259.63
    gamma-butyrolactone 245.66
    1-methoxy-2-propanol 161.15
    pyridine 111.46
    3-pentanone 107.0
    furfural 168.97
    n-dodecane 7.79
    diethylene glycol 49.73
    diisopropyl ether 73.58
    tert-amyl alcohol 139.95
    acetylacetone 171.4
    n-hexadecane 9.41
    acetophenone 133.57
    methyl propionate 81.27
    isopentyl acetate 215.46
    trichloroethylene 262.31
    n-nonanol 72.63
    cyclohexanol 132.38
    benzyl alcohol 61.87
    2-ethylhexanol 84.95
    isooctanol 82.8
    dipropyl ether 173.26
    1,2-dichlorobenzene 95.92
    ethyl lactate 66.19
    propylene carbonate 143.18
    n-methylformamide 38.32
    2-pentanol 79.27
    n-pentane 18.04
    1-propoxy-2-propanol 192.2
    1-methoxy-2-propyl acetate 199.66
    2-(2-methoxypropoxy) propanol 155.56
    mesitylene 46.15
    ε-caprolactone 284.73
    p-cymene 48.0
    epichlorohydrin 304.7
    1,1,1-trichloroethane 192.73
    2-aminoethanol 15.61
    morpholine-4-carbaldehyde 235.23
    sulfolane 522.77
    2,2,4-trimethylpentane 21.07
    2-methyltetrahydrofuran 346.45
    n-hexyl acetate 234.92
    isooctane 15.4
    2-(2-butoxyethoxy)ethanol 223.06
    sec-butyl acetate 160.51
    tert-butyl acetate 237.87
    decalin 37.75
    glycerin 20.33
    diglyme 452.6
    acrylic acid 21.6
    isopropyl myristate 92.11
    n-butyric acid 128.91
    acetyl acetate 63.26
    di(2-ethylhexyl) phthalate 63.22
    ethyl propionate 135.65
    nitromethane 72.52
    1,2-diethoxyethane 294.3
    benzonitrile 63.16
    trioctyl phosphate 52.96
    1-bromopropane 136.43
    gamma-valerolactone 407.64
    n-decanol 48.29
    triethyl phosphate 92.68
    4-methyl-2-pentanol 72.19
    propionitrile 33.66
    vinylene carbonate 87.33
    1,1,2-trichlorotrifluoroethane 185.2
    DMS 88.61
    cumene 46.2
    2-octanol 64.6
    2-hexanone 183.35
    octyl acetate 100.85
    limonene 92.59
    1,2-dimethoxyethane 291.53
    ethyl orthosilicate 104.24
    tributyl phosphate 70.72
    diacetone alcohol 224.82
    N,N-dimethylaniline 97.3
    acrylonitrile 27.96
    aniline 49.07
    1,3-propanediol 43.39
    bromobenzene 82.33
    dibromomethane 152.26
    1,1,2,2-tetrachloroethane 316.07
    2-methyl-cyclohexyl acetate 183.56
    tetrabutyl urea 112.19
    diisobutyl methanol 72.99
    2-phenylethanol 70.78
    styrene 50.87
    dioctyl adipate 140.26
    dimethyl sulfate 69.29
    ethyl butyrate 181.31
    methyl lactate 46.19
    butyl lactate 152.12
    diethyl carbonate 85.46
    propanediol butyl ether 132.9
    triethyl orthoformate 159.59
    p-tert-butyltoluene 49.53
    methyl 4-tert-butylbenzoate 173.55
    morpholine 247.92
    tert-butylamine 99.25
    n-dodecanol 34.02
    dimethoxymethane 127.57
    ethylene carbonate 85.41
    cyrene 145.63
    2-ethoxyethyl acetate 226.04
    2-ethylhexyl acetate 177.86
    1,2,4-trichlorobenzene 111.76
    4-methylpyridine 126.16
    dibutyl ether 192.14
    2,6-dimethyl-4-heptanol 72.99
    DEF 189.32
    dimethyl isosorbide 340.67
    tetrachloroethylene 184.83
    eugenol 129.79
    triacetin 211.38
    span 80 148.95
    1,4-butanediol 17.46
    1,1-dichloroethane 145.15
    2-methyl-1-pentanol 97.79
    methyl formate 21.67
    2-methyl-1-butanol 90.81
    n-decane 18.24
    butyronitrile 61.95
    3,7-dimethyl-1-octanol 90.9
    1-chlorooctane 76.18
    1-chlorotetradecane 24.47
    n-nonane 17.78
    undecane 11.11
    tert-butylcyclohexane 31.47
    cyclooctane 22.79
    cyclopentanol 122.09
    tetrahydropyran 287.98
    tert-amyl methyl ether 167.37
    2,5,8-trioxanonane 273.0
    1-hexene 73.52
    2-isopropoxyethanol 133.23
    2,2,2-trifluoroethanol 13.61
    methyl butyrate 199.03

    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