9,12-Octadecadienoic acid (9Z,12Z)-, 2-mercaptoethyl ester

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  • Identifiers

    CAS number
    52147-29-2

    Molecular formula
    C20H36O2S

    SMILES
    CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCCS

    Safety labels

  • Odor profile

    Fragrance
    Fatty 72.97%
    Oily 48.14%
    Waxy 42.75%
    Fruity 33.0%
    Meaty 31.07%
    Savory 28.2%
    Dairy 25.85%
    Sweet 24.52%
    Citrus 22.54%
    Milky 22.08%

     

    Flavor
    Fatty 32.69%
    Faint 28.29%
    Waxy 27.6%
    Slightly waxy 21.09%
    Oily 20.41%
    Bay oil 20.25%
    Delicate 20.22%
    Honeydew 19.48%
    Beer 19.15%
    Low 19.03%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    7.2

    pKa est.
    7.31 (neutral)

    Molecular weight
    340.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    382°C

    Flash point

    • 178.96 ˚C est.

  • Synonyms

    • 2-Mercaptoethyl linoleate
    • 52147-29-2
    • EINECS 257-690-3
    • DTXSID2029373
    • 9,12-Octadecadienoic acid (9Z,12Z)-, 2-mercaptoethyl ester
    • 9,12-Octadecadienoic acid (Z,Z)-, 2-mercaptoethyl ester
    • RefChem:548843
    • DTXCID809373
    • 2-Mercaptoethyl (9Z,12Z)-octadeca-9,12-dienoate
    • 2-sulfanylethyl (9Z,12Z)-octadeca-9,12-dienoate
    • SCHEMBL5993877
    • OVTHRUQOYWQEJA-HZJYTTRNSA-N
    • DB-251556
    • NS00032435
    • 2-Mercaptoethyl(9Z,12Z)-octadeca-9,12-dienoate
    • 52147-29-2

  • Applications

    9,12-Octadecadienoic acid (9Z,12Z)-, 2-mercaptoethyl ester (CAS 52147-29-2) is a fatty acid-derived thiol ester that can serve as a renewable building block in biobased polymers and coatings; it may be used as a reactive monomer or crosslinker in thiol-ene and Michael-type chemistries, enabling UV-curable coatings and inks as well as functional crosslinkers in adhesives and sealants; the mercapto group also supports synthesis of sulfur-containing specialty chemicals and may function as a lubricant additive or plasticizer to tailor processing properties in industrial formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 81.65
    methanol 84.24
    isopropanol 76.94
    water 0.02
    ethyl acetate 239.54
    n-propanol 83.87
    acetone 291.77
    n-butanol 96.26
    acetonitrile 72.49
    DMF 275.87
    toluene 115.59
    isobutanol 70.38
    1,4-dioxane 304.74
    methyl acetate 162.8
    THF 704.11
    2-butanone 278.95
    n-pentanol 95.6
    sec-butanol 94.91
    n-hexane 22.32
    ethylene glycol 4.96
    NMP 501.87
    cyclohexane 96.19
    DMSO 484.76
    n-butyl acetate 245.06
    n-octanol 66.62
    chloroform 642.87
    n-propyl acetate 308.66
    acetic acid 116.51
    dichloromethane 713.3
    cyclohexanone 684.7
    propylene glycol 16.41
    isopropyl acetate 209.6
    DMAc 570.17
    2-ethoxyethanol 185.73
    isopentanol 112.08
    n-heptane 19.32
    ethyl formate 100.88
    1,2-dichloroethane 512.41
    n-hexanol 75.85
    2-methoxyethanol 162.14
    isobutyl acetate 184.86
    tetrachloromethane 103.88
    n-pentyl acetate 292.44
    transcutol 1013.95
    n-heptanol 64.76
    ethylbenzene 87.6
    MIBK 218.2
    2-propoxyethanol 173.01
    tert-butanol 130.3
    MTBE 212.23
    2-butoxyethanol 168.99
    propionic acid 84.23
    o-xylene 97.43
    formic acid 21.7
    diethyl ether 183.76
    m-xylene 85.08
    p-xylene 117.94
    chlorobenzene 193.15
    dimethyl carbonate 51.0
    n-octane 10.08
    formamide 43.59
    cyclopentanone 590.94
    2-pentanone 293.74
    anisole 199.88
    cyclopentyl methyl ether 316.39
    gamma-butyrolactone 449.85
    1-methoxy-2-propanol 162.33
    pyridine 315.64
    3-pentanone 220.69
    furfural 339.06
    n-dodecane 7.39
    diethylene glycol 72.55
    diisopropyl ether 67.75
    tert-amyl alcohol 140.81
    acetylacetone 350.28
    n-hexadecane 9.05
    acetophenone 243.87
    methyl propionate 158.9
    isopentyl acetate 228.14
    trichloroethylene 843.14
    n-nonanol 68.0
    cyclohexanol 176.7
    benzyl alcohol 120.08
    2-ethylhexanol 76.26
    isooctanol 65.02
    dipropyl ether 144.3
    1,2-dichlorobenzene 214.1
    ethyl lactate 92.28
    propylene carbonate 242.21
    n-methylformamide 76.57
    2-pentanol 78.21
    n-pentane 14.58
    1-propoxy-2-propanol 161.35
    1-methoxy-2-propyl acetate 231.15
    2-(2-methoxypropoxy) propanol 179.3
    mesitylene 62.78
    ε-caprolactone 534.32
    p-cymene 57.71
    epichlorohydrin 607.94
    1,1,1-trichloroethane 440.55
    2-aminoethanol 24.44
    morpholine-4-carbaldehyde 396.17
    sulfolane 644.75
    2,2,4-trimethylpentane 16.23
    2-methyltetrahydrofuran 489.11
    n-hexyl acetate 279.72
    isooctane 9.33
    2-(2-butoxyethoxy)ethanol 259.46
    sec-butyl acetate 212.97
    tert-butyl acetate 269.81
    decalin 37.21
    glycerin 27.86
    diglyme 594.08
    acrylic acid 58.95
    isopropyl myristate 90.73
    n-butyric acid 199.18
    acetyl acetate 159.77
    di(2-ethylhexyl) phthalate 86.76
    ethyl propionate 205.68
    nitromethane 230.67
    1,2-diethoxyethane 354.76
    benzonitrile 155.9
    trioctyl phosphate 57.48
    1-bromopropane 272.94
    gamma-valerolactone 664.9
    n-decanol 44.64
    triethyl phosphate 108.44
    4-methyl-2-pentanol 58.19
    propionitrile 90.82
    vinylene carbonate 185.56
    1,1,2-trichlorotrifluoroethane 341.56
    DMS 153.66
    cumene 62.47
    2-octanol 56.01
    2-hexanone 290.36
    octyl acetate 112.95
    limonene 104.17
    1,2-dimethoxyethane 447.24
    ethyl orthosilicate 113.32
    tributyl phosphate 79.07
    diacetone alcohol 237.55
    N,N-dimethylaniline 142.76
    acrylonitrile 88.88
    aniline 115.15
    1,3-propanediol 52.99
    bromobenzene 226.76
    dibromomethane 449.35
    1,1,2,2-tetrachloroethane 770.54
    2-methyl-cyclohexyl acetate 196.14
    tetrabutyl urea 127.47
    diisobutyl methanol 58.25
    2-phenylethanol 113.19
    styrene 113.85
    dioctyl adipate 165.81
    dimethyl sulfate 117.43
    ethyl butyrate 212.45
    methyl lactate 64.31
    butyl lactate 167.64
    diethyl carbonate 119.13
    propanediol butyl ether 135.94
    triethyl orthoformate 162.34
    p-tert-butyltoluene 53.59
    methyl 4-tert-butylbenzoate 201.85
    morpholine 413.8
    tert-butylamine 80.37
    n-dodecanol 33.0
    dimethoxymethane 198.79
    ethylene carbonate 169.44
    cyrene 193.55
    2-ethoxyethyl acetate 347.36
    2-ethylhexyl acetate 194.13
    1,2,4-trichlorobenzene 269.09
    4-methylpyridine 325.71
    dibutyl ether 174.61
    2,6-dimethyl-4-heptanol 58.25
    DEF 330.57
    dimethyl isosorbide 361.06
    tetrachloroethylene 438.82
    eugenol 169.43
    triacetin 298.02
    span 80 173.39
    1,4-butanediol 26.43
    1,1-dichloroethane 395.12
    2-methyl-1-pentanol 112.97
    methyl formate 54.73
    2-methyl-1-butanol 103.43
    n-decane 15.42
    butyronitrile 128.52
    3,7-dimethyl-1-octanol 77.25
    1-chlorooctane 75.89
    1-chlorotetradecane 25.71
    n-nonane 14.28
    undecane 10.04
    tert-butylcyclohexane 24.36
    cyclooctane 21.22
    cyclopentanol 143.99
    tetrahydropyran 515.29
    tert-amyl methyl ether 183.43
    2,5,8-trioxanonane 347.8
    1-hexene 80.49
    2-isopropoxyethanol 157.59
    2,2,2-trifluoroethanol 38.06
    methyl butyrate 323.63

    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