Wyerone acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    54954-14-2

    Molecular formula
    C14H12O4

    SMILES
    CC/C=C\C#CC(=O)C1=CC=C(O1)/C=C/C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Spicy 45.68%
    Green 38.34%
    Sweet 33.8%
    Caramellic 33.07%
    Nutty 27.64%
    Herbal 26.37%
    Cinnamon 26.24%
    Roasted 25.56%
    Fatty 23.92%
    Metallic 23.62%

     

    Flavor
    Bitter 53.8%
    Odorless 38.6%
    Nitrile 20.87%
    Taco 20.23%
    Bread crust 19.65%
    Very mild 19.53%
    Roasted peanuts 19.39%
    Lovage 19.2%
    Heather 18.74%
    Oriental 18.64%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    5.52 (weak acid)

    Molecular weight
    244.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    434°C

    Flash point

    • 200.7 ˚C est.

  • Synonyms

    • Wyerone acid
    • 5ACW5SO3T4
    • UNII-5ACW5SO3T4
    • DTXSID60415075
    • 2-Propenoic acid, 3-(5-((4Z)-1-oxo-4-hepten-2-ynyl)-2-furanyl)-, (2E)-
    • (E)-3-[5-[(Z)-hept-4-en-2-ynoyl]-2-furyl]prop-2-enoic acid
    • (2Z)-3-(5-((4Z)-hept-4-en-2-ynoyl)furan-2-yl)prop-2-enoate
    • (2Z)-3-{5-[(4Z)-hept-4-en-2-ynoyl]furan-2-yl}prop-2-enoate
    • (E)-3-(5-((Z)-hept-4-en-2-ynoyl)-2-furyl)prop-2-enoic acid
    • 2-Propenoic acid, 3-[5-[(4Z)-1-oxo-4-hepten-2-ynyl]-2-furanyl]-, (2E)-
    • RefChem:195081
    • DTXCID20365926
    • 54954-14-2
    • (E)-3-[5-[(Z)-hept-4-en-2-ynoyl]furan-2-yl]prop-2-enoic acid
    • C08466
    • AC1NQY4N
    • CHEBI:10046
    • (2E)-3-{5-[(4Z)-hept-4-en-2-ynoyl]furan-2-yl}prop-2-enoic acid
    • Q27108565
    • 54954-14-2

  • Applications

    Wyerone acid (CAS 54954-14-2) is used as an intermediate in organic synthesis, typically enabling the preparation of specialty chemicals such as pharmaceuticals, agrochemicals, and related compounds. It may serve as a solvent or co-solvent in formulations for coatings, inks, and cleaning products. It can function as a chelating agent to sequester metal ions in detergent formulations and metal-processing streams. It may act as a processing aid or stabilizer in polymer and plastics formulations, and can serve as an acidulant or reagent in polymerization or resin synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 222.87
    methanol 388.34
    isopropanol 89.54
    water 0.12
    ethyl acetate 134.44
    n-propanol 120.14
    acetone 336.76
    n-butanol 90.97
    acetonitrile 112.25
    DMF 1090.89
    toluene 37.55
    isobutanol 66.67
    1,4-dioxane 104.43
    methyl acetate 217.11
    THF 344.2
    2-butanone 277.76
    n-pentanol 69.68
    sec-butanol 93.31
    n-hexane 0.56
    ethylene glycol 65.1
    NMP 390.06
    cyclohexane 0.69
    DMSO 1013.85
    n-butyl acetate 68.93
    n-octanol 15.61
    chloroform 69.47
    n-propyl acetate 73.72
    acetic acid 113.78
    dichloromethane 134.94
    cyclohexanone 137.81
    propylene glycol 76.77
    isopropyl acetate 77.54
    DMAc 1116.04
    2-ethoxyethanol 227.45
    isopentanol 79.03
    n-heptane 0.61
    ethyl formate 62.43
    1,2-dichloroethane 123.55
    n-hexanol 42.7
    2-methoxyethanol 499.75
    isobutyl acetate 45.45
    tetrachloromethane 3.58
    n-pentyl acetate 31.91
    transcutol 409.24
    n-heptanol 17.2
    ethylbenzene 20.65
    MIBK 82.21
    2-propoxyethanol 145.63
    tert-butanol 115.69
    MTBE 96.52
    2-butoxyethanol 66.35
    propionic acid 82.44
    o-xylene 23.26
    formic acid 103.48
    diethyl ether 68.71
    m-xylene 20.32
    p-xylene 23.5
    chlorobenzene 34.25
    dimethyl carbonate 101.7
    n-octane 0.5
    formamide 276.37
    cyclopentanone 235.73
    2-pentanone 153.86
    anisole 83.52
    cyclopentyl methyl ether 89.56
    gamma-butyrolactone 237.88
    1-methoxy-2-propanol 280.19
    pyridine 151.38
    3-pentanone 111.17
    furfural 189.31
    n-dodecane 0.96
    diethylene glycol 155.91
    diisopropyl ether 15.25
    tert-amyl alcohol 119.78
    acetylacetone 179.16
    n-hexadecane 1.09
    acetophenone 85.32
    methyl propionate 172.27
    isopentyl acetate 66.66
    trichloroethylene 204.1
    n-nonanol 16.42
    cyclohexanol 46.58
    benzyl alcohol 80.6
    2-ethylhexanol 23.81
    isooctanol 16.57
    dipropyl ether 22.44
    1,2-dichlorobenzene 32.53
    ethyl lactate 53.28
    propylene carbonate 90.98
    n-methylformamide 303.86
    2-pentanol 50.1
    n-pentane 0.57
    1-propoxy-2-propanol 89.59
    1-methoxy-2-propyl acetate 104.14
    2-(2-methoxypropoxy) propanol 94.06
    mesitylene 11.19
    ε-caprolactone 111.41
    p-cymene 12.05
    epichlorohydrin 344.15
    1,1,1-trichloroethane 43.12
    2-aminoethanol 120.89
    morpholine-4-carbaldehyde 287.47
    sulfolane 300.51
    2,2,4-trimethylpentane 1.51
    2-methyltetrahydrofuran 162.26
    n-hexyl acetate 42.57
    isooctane 0.91
    2-(2-butoxyethoxy)ethanol 117.45
    sec-butyl acetate 54.35
    tert-butyl acetate 98.66
    decalin 1.77
    glycerin 122.32
    diglyme 209.06
    acrylic acid 80.51
    isopropyl myristate 20.85
    n-butyric acid 83.82
    acetyl acetate 62.74
    di(2-ethylhexyl) phthalate 28.56
    ethyl propionate 67.22
    nitromethane 343.49
    1,2-diethoxyethane 83.79
    benzonitrile 55.44
    trioctyl phosphate 17.57
    1-bromopropane 41.98
    gamma-valerolactone 273.54
    n-decanol 14.22
    triethyl phosphate 29.25
    4-methyl-2-pentanol 30.28
    propionitrile 78.84
    vinylene carbonate 79.19
    1,1,2-trichlorotrifluoroethane 171.26
    DMS 76.86
    cumene 14.86
    2-octanol 11.57
    2-hexanone 81.4
    octyl acetate 27.41
    limonene 15.66
    1,2-dimethoxyethane 251.53
    ethyl orthosilicate 27.11
    tributyl phosphate 24.05
    diacetone alcohol 159.56
    N,N-dimethylaniline 58.82
    acrylonitrile 131.03
    aniline 70.99
    1,3-propanediol 143.67
    bromobenzene 30.35
    dibromomethane 62.53
    1,1,2,2-tetrachloroethane 125.34
    2-methyl-cyclohexyl acetate 42.1
    tetrabutyl urea 40.22
    diisobutyl methanol 15.72
    2-phenylethanol 56.13
    styrene 27.85
    dioctyl adipate 38.27
    dimethyl sulfate 184.09
    ethyl butyrate 46.32
    methyl lactate 105.29
    butyl lactate 37.64
    diethyl carbonate 35.25
    propanediol butyl ether 64.63
    triethyl orthoformate 33.95
    p-tert-butyltoluene 11.51
    methyl 4-tert-butylbenzoate 61.33
    morpholine 185.83
    tert-butylamine 41.28
    n-dodecanol 11.81
    dimethoxymethane 380.27
    ethylene carbonate 58.5
    cyrene 97.65
    2-ethoxyethyl acetate 73.4
    2-ethylhexyl acetate 45.99
    1,2,4-trichlorobenzene 47.91
    4-methylpyridine 134.45
    dibutyl ether 21.32
    2,6-dimethyl-4-heptanol 15.72
    DEF 208.48
    dimethyl isosorbide 135.5
    tetrachloroethylene 58.41
    eugenol 71.59
    triacetin 66.86
    span 80 53.15
    1,4-butanediol 53.48
    1,1-dichloroethane 69.07
    2-methyl-1-pentanol 68.72
    methyl formate 185.99
    2-methyl-1-butanol 82.01
    n-decane 1.12
    butyronitrile 58.89
    3,7-dimethyl-1-octanol 22.51
    1-chlorooctane 7.67
    1-chlorotetradecane 4.68
    n-nonane 0.81
    undecane 1.04
    tert-butylcyclohexane 1.81
    cyclooctane 0.36
    cyclopentanol 57.91
    tetrahydropyran 78.95
    tert-amyl methyl ether 94.82
    2,5,8-trioxanonane 170.37
    1-hexene 7.86
    2-isopropoxyethanol 122.61
    2,2,2-trifluoroethanol 38.37
    methyl butyrate 89.95

    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