(alphaE)-alpha-(4-(3,4-Dihydroxyphenyl)-3-hydroxy-5-oxo-2(5H)-furanylidene)-4-hydroxybenzeneacetic acid

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  • Identifiers

    CAS number
    25287-88-1

    Molecular formula
    C18H12O8

    SMILES
    C1=CC(=CC=C1/C(=C\2/C(=C(C(=O)O2)C3=CC(=C(C=C3)O)O)O)/C(=O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 65.12%
    Phenolic 45.12%
    Balsamic 29.19%
    Burnt 27.09%
    Vanilla 23.21%
    Spicy 22.4%
    Bitter 21.07%
    Savory 19.69%
    Milky 19.14%
    Smoky 17.6%

     

    Flavor
    Bitter 82.02%
    Odorless 42.2%
    Bland 26.19%
    Very mild 23.44%
    Sweet-like 21.5%
    Mild 20.94%
    Nitrile 20.57%
    Lovage 20.31%
    Cedarleaf 19.7%
    Bread crust 19.35%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    6.06 (neutral)

    Molecular weight
    356.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    800°C

    Melting point expt.

    • 295 °C

    Flash point

    • 299.96 ˚C est.

  • Synonyms

    • Xerocomic acid
    • A8AF7UK664
    • 25287-88-1
    • DTXSID601117270
    • (alphaE)-alpha-(4-(3,4-Dihydroxyphenyl)-3-hydroxy-5-oxo-2(5H)-furanylidene)-4-hydroxybenzeneacetic acid
    • 2-[(2E)-4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxo-2,5-dihydrofuran-2-ylidene]-2-(4-hydroxyphenyl)acetic acid
    • (alphaE)-alpha-[4-(3,4-Dihydroxyphenyl)-3-hydroxy-5-oxo-2(5H)-furanylidene]-4-hydroxybenzeneacetic acid
    • 2-((2E)-4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxo-2,5-dihydrofuran-2-ylidene)-2-(4-hydroxyphenyl)acetic acid
    • RefChem:1050787
    • DTXCID301548842
    • (2E)-2-(4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxofuran-2-ylidene)-2-(4-hydroxyphenyl)acetic acid
    • UNII-A8AF7UK664
    • 2-(4-(3,4-Bis(oxidanyl)phenyl)-3-oxidanyl-5-oxidanylidene-furan-2-ylidene)-2-(4-hydroxyphenyl)ethanoic acid
    • Benzeneacetic acid, alpha-(4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxo-2(5H)-furanylidene)-4-hydroxy-, (alphaE)-
    • Xerocomoc acid
    • Benzeneacetic acid, alpha-[4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxo-2(5H)-furanylidene]-4-hydroxy-, (alphaE)-
    • SCHEMBL30892117
    • (2E)-[4-(3,4-Dihydroxyphenyl)-3-hydroxy-5-oxofuran-2(5H)-ylidene](4-hydroxyphenyl)acetic acid
    • (2E)-2-[4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxo-2-furylidene]-2-(4-hydroxyphenyl)acetic acid
    • Benzeneacetic acid, alpha-[4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxo-2(5H)-furanylidene]-4-hydroxy-
    • 25287-88-1

  • Applications

    The compound (alphaE)-alpha-(4-(3,4-Dihydroxyphenyl)-3-hydroxy-5-oxo-2(5H)-furanylidene)-4-hydroxybenzeneacetic acid (CAS 25287-88-1) is primarily used as an intermediate in the synthesis of pharmaceuticals and other fine chemicals. It may serve as a dye/pigment precursor for coatings and inks, owing to its polyphenolic catechol-containing structure. The molecule can function as an antioxidant/stabilizer additive in polymer formulations, helping to improve processability and durability. It is also evaluated for cosmetic/personal care applications as an antioxidant polyphenolic motif in formulations. Additionally, it can act as a building block for specialty polymers or other advanced materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 129.48
    methanol 146.52
    isopropanol 84.21
    water 0.12
    ethyl acetate 25.61
    n-propanol 126.46
    acetone 32.82
    n-butanol 79.89
    acetonitrile 5.69
    DMF 368.8
    toluene 1.06
    isobutanol 31.25
    1,4-dioxane 37.77
    methyl acetate 26.52
    THF 280.75
    2-butanone 83.57
    n-pentanol 19.5
    sec-butanol 95.65
    n-hexane 0.06
    ethylene glycol 58.08
    NMP 158.5
    cyclohexane 0.09
    DMSO 822.81
    n-butyl acetate 6.22
    n-octanol 8.29
    chloroform 0.25
    n-propyl acetate 6.11
    acetic acid 22.52
    dichloromethane 0.3
    cyclohexanone 33.99
    propylene glycol 76.82
    isopropyl acetate 12.07
    DMAc 363.22
    2-ethoxyethanol 117.12
    isopentanol 31.67
    n-heptane 0.09
    ethyl formate 11.59
    1,2-dichloroethane 1.17
    n-hexanol 12.22
    2-methoxyethanol 477.38
    isobutyl acetate 0.91
    tetrachloromethane 0.09
    n-pentyl acetate 5.2
    transcutol 41.54
    n-heptanol 9.46
    ethylbenzene 0.53
    MIBK 11.95
    2-propoxyethanol 85.67
    tert-butanol 55.91
    MTBE 13.82
    2-butoxyethanol 28.69
    propionic acid 29.87
    o-xylene 1.0
    formic acid 41.71
    diethyl ether 22.09
    m-xylene 0.7
    p-xylene 0.36
    chlorobenzene 0.23
    dimethyl carbonate 20.62
    n-octane 0.08
    formamide 117.0
    cyclopentanone 89.77
    2-pentanone 47.86
    anisole 4.06
    cyclopentyl methyl ether 27.0
    gamma-butyrolactone 66.29
    1-methoxy-2-propanol 320.3
    pyridine 16.18
    3-pentanone 25.41
    furfural 21.71
    n-dodecane 0.11
    diethylene glycol 73.82
    diisopropyl ether 1.83
    tert-amyl alcohol 61.94
    acetylacetone 25.56
    n-hexadecane 0.13
    acetophenone 4.58
    methyl propionate 52.95
    isopentyl acetate 3.91
    trichloroethylene 1.53
    n-nonanol 8.3
    cyclohexanol 23.1
    benzyl alcohol 6.59
    2-ethylhexanol 3.55
    isooctanol 5.11
    dipropyl ether 7.41
    1,2-dichlorobenzene 0.26
    ethyl lactate 11.71
    propylene carbonate 8.81
    n-methylformamide 151.96
    2-pentanol 35.69
    n-pentane 0.13
    1-propoxy-2-propanol 41.86
    1-methoxy-2-propyl acetate 17.49
    2-(2-methoxypropoxy) propanol 19.94
    mesitylene 0.37
    ε-caprolactone 28.84
    p-cymene 0.5
    epichlorohydrin 57.62
    1,1,1-trichloroethane 0.29
    2-aminoethanol 129.35
    morpholine-4-carbaldehyde 99.8
    sulfolane 154.91
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 58.48
    n-hexyl acetate 7.32
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 30.37
    sec-butyl acetate 3.43
    tert-butyl acetate 11.97
    decalin 0.05
    glycerin 149.6
    diglyme 43.78
    acrylic acid 22.27
    isopropyl myristate 3.0
    n-butyric acid 31.03
    acetyl acetate 3.57
    di(2-ethylhexyl) phthalate 2.44
    ethyl propionate 10.8
    nitromethane 53.4
    1,2-diethoxyethane 10.32
    benzonitrile 1.63
    trioctyl phosphate 2.91
    1-bromopropane 1.24
    gamma-valerolactone 107.37
    n-decanol 5.68
    triethyl phosphate 3.04
    4-methyl-2-pentanol 8.57
    propionitrile 14.82
    vinylene carbonate 5.81
    1,1,2-trichlorotrifluoroethane 39.74
    DMS 5.62
    cumene 0.27
    2-octanol 6.02
    2-hexanone 9.1
    octyl acetate 4.95
    limonene 1.06
    1,2-dimethoxyethane 92.19
    ethyl orthosilicate 2.69
    tributyl phosphate 2.38
    diacetone alcohol 55.3
    N,N-dimethylaniline 2.85
    acrylonitrile 18.89
    aniline 6.67
    1,3-propanediol 168.12
    bromobenzene 0.12
    dibromomethane 0.21
    1,1,2,2-tetrachloroethane 2.17
    2-methyl-cyclohexyl acetate 2.66
    tetrabutyl urea 5.79
    diisobutyl methanol 2.32
    2-phenylethanol 5.92
    styrene 0.45
    dioctyl adipate 4.12
    dimethyl sulfate 41.29
    ethyl butyrate 5.69
    methyl lactate 65.0
    butyl lactate 8.47
    diethyl carbonate 2.63
    propanediol butyl ether 22.3
    triethyl orthoformate 4.47
    p-tert-butyltoluene 0.57
    methyl 4-tert-butylbenzoate 8.34
    morpholine 133.52
    tert-butylamine 9.9
    n-dodecanol 3.63
    dimethoxymethane 197.51
    ethylene carbonate 5.36
    cyrene 22.21
    2-ethoxyethyl acetate 8.11
    2-ethylhexyl acetate 2.36
    1,2,4-trichlorobenzene 0.56
    4-methylpyridine 9.46
    dibutyl ether 4.03
    2,6-dimethyl-4-heptanol 2.32
    DEF 78.84
    dimethyl isosorbide 22.24
    tetrachloroethylene 1.39
    eugenol 9.04
    triacetin 5.88
    span 80 12.84
    1,4-butanediol 26.77
    1,1-dichloroethane 0.5
    2-methyl-1-pentanol 10.48
    methyl formate 43.28
    2-methyl-1-butanol 38.03
    n-decane 0.21
    butyronitrile 10.82
    3,7-dimethyl-1-octanol 4.15
    1-chlorooctane 1.16
    1-chlorotetradecane 0.41
    n-nonane 0.15
    undecane 0.15
    tert-butylcyclohexane 0.04
    cyclooctane 0.05
    cyclopentanol 43.15
    tetrahydropyran 30.69
    tert-amyl methyl ether 18.61
    2,5,8-trioxanonane 33.72
    1-hexene 0.53
    2-isopropoxyethanol 33.51
    2,2,2-trifluoroethanol 7.53
    methyl butyrate 12.47

    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