3-((1-Carboxyethenyl)oxy)-4-hydroxybenzoic acid

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  • Identifiers

    CAS number
    81757-66-6

    Molecular formula
    C10H8O6

    SMILES
    C=C(C(=O)O)OC1=C(C=CC(=C1)C(=O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 61.41%
    Burnt 31.36%
    Phenolic 29.42%
    Balsamic 29.26%
    Caramellic 27.81%
    Sour 27.68%
    Milky 26.64%
    Creamy 24.67%
    Vanilla 22.79%
    Clean 21.74%

     

    Flavor
    Odorless 58.42%
    Very mild 38.97%
    Mild 35.34%
    Nutty 32.86%
    Sour 30.42%
    Faint 28.36%
    Phenolic 27.68%
    Caramellic 23.91%
    Bland 23.21%
    Yeast 21.86%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    6.7 (neutral)

    Molecular weight
    224.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    417°C

    Melting point expt.

    • 178 - 181 °C

    Flash point

    • 212.14 ˚C est.

  • Synonyms

    • DTXSID401243643
    • 81757-66-6
    • 3-((1-Carboxyethenyl)oxy)-4-hydroxybenzoic acid
    • 3-[(1-Carboxyethenyl)oxy]-4-hydroxybenzoic acid
    • RefChem:1066263
    • DTXCID601674515
    • Dehydrochorismic acid
    • 3-(1-Carboxyvinyl)benzoic acid
    • SCHEMBL13672445
    • CHEBI:174146
    • 3-(1-carboxyethenoxy)-4-hydroxybenzoic acid
    • 3-(1-Carboxyvinyloxy)-4-hydroxybenzoic acid
    • 3-(1-carboxyvinyloxy)-4-hydroxy-benzoic acid
    • 3-[(1-carboxyvinyl)oxy]-4-hydroxybenzoic acid
    • 3-[(1-carboxyeth-1-en-1-yl)oxy]-4-hydroxybenzoic acid
    • 4-hydroxy-3-(3-hydroxy-3-oxoprop-1-en-2-yl)oxybenzoic acid
    • 81757-66-6

  • Applications

    3-((1-Carboxyethenyl)oxy)-4-hydroxybenzoic acid (CAS 81757-66-6) serves primarily as a functional intermediate in chemical synthesis and as a potential monomer or co‑monomer for polymer and coating formulations, where its vinyl carboxylate‑type functionality enables participation in UV‑curable resins and crosslinking systems. It is also used as a precursor in the synthesis of dyes and pigments based on hydroxybenzoic acid cores, and as a building block in fragrance and flavor chemistry. In cosmetics and personal care, it can be employed as a reactive intermediate or protected building block for specialty ingredients, while in broader fine chemical applications it is commonly used as an intermediate in the synthesis of agrochemical and pharmaceutical compounds under appropriate conditions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 227.38
    methanol 325.8
    isopropanol 116.44
    water 3.32
    ethyl acetate 18.9
    n-propanol 117.76
    acetone 83.52
    n-butanol 60.98
    acetonitrile 9.53
    DMF 316.07
    toluene 5.0
    isobutanol 39.91
    1,4-dioxane 69.69
    methyl acetate 27.89
    THF 189.18
    2-butanone 52.99
    n-pentanol 33.94
    sec-butanol 76.97
    n-hexane 0.54
    ethylene glycol 115.26
    NMP 152.82
    cyclohexane 0.62
    DMSO 334.51
    n-butyl acetate 8.95
    n-octanol 20.38
    chloroform 0.28
    n-propyl acetate 8.92
    acetic acid 23.4
    dichloromethane 1.04
    cyclohexanone 20.54
    propylene glycol 90.99
    isopropyl acetate 14.07
    DMAc 329.06
    2-ethoxyethanol 214.69
    isopentanol 40.41
    n-heptane 1.86
    ethyl formate 12.32
    1,2-dichloroethane 2.77
    n-hexanol 21.03
    2-methoxyethanol 422.8
    isobutyl acetate 2.07
    tetrachloromethane 0.09
    n-pentyl acetate 13.24
    transcutol 170.89
    n-heptanol 24.67
    ethylbenzene 3.74
    MIBK 16.06
    2-propoxyethanol 106.16
    tert-butanol 123.58
    MTBE 49.78
    2-butoxyethanol 72.96
    propionic acid 22.86
    o-xylene 6.34
    formic acid 98.97
    diethyl ether 44.2
    m-xylene 4.25
    p-xylene 3.04
    chlorobenzene 0.87
    dimethyl carbonate 23.36
    n-octane 1.2
    formamide 278.55
    cyclopentanone 53.7
    2-pentanone 36.92
    anisole 19.02
    cyclopentyl methyl ether 40.93
    gamma-butyrolactone 54.13
    1-methoxy-2-propanol 237.2
    pyridine 27.48
    3-pentanone 20.92
    furfural 31.46
    n-dodecane 0.97
    diethylene glycol 123.66
    diisopropyl ether 7.89
    tert-amyl alcohol 105.46
    acetylacetone 29.84
    n-hexadecane 1.07
    acetophenone 15.16
    methyl propionate 35.0
    isopentyl acetate 7.4
    trichloroethylene 2.23
    n-nonanol 20.47
    cyclohexanol 23.85
    benzyl alcohol 22.07
    2-ethylhexanol 9.7
    isooctanol 16.71
    dipropyl ether 20.82
    1,2-dichlorobenzene 0.94
    ethyl lactate 15.89
    propylene carbonate 9.72
    n-methylformamide 146.42
    2-pentanol 40.52
    n-pentane 0.92
    1-propoxy-2-propanol 61.16
    1-methoxy-2-propyl acetate 23.8
    2-(2-methoxypropoxy) propanol 59.03
    mesitylene 2.96
    ε-caprolactone 22.78
    p-cymene 3.88
    epichlorohydrin 48.8
    1,1,1-trichloroethane 0.38
    2-aminoethanol 189.22
    morpholine-4-carbaldehyde 129.56
    sulfolane 72.84
    2,2,4-trimethylpentane 0.66
    2-methyltetrahydrofuran 70.32
    n-hexyl acetate 17.63
    isooctane 0.35
    2-(2-butoxyethoxy)ethanol 95.39
    sec-butyl acetate 5.83
    tert-butyl acetate 20.92
    decalin 0.58
    glycerin 133.31
    diglyme 123.1
    acrylic acid 20.68
    isopropyl myristate 8.76
    n-butyric acid 17.65
    acetyl acetate 4.77
    di(2-ethylhexyl) phthalate 8.74
    ethyl propionate 11.01
    nitromethane 51.17
    1,2-diethoxyethane 37.97
    benzonitrile 4.18
    trioctyl phosphate 7.61
    1-bromopropane 2.07
    gamma-valerolactone 70.75
    n-decanol 16.72
    triethyl phosphate 6.17
    4-methyl-2-pentanol 15.95
    propionitrile 8.8
    vinylene carbonate 6.59
    1,1,2-trichlorotrifluoroethane 30.56
    DMS 11.04
    cumene 2.74
    2-octanol 16.36
    2-hexanone 13.25
    octyl acetate 14.11
    limonene 5.3
    1,2-dimethoxyethane 151.99
    ethyl orthosilicate 6.55
    tributyl phosphate 5.97
    diacetone alcohol 64.61
    N,N-dimethylaniline 18.95
    acrylonitrile 12.54
    aniline 16.57
    1,3-propanediol 163.46
    bromobenzene 0.59
    dibromomethane 0.54
    1,1,2,2-tetrachloroethane 2.5
    2-methyl-cyclohexyl acetate 7.11
    tetrabutyl urea 16.81
    diisobutyl methanol 7.57
    2-phenylethanol 16.55
    styrene 3.6
    dioctyl adipate 12.43
    dimethyl sulfate 35.57
    ethyl butyrate 8.47
    methyl lactate 41.92
    butyl lactate 16.55
    diethyl carbonate 5.15
    propanediol butyl ether 57.61
    triethyl orthoformate 9.16
    p-tert-butyltoluene 4.37
    methyl 4-tert-butylbenzoate 27.84
    morpholine 138.8
    tert-butylamine 35.1
    n-dodecanol 11.96
    dimethoxymethane 228.56
    ethylene carbonate 5.55
    cyrene 46.32
    2-ethoxyethyl acetate 26.73
    2-ethylhexyl acetate 5.16
    1,2,4-trichlorobenzene 1.8
    4-methylpyridine 19.27
    dibutyl ether 14.17
    2,6-dimethyl-4-heptanol 7.57
    DEF 65.76
    dimethyl isosorbide 57.8
    tetrachloroethylene 1.81
    eugenol 28.83
    triacetin 16.88
    span 80 36.36
    1,4-butanediol 62.83
    1,1-dichloroethane 0.81
    2-methyl-1-pentanol 21.74
    methyl formate 68.65
    2-methyl-1-butanol 41.36
    n-decane 1.71
    butyronitrile 7.83
    3,7-dimethyl-1-octanol 12.63
    1-chlorooctane 3.75
    1-chlorotetradecane 1.88
    n-nonane 1.5
    undecane 1.28
    tert-butylcyclohexane 0.49
    cyclooctane 0.57
    cyclopentanol 37.83
    tetrahydropyran 33.3
    tert-amyl methyl ether 48.07
    2,5,8-trioxanonane 100.59
    1-hexene 2.58
    2-isopropoxyethanol 91.16
    2,2,2-trifluoroethanol 9.91
    methyl butyrate 12.36

    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