4-Vinylcatechol

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  • Identifiers

    CAS number
    6053-02-7

    Molecular formula
    C8H8O2

    SMILES
    C=CC1=CC(=C(C=C1)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 73.9%
    Spicy 62.0%
    Smoky 50.61%
    Medicinal 47.45%
    Burnt 46.84%
    Woody 33.03%
    Odorless 30.52%
    Bitter 29.57%
    Vanilla 29.5%
    Clove 27.35%

     

    Flavor
    Bitter 54.98%
    Phenolic 49.04%
    Spicy 34.85%
    Sweet 32.73%
    Medical 31.96%
    Medicinal 28.26%
    Mild 27.92%
    Almond 27.25%
    Almond shell 24.5%
    Cinnamon 24.25%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    10.57 (weak base)

    Molecular weight
    136.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    284°C

    Flash point

    • 129.31 ˚C est.

  • Synonyms

    • 3,4-Dihydroxystyrene
    • 4-Vinylbenzene-1,2-diol
    • 6053-02-7
    • 4-Vinylcatechol
    • 28C0I29E70
    • DTXSID20209275
    • RefChem:91162
    • DTXCID40131766
    • 4-ethenylbenzene-1,2-diol
    • 3,4-Styrenediol
    • 4-Vinylpyrocatechol
    • 3,4-Dihydroxy Styrene (stabilized with BHT 1 % w/w)
    • 4-Ethenyl-1,2-benzenediol
    • MFCD10699523
    • Vinylcatechol
    • 3,4-Styrenediol; 4-Vinylcatechol; 4-Vinylpyrocatechol; Vinylcatechol;;
    • 3,4-Dihydroxylstyrene
    • 3,4-Dihydroxy Styrene
    • C06224
    • SCHEMBL170797
    • 1,2-Benzenediol, 4-ethenyl-
    • CHEBI:1390
    • SCHEMBL2140365
    • SCHEMBL6443716
    • SCHEMBL29403669
    • UNII-28C0I29E70
    • AKOS006304407
    • FD22064
    • SY298155
    • DB-347812
    • Q4634063
    • 3,4-Dihydroxy styrene - stabilized with BHT 1 % w/w
    • 3,4-Dihydroxy Styrene (stabilized with BHT 1 per cent w/w)
    • 6053-02-7

  • Applications

    4-Vinylcatechol (CAS 6053-02-7) is primarily used as a functional monomer and intermediate in polymer science and surface engineering. In industrial manufacturing it is used to prepare specialty polymers and resins by free-radical polymerization, enabling incorporation of the catechol unit for crosslinking potential and oxidative stability. In coatings and inks, the catechol functionality promotes adhesion to metal and oxide surfaces, supporting primer formulations, topcoats, and pressure-sensitive adhesives. It is also evaluated as a precursor for dye and pigment chemistry and for surface-modification chemistries, where the vinyl group enables copolymerization or grafting. Additionally, it is studied as a monomer for redox-active or functional polymers relevant to electronics and optics where catechol units confer reactive surface properties. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 342.41
    methanol 270.56
    isopropanol 250.56
    water 1.3
    ethyl acetate 208.23
    n-propanol 243.38
    acetone 346.57
    n-butanol 163.3
    acetonitrile 203.36
    DMF 381.59
    toluene 19.89
    isobutanol 129.94
    1,4-dioxane 226.95
    methyl acetate 250.99
    THF 535.31
    2-butanone 300.82
    n-pentanol 100.65
    sec-butanol 182.84
    n-hexane 3.46
    ethylene glycol 78.14
    NMP 147.37
    cyclohexane 4.49
    DMSO 490.2
    n-butyl acetate 111.02
    n-octanol 78.82
    chloroform 50.32
    n-propyl acetate 95.25
    acetic acid 144.84
    dichloromethane 91.31
    cyclohexanone 123.54
    propylene glycol 82.72
    isopropyl acetate 90.71
    DMAc 313.5
    2-ethoxyethanol 195.16
    isopentanol 117.81
    n-heptane 13.23
    ethyl formate 129.17
    1,2-dichloroethane 94.83
    n-hexanol 131.35
    2-methoxyethanol 304.76
    isobutyl acetate 46.28
    tetrachloromethane 11.84
    n-pentyl acetate 69.36
    transcutol 322.11
    n-heptanol 79.26
    ethylbenzene 21.09
    MIBK 94.31
    2-propoxyethanol 195.62
    tert-butanol 294.72
    MTBE 177.95
    2-butoxyethanol 132.12
    propionic acid 131.77
    o-xylene 24.29
    formic acid 71.8
    diethyl ether 143.71
    m-xylene 25.5
    p-xylene 24.63
    chlorobenzene 28.43
    dimethyl carbonate 64.22
    n-octane 7.07
    formamide 227.15
    cyclopentanone 247.41
    2-pentanone 186.3
    anisole 75.14
    cyclopentyl methyl ether 101.4
    gamma-butyrolactone 266.86
    1-methoxy-2-propanol 218.29
    pyridine 104.04
    3-pentanone 110.06
    furfural 138.28
    n-dodecane 7.41
    diethylene glycol 135.93
    diisopropyl ether 37.42
    tert-amyl alcohol 209.72
    acetylacetone 159.3
    n-hexadecane 7.88
    acetophenone 67.34
    methyl propionate 154.28
    isopentyl acetate 89.86
    trichloroethylene 126.7
    n-nonanol 70.46
    cyclohexanol 60.63
    benzyl alcohol 58.37
    2-ethylhexanol 74.06
    isooctanol 62.08
    dipropyl ether 90.5
    1,2-dichlorobenzene 28.64
    ethyl lactate 52.48
    propylene carbonate 102.53
    n-methylformamide 235.83
    2-pentanol 106.57
    n-pentane 5.95
    1-propoxy-2-propanol 147.59
    1-methoxy-2-propyl acetate 109.21
    2-(2-methoxypropoxy) propanol 111.39
    mesitylene 19.65
    ε-caprolactone 110.16
    p-cymene 28.39
    epichlorohydrin 289.27
    1,1,1-trichloroethane 59.7
    2-aminoethanol 151.13
    morpholine-4-carbaldehyde 174.99
    sulfolane 225.23
    2,2,4-trimethylpentane 6.26
    2-methyltetrahydrofuran 241.18
    n-hexyl acetate 92.08
    isooctane 6.52
    2-(2-butoxyethoxy)ethanol 159.18
    sec-butyl acetate 54.6
    tert-butyl acetate 105.22
    decalin 5.23
    glycerin 94.56
    diglyme 268.69
    acrylic acid 87.25
    isopropyl myristate 47.47
    n-butyric acid 128.34
    acetyl acetate 75.11
    di(2-ethylhexyl) phthalate 36.97
    ethyl propionate 77.71
    nitromethane 323.99
    1,2-diethoxyethane 129.91
    benzonitrile 51.57
    trioctyl phosphate 37.1
    1-bromopropane 46.62
    gamma-valerolactone 210.25
    n-decanol 58.19
    triethyl phosphate 36.22
    4-methyl-2-pentanol 61.03
    propionitrile 134.83
    vinylene carbonate 80.29
    1,1,2-trichlorotrifluoroethane 119.84
    DMS 58.89
    cumene 20.25
    2-octanol 54.57
    2-hexanone 98.78
    octyl acetate 62.68
    limonene 39.07
    1,2-dimethoxyethane 258.71
    ethyl orthosilicate 36.27
    tributyl phosphate 37.68
    diacetone alcohol 154.56
    N,N-dimethylaniline 51.24
    acrylonitrile 150.57
    aniline 41.8
    1,3-propanediol 188.55
    bromobenzene 22.2
    dibromomethane 46.8
    1,1,2,2-tetrachloroethane 78.66
    2-methyl-cyclohexyl acetate 55.12
    tetrabutyl urea 56.83
    diisobutyl methanol 49.31
    2-phenylethanol 72.05
    styrene 22.26
    dioctyl adipate 60.1
    dimethyl sulfate 86.09
    ethyl butyrate 87.44
    methyl lactate 72.84
    butyl lactate 55.08
    diethyl carbonate 51.34
    propanediol butyl ether 96.35
    triethyl orthoformate 48.78
    p-tert-butyltoluene 28.78
    methyl 4-tert-butylbenzoate 79.36
    morpholine 252.67
    tert-butylamine 130.87
    n-dodecanol 46.08
    dimethoxymethane 243.06
    ethylene carbonate 64.86
    cyrene 86.34
    2-ethoxyethyl acetate 100.71
    2-ethylhexyl acetate 59.84
    1,2,4-trichlorobenzene 35.95
    4-methylpyridine 78.79
    dibutyl ether 66.46
    2,6-dimethyl-4-heptanol 49.31
    DEF 152.64
    dimethyl isosorbide 154.88
    tetrachloroethylene 51.0
    eugenol 79.63
    triacetin 77.53
    span 80 80.74
    1,4-butanediol 71.74
    1,1-dichloroethane 80.2
    2-methyl-1-pentanol 81.1
    methyl formate 174.09
    2-methyl-1-butanol 106.66
    n-decane 10.79
    butyronitrile 114.25
    3,7-dimethyl-1-octanol 67.64
    1-chlorooctane 37.82
    1-chlorotetradecane 18.4
    n-nonane 9.59
    undecane 8.84
    tert-butylcyclohexane 6.7
    cyclooctane 3.15
    cyclopentanol 104.35
    tetrahydropyran 160.96
    tert-amyl methyl ether 113.79
    2,5,8-trioxanonane 195.42
    1-hexene 19.14
    2-isopropoxyethanol 129.22
    2,2,2-trifluoroethanol 55.4
    methyl butyrate 97.81

    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