Methyl 2,4,6-trihydroxybenzoate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    3147-39-5

    Molecular formula
    C8H8O5

    SMILES
    COC(=O)C1=C(C=C(C=C1O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 60.48%
    Phenolic 50.8%
    Burnt 23.72%
    Woody 22.5%
    Medicinal 21.66%
    Nutty 20.82%
    Balsamic 20.33%
    Animal 19.87%
    Smoky 19.27%
    Bitter 19.13%

     

    Flavor
    Bitter 59.84%
    Odorless 38.39%
    Mild 29.53%
    Bland 26.75%
    Phenolic 25.48%
    Sweet-like 21.44%
    Parsley 21.36%
    Cedarleaf 21.12%
    Eugenol 21.1%
    Ethyl benzoate 20.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    8.33 (weak base)

    Molecular weight
    184.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    345°C

    Melting point expt.

    • 174 - 176 °C

    Flash point

    • 167.03 ˚C est.

  • Synonyms

    • Methyl 2,4,6-trihydroxybenzoate
    • Benzoic acid, 2,4,6-trihydroxy-, methyl ester
    • 2,4,6-Trihydroxybenzoic acid methyl ester
    • PFR9ME6WAG
    • EINECS 221-566-7
    • DTXSID3062867
    • RefChem:157217
    • DTXCID2038368
    • 221-566-7
    • InChI=1/C8H8O5/c1-13-8(12)7-5(10)2-4(9)3-6(7)11/h2-3,9-11H,1H
    • 3147-39-5
    • MFCD00013969
    • UNII-PFR9ME6WAG
    • SCHEMBL725269
    • orb1680955
    • CHEBI:173882
    • SBB058528
    • AKOS006229812
    • FT71374
    • HY-W144096
    • AS-60753
    • ST095212
    • DB-048045
    • CS-0206108
    • NS00029105
    • F83010
    • F635772
    • Methyl 2 pound not4 pound not6-trihydroxybenzoate
    • Q63391904
    • 3147-39-5

  • Applications

    Methyl 2,4,6-trihydroxybenzoate (CAS 3147-39-5) is used as an antioxidant and stabilizer in cosmetics and personal care formulations, helping protect oils, fragrances and other sensitive ingredients from oxidation. It also serves as a stabilizer and antioxidant in polymers, plastics, coatings and inks to improve thermal/oxidative stability. It is employed as an intermediate in organic synthesis, including pharmaceutical and specialty chemical manufacturing, enabling functional diversification of the benzoate core. It may be evaluated for use as an antioxidant in food-processing formulations, subject to regulatory limits and labeling requirements. In perfumery, it can function as a fragrance building block or intermediate for aroma compounds. Its potential roles as an antioxidant/stabilizer in adhesives and cleaning formulations are also considered, depending on local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 174.22
    methanol 267.19
    isopropanol 128.0
    water 3.91
    ethyl acetate 122.13
    n-propanol 119.42
    acetone 226.15
    n-butanol 116.57
    acetonitrile 79.13
    DMF 860.08
    toluene 4.06
    isobutanol 66.64
    1,4-dioxane 62.05
    methyl acetate 96.38
    THF 773.91
    2-butanone 133.06
    n-pentanol 76.41
    sec-butanol 94.01
    n-hexane 2.17
    ethylene glycol 145.15
    NMP 452.76
    cyclohexane 0.63
    DMSO 2233.57
    n-butyl acetate 53.92
    n-octanol 28.92
    chloroform 12.46
    n-propyl acetate 70.55
    acetic acid 107.83
    dichloromethane 17.16
    cyclohexanone 96.33
    propylene glycol 169.5
    isopropyl acetate 76.63
    DMAc 443.97
    2-ethoxyethanol 218.61
    isopentanol 85.8
    n-heptane 2.44
    ethyl formate 99.95
    1,2-dichloroethane 25.54
    n-hexanol 68.02
    2-methoxyethanol 603.6
    isobutyl acetate 26.66
    tetrachloromethane 4.71
    n-pentyl acetate 26.9
    transcutol 158.72
    n-heptanol 28.17
    ethylbenzene 4.41
    MIBK 106.02
    2-propoxyethanol 216.45
    tert-butanol 135.39
    MTBE 41.02
    2-butoxyethanol 72.49
    propionic acid 93.33
    o-xylene 4.61
    formic acid 153.66
    diethyl ether 58.0
    m-xylene 6.98
    p-xylene 3.89
    chlorobenzene 5.4
    dimethyl carbonate 131.3
    n-octane 0.86
    formamide 269.88
    cyclopentanone 317.94
    2-pentanone 177.91
    anisole 29.57
    cyclopentyl methyl ether 140.44
    gamma-butyrolactone 368.99
    1-methoxy-2-propanol 553.51
    pyridine 24.57
    3-pentanone 78.44
    furfural 178.94
    n-dodecane 0.89
    diethylene glycol 252.76
    diisopropyl ether 17.83
    tert-amyl alcohol 93.4
    acetylacetone 197.43
    n-hexadecane 1.0
    acetophenone 39.53
    methyl propionate 154.15
    isopentyl acetate 37.33
    trichloroethylene 33.05
    n-nonanol 24.06
    cyclohexanol 47.3
    benzyl alcohol 33.37
    2-ethylhexanol 28.63
    isooctanol 20.69
    dipropyl ether 34.05
    1,2-dichlorobenzene 7.51
    ethyl lactate 92.75
    propylene carbonate 147.54
    n-methylformamide 406.76
    2-pentanol 86.74
    n-pentane 2.23
    1-propoxy-2-propanol 140.04
    1-methoxy-2-propyl acetate 97.93
    2-(2-methoxypropoxy) propanol 75.39
    mesitylene 5.55
    ε-caprolactone 94.63
    p-cymene 6.3
    epichlorohydrin 293.07
    1,1,1-trichloroethane 16.7
    2-aminoethanol 166.44
    morpholine-4-carbaldehyde 240.09
    sulfolane 691.27
    2,2,4-trimethylpentane 1.68
    2-methyltetrahydrofuran 162.0
    n-hexyl acetate 42.83
    isooctane 1.83
    2-(2-butoxyethoxy)ethanol 91.08
    sec-butyl acetate 39.83
    tert-butyl acetate 90.31
    decalin 1.26
    glycerin 312.85
    diglyme 143.38
    acrylic acid 90.86
    isopropyl myristate 16.85
    n-butyric acid 118.02
    acetyl acetate 54.2
    di(2-ethylhexyl) phthalate 17.81
    ethyl propionate 86.79
    nitromethane 352.0
    1,2-diethoxyethane 33.09
    benzonitrile 20.14
    trioctyl phosphate 19.59
    1-bromopropane 15.53
    gamma-valerolactone 276.0
    n-decanol 17.53
    triethyl phosphate 27.69
    4-methyl-2-pentanol 50.26
    propionitrile 63.36
    vinylene carbonate 81.85
    1,1,2-trichlorotrifluoroethane 205.63
    DMS 41.15
    cumene 4.8
    2-octanol 20.13
    2-hexanone 79.51
    octyl acetate 24.48
    limonene 9.87
    1,2-dimethoxyethane 253.84
    ethyl orthosilicate 21.86
    tributyl phosphate 21.38
    diacetone alcohol 230.11
    N,N-dimethylaniline 26.05
    acrylonitrile 87.58
    aniline 18.09
    1,3-propanediol 243.0
    bromobenzene 3.5
    dibromomethane 10.28
    1,1,2,2-tetrachloroethane 32.52
    2-methyl-cyclohexyl acetate 28.7
    tetrabutyl urea 32.24
    diisobutyl methanol 20.54
    2-phenylethanol 36.45
    styrene 3.98
    dioctyl adipate 26.53
    dimethyl sulfate 293.07
    ethyl butyrate 50.12
    methyl lactate 216.5
    butyl lactate 43.23
    diethyl carbonate 30.42
    propanediol butyl ether 86.41
    triethyl orthoformate 28.96
    p-tert-butyltoluene 6.67
    methyl 4-tert-butylbenzoate 46.87
    morpholine 141.9
    tert-butylamine 41.64
    n-dodecanol 12.17
    dimethoxymethane 483.33
    ethylene carbonate 68.27
    cyrene 111.5
    2-ethoxyethyl acetate 38.19
    2-ethylhexyl acetate 24.79
    1,2,4-trichlorobenzene 9.69
    4-methylpyridine 32.23
    dibutyl ether 17.4
    2,6-dimethyl-4-heptanol 20.54
    DEF 183.98
    dimethyl isosorbide 132.09
    tetrachloroethylene 19.2
    eugenol 51.1
    triacetin 39.13
    span 80 52.34
    1,4-butanediol 83.28
    1,1-dichloroethane 19.62
    2-methyl-1-pentanol 47.56
    methyl formate 286.36
    2-methyl-1-butanol 71.46
    n-decane 1.5
    butyronitrile 77.66
    3,7-dimethyl-1-octanol 22.8
    1-chlorooctane 8.12
    1-chlorotetradecane 2.93
    n-nonane 1.43
    undecane 1.15
    tert-butylcyclohexane 1.63
    cyclooctane 0.64
    cyclopentanol 106.88
    tetrahydropyran 52.1
    tert-amyl methyl ether 47.05
    2,5,8-trioxanonane 102.61
    1-hexene 8.68
    2-isopropoxyethanol 105.59
    2,2,2-trifluoroethanol 80.64
    methyl butyrate 107.91

    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