Methyl Gallate

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  • Identifiers

    CAS number
    99-24-1

    Molecular formula
    C8H8O5

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 67.91%
    Phenolic 50.78%
    Burnt 29.75%
    Balsamic 26.48%
    Vanilla 25.72%
    Smoky 23.63%
    Spicy 21.91%
    Medicinal 19.94%
    Milky 19.75%
    Dry 18.12%

     

    Flavor
    Bitter 69.35%
    Odorless 34.75%
    Mild 29.1%
    Bland 28.58%
    Phenolic 24.36%
    Sweet-like 22.65%
    Eugenol 22.44%
    Parsley 21.47%
    Heliotropin 21.09%
    Vanilla 21.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    8.09 (weak base)

    Molecular weight
    184.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    414°C

    Flash point

    • 165.86 ˚C est.

  • Synonyms

    • METHYL GALLATE
    • Methyl 3,4,5-trihydroxybenzoate
    • 99-24-1
    • Gallic acid methyl ester
    • Methylgallate
    • Benzoic acid, 3,4,5-trihydroxy-, methyl ester
    • Gallic acid, methyl ester
    • DTXSID3059189
    • 623D3XG80C
    • NSC-363001
    • CHEBI:145828
    • RefChem:42732
    • DTXCID8049098
    • 202-741-7
    • Gallicin
    • MFCD00002194
    • 3,4,5-Trihydroxybenzoic acid methyl ester
    • AI3-00861
    • CHEMBL65675
    • 3,4,5-Trihydroxy-benzoic acid methyl ester
    • NSC363001
    • CCRIS 5567
    • EINECS 202-741-7
    • NSC 363001
    • BRN 2113180
    • methyl galloate
    • UNII-623D3XG80C
    • methyl-3,4,5-trihydroxybenzoate
    • 4-methyl gallate
    • GALLINCIN
    • Gallic acid-methyl ester
    • Methyl gallate (Standard)
    • cid_7428
    • SCHEMBL39513
    • 4-10-00-01998 (Beilstein Handbook Reference)
    • MLS000574912
    • orb1303834
    • SCHEMBL28765856
    • HY-N2010R
    • HMS2210A23
    • HMS3346G16
    • HMS6019E06
    • BB_NC-02263
    • HY-N2010
    • BBL010505
    • BDBM50187133
    • s3790
    • SBB064246
    • STL146151
    • AKOS000277450
    • GALLIC ACID METHYL ESTER [MI]
    • CCG-266463
    • EBC-154024
    • FM40147
    • Methyl 3,4,5-trihydroxybenzoate, 98%
    • NCGC00247606-01
    • NCGC00247606-02
    • AC-11364
    • AC-34481
    • AS-14808
    • SMR000156263
    • SY011144
    • DB-057768
    • CS-0018330
    • G0017
    • NS00040545
    • ST50825211
    • EN300-393116
    • CS-008/03903045
    • F216644
    • Q15425833
    • Gallincin;NSC 363001;Methyl-3,4,5-trihydroxybenzoate
    • Z1255434713
    • 3,4,5-trihydroxybenzoic acid methyl ester (intermediate of bifendate)
    • InChI=1/C8H8O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2-3,9-11H,1H
    • M G
    • 99-24-1

  • Applications

    Methyl gallate (CAS 99-24-1) is primarily used as an antioxidant and stabilizer in a range of industrial formulations, functioning to inhibit oxidative degradation in polymers, coatings and inks, as well as lubricants. It also serves as a chemical intermediate for the synthesis of gallic-acid-derived compounds, supporting routes to pharmaceuticals, agrochemicals and other specialty chemicals. In cosmetics and personal care, methyl gallate is evaluated as an antioxidant and preservative-like additive to help protect formulations from oxidation and spoilage. In cleaning and household products, it can act as a stabilizer/antioxidant to extend product shelf life. Additionally, it is studied and employed as an intermediate in pharmaceutical and agrochemical syntheses based on gallic acid derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 236.09
    methanol 382.77
    isopropanol 137.78
    water 5.4
    ethyl acetate 58.96
    n-propanol 125.05
    acetone 282.29
    n-butanol 77.6
    acetonitrile 58.94
    DMF 475.03
    toluene 6.01
    isobutanol 50.01
    1,4-dioxane 132.25
    methyl acetate 90.57
    THF 437.22
    2-butanone 112.96
    n-pentanol 43.06
    sec-butanol 80.09
    n-hexane 0.67
    ethylene glycol 148.42
    NMP 250.92
    cyclohexane 1.82
    DMSO 824.91
    n-butyl acetate 14.63
    n-octanol 24.11
    chloroform 2.27
    n-propyl acetate 22.27
    acetic acid 91.58
    dichloromethane 7.87
    cyclohexanone 43.02
    propylene glycol 87.84
    isopropyl acetate 25.39
    DMAc 360.9
    2-ethoxyethanol 225.94
    isopentanol 54.31
    n-heptane 2.62
    ethyl formate 40.32
    1,2-dichloroethane 14.23
    n-hexanol 25.06
    2-methoxyethanol 450.32
    isobutyl acetate 5.58
    tetrachloromethane 0.83
    n-pentyl acetate 15.48
    transcutol 180.45
    n-heptanol 23.27
    ethylbenzene 4.67
    MIBK 26.22
    2-propoxyethanol 98.9
    tert-butanol 183.89
    MTBE 75.82
    2-butoxyethanol 61.65
    propionic acid 49.54
    o-xylene 7.96
    formic acid 215.2
    diethyl ether 74.38
    m-xylene 5.7
    p-xylene 4.66
    chlorobenzene 2.84
    dimethyl carbonate 51.55
    n-octane 1.36
    formamide 546.17
    cyclopentanone 121.99
    2-pentanone 67.61
    anisole 35.02
    cyclopentyl methyl ether 70.59
    gamma-butyrolactone 138.97
    1-methoxy-2-propanol 217.84
    pyridine 53.0
    3-pentanone 38.6
    furfural 85.35
    n-dodecane 1.06
    diethylene glycol 134.63
    diisopropyl ether 11.34
    tert-amyl alcohol 115.56
    acetylacetone 69.9
    n-hexadecane 1.16
    acetophenone 27.53
    methyl propionate 72.66
    isopentyl acetate 11.69
    trichloroethylene 12.25
    n-nonanol 22.43
    cyclohexanol 31.9
    benzyl alcohol 32.35
    2-ethylhexanol 12.82
    isooctanol 17.22
    dipropyl ether 21.58
    1,2-dichlorobenzene 3.12
    ethyl lactate 21.13
    propylene carbonate 28.0
    n-methylformamide 272.06
    2-pentanol 44.85
    n-pentane 1.8
    1-propoxy-2-propanol 50.07
    1-methoxy-2-propyl acetate 30.06
    2-(2-methoxypropoxy) propanol 50.85
    mesitylene 4.25
    ε-caprolactone 44.07
    p-cymene 5.25
    epichlorohydrin 143.06
    1,1,1-trichloroethane 2.74
    2-aminoethanol 193.53
    morpholine-4-carbaldehyde 196.3
    sulfolane 164.56
    2,2,4-trimethylpentane 1.1
    2-methyltetrahydrofuran 144.9
    n-hexyl acetate 22.29
    isooctane 0.69
    2-(2-butoxyethoxy)ethanol 79.17
    sec-butyl acetate 11.82
    tert-butyl acetate 35.19
    decalin 0.81
    glycerin 152.69
    diglyme 153.84
    acrylic acid 47.5
    isopropyl myristate 9.76
    n-butyric acid 38.31
    acetyl acetate 19.18
    di(2-ethylhexyl) phthalate 10.56
    ethyl propionate 24.69
    nitromethane 260.9
    1,2-diethoxyethane 42.01
    benzonitrile 11.97
    trioctyl phosphate 9.29
    1-bromopropane 6.68
    gamma-valerolactone 127.15
    n-decanol 16.44
    triethyl phosphate 10.87
    4-methyl-2-pentanol 20.86
    propionitrile 28.85
    vinylene carbonate 20.21
    1,1,2-trichlorotrifluoroethane 74.35
    DMS 17.94
    cumene 3.69
    2-octanol 15.0
    2-hexanone 25.31
    octyl acetate 14.39
    limonene 7.78
    1,2-dimethoxyethane 205.18
    ethyl orthosilicate 10.49
    tributyl phosphate 7.58
    diacetone alcohol 83.74
    N,N-dimethylaniline 27.11
    acrylonitrile 48.95
    aniline 26.41
    1,3-propanediol 197.77
    bromobenzene 1.96
    dibromomethane 3.73
    1,1,2,2-tetrachloroethane 9.97
    2-methyl-cyclohexyl acetate 11.87
    tetrabutyl urea 16.23
    diisobutyl methanol 10.05
    2-phenylethanol 21.97
    styrene 5.39
    dioctyl adipate 15.75
    dimethyl sulfate 77.42
    ethyl butyrate 16.39
    methyl lactate 55.14
    butyl lactate 16.3
    diethyl carbonate 10.7
    propanediol butyl ether 49.41
    triethyl orthoformate 13.48
    p-tert-butyltoluene 5.73
    methyl 4-tert-butylbenzoate 33.42
    morpholine 197.73
    tert-butylamine 59.12
    n-dodecanol 11.49
    dimethoxymethane 311.85
    ethylene carbonate 16.34
    cyrene 58.43
    2-ethoxyethyl acetate 33.27
    2-ethylhexyl acetate 7.79
    1,2,4-trichlorobenzene 4.93
    4-methylpyridine 36.79
    dibutyl ether 15.04
    2,6-dimethyl-4-heptanol 10.05
    DEF 101.22
    dimethyl isosorbide 70.04
    tetrachloroethylene 7.71
    eugenol 32.44
    triacetin 25.39
    span 80 33.1
    1,4-butanediol 68.54
    1,1-dichloroethane 4.68
    2-methyl-1-pentanol 29.61
    methyl formate 163.46
    2-methyl-1-butanol 48.33
    n-decane 1.93
    butyronitrile 24.44
    3,7-dimethyl-1-octanol 17.2
    1-chlorooctane 5.47
    1-chlorotetradecane 2.31
    n-nonane 1.75
    undecane 1.4
    tert-butylcyclohexane 0.75
    cyclooctane 1.07
    cyclopentanol 59.36
    tetrahydropyran 68.17
    tert-amyl methyl ether 57.91
    2,5,8-trioxanonane 100.56
    1-hexene 3.05
    2-isopropoxyethanol 98.34
    2,2,2-trifluoroethanol 39.56
    methyl butyrate 29.68

    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