Trigallic Acid

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  • Identifiers

    CAS number
    2131-66-0

    Molecular formula
    C21H14O13

    SMILES
    C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)OC3=CC(=CC(=C3O)O)C(=O)O

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  • Odor profile

    Fragrance
    Odorless 78.07%
    Phenolic 34.86%
    Balsamic 25.56%
    Burnt 23.45%
    Savory 14.9%
    Milky 14.58%
    Smoky 14.14%
    Clean 13.78%
    Dry 13.55%
    Vanilla 13.19%

     

    Flavor
    Bitter 77.55%
    Odorless 47.55%
    Bland 34.22%
    Mild 30.36%
    Very mild 25.69%
    Sweet-like 24.3%
    Eugenol 20.71%
    Nitrile 20.14%
    Parsley 19.92%
    Cedarleaf 19.87%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    6.98 (neutral)

    Molecular weight
    474.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    822°C

    Melting point expt.

    • 228 °C

    Flash point

    • 305.07 ˚C est.

  • Synonyms

    • Trigallic Acid
    • 2131-66-0
    • m-Trigallic acid
    • 3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy-4,5-dihydroxybenzoic acid
    • 6HV67CW76G
    • DTXSID501317275
    • 3-(3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl)oxy-4,5-dihydroxybenzoic acid
    • RefChem:1100430
    • DTXCID401747095
    • Metatrigallic acid
    • 3-((3,4-Dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy)benzoyl)oxy)-4,5-dihydroxybenzoic acid
    • 3-({3,4-Dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoyl}oxy)-4,5-dihydroxybenzoic acid
    • SCHEMBL21584439
    • SCHEMBL29620339
    • SCHEMBL30257247
    • CHEBI:184664
    • BDBM627525
    • CAA13166
    • US11793823, Compound 14
    • Gallic acid, 3-gallate, 3-gallate
    • 3-[3,4-Dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-4,5-dihydroxybenzoic acid
    • Gallic acid, 3-ester with gallic acid, 3-gallate
    • 3,4-Dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoic acid 5-carboxy-2,3-dihydroxyphenyl ester, 9CI
    • 3-(3,4-BIS(OXIDANYL)-5-(3,4,5-TRIS(OXIDANYL)PHENYL)CARBONYLOXY-PHENYL)CARBONYLOXY-4,5-BIS(OXIDANYL)BENZOIC ACID
    • Benzoic acid, 3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]-, 5-carboxy-2,3-dihydroxyphenyl ester
    • 2131-66-0

  • Applications

    Trigallic Acid (CAS 2131-66-0) is a polyfunctional organic acid bearing three galloyl units, used as a building block for gallate esters and polyphenolic resins in plastics and coatings. In industry it serves as an intermediate in polymer and adhesive chemistries and is used as an antioxidant and chelating agent in coating formulations and inks. In cosmetics and personal care, it is evaluated as an antioxidant to enhance product stability. Additionally, it may be employed in cleaning formulations as a metal-chelating agent to improve formulation performance and stability.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.27
    methanol 2.9
    isopropanol 3.66
    water 0.19
    ethyl acetate 2.49
    n-propanol 4.18
    acetone 2.04
    n-butanol 1.81
    acetonitrile 0.94
    DMF 50.45
    toluene 0.18
    isobutanol 1.21
    1,4-dioxane 13.88
    methyl acetate 4.83
    THF 27.54
    2-butanone 4.27
    n-pentanol 0.77
    sec-butanol 4.19
    n-hexane 0.02
    ethylene glycol 11.83
    NMP 36.0
    cyclohexane 0.03
    DMSO 72.36
    n-butyl acetate 0.53
    n-octanol 1.28
    chloroform 0.08
    n-propyl acetate 0.68
    acetic acid 7.47
    dichloromethane 0.1
    cyclohexanone 1.38
    propylene glycol 16.67
    isopropyl acetate 1.16
    DMAc 80.13
    2-ethoxyethanol 37.84
    isopentanol 0.83
    n-heptane 0.04
    ethyl formate 1.11
    1,2-dichloroethane 0.16
    n-hexanol 0.42
    2-methoxyethanol 89.35
    isobutyl acetate 0.11
    tetrachloromethane 0.02
    n-pentyl acetate 0.88
    transcutol 30.45
    n-heptanol 1.12
    ethylbenzene 0.08
    MIBK 0.39
    2-propoxyethanol 16.67
    tert-butanol 3.53
    MTBE 2.55
    2-butoxyethanol 10.45
    propionic acid 5.85
    o-xylene 0.2
    formic acid 11.67
    diethyl ether 2.43
    m-xylene 0.1
    p-xylene 0.06
    chlorobenzene 0.02
    dimethyl carbonate 5.26
    n-octane 0.04
    formamide 33.37
    cyclopentanone 4.74
    2-pentanone 1.36
    anisole 0.89
    cyclopentyl methyl ether 3.29
    gamma-butyrolactone 10.28
    1-methoxy-2-propanol 55.41
    pyridine 3.88
    3-pentanone 1.4
    furfural 5.06
    n-dodecane 0.03
    diethylene glycol 19.86
    diisopropyl ether 0.29
    tert-amyl alcohol 4.35
    acetylacetone 2.27
    n-hexadecane 0.04
    acetophenone 0.65
    methyl propionate 5.32
    isopentyl acetate 0.32
    trichloroethylene 0.28
    n-nonanol 1.41
    cyclohexanol 1.29
    benzyl alcohol 0.88
    2-ethylhexanol 0.21
    isooctanol 0.64
    dipropyl ether 1.41
    1,2-dichlorobenzene 0.02
    ethyl lactate 2.46
    propylene carbonate 1.26
    n-methylformamide 16.03
    2-pentanol 1.39
    n-pentane 0.03
    1-propoxy-2-propanol 10.55
    1-methoxy-2-propyl acetate 3.14
    2-(2-methoxypropoxy) propanol 8.27
    mesitylene 0.05
    ε-caprolactone 3.61
    p-cymene 0.06
    epichlorohydrin 7.77
    1,1,1-trichloroethane 0.04
    2-aminoethanol 17.5
    morpholine-4-carbaldehyde 49.59
    sulfolane 19.67
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 7.52
    n-hexyl acetate 1.15
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 14.08
    sec-butyl acetate 0.45
    tert-butyl acetate 1.32
    decalin 0.01
    glycerin 54.98
    diglyme 25.51
    acrylic acid 6.49
    isopropyl myristate 0.51
    n-butyric acid 2.52
    acetyl acetate 0.63
    di(2-ethylhexyl) phthalate 0.35
    ethyl propionate 1.24
    nitromethane 17.27
    1,2-diethoxyethane 4.28
    benzonitrile 0.15
    trioctyl phosphate 0.44
    1-bromopropane 0.1
    gamma-valerolactone 23.02
    n-decanol 0.91
    triethyl phosphate 0.63
    4-methyl-2-pentanol 0.37
    propionitrile 0.73
    vinylene carbonate 0.91
    1,1,2-trichlorotrifluoroethane 11.55
    DMS 1.32
    cumene 0.04
    2-octanol 0.84
    2-hexanone 0.48
    octyl acetate 0.88
    limonene 0.1
    1,2-dimethoxyethane 22.52
    ethyl orthosilicate 0.72
    tributyl phosphate 0.33
    diacetone alcohol 5.03
    N,N-dimethylaniline 0.76
    acrylonitrile 1.36
    aniline 1.03
    1,3-propanediol 17.2
    bromobenzene 0.01
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.38
    2-methyl-cyclohexyl acetate 0.32
    tetrabutyl urea 0.95
    diisobutyl methanol 0.2
    2-phenylethanol 0.52
    styrene 0.07
    dioctyl adipate 0.78
    dimethyl sulfate 10.94
    ethyl butyrate 0.7
    methyl lactate 12.74
    butyl lactate 1.84
    diethyl carbonate 0.51
    propanediol butyl ether 8.86
    triethyl orthoformate 1.39
    p-tert-butyltoluene 0.08
    methyl 4-tert-butylbenzoate 2.11
    morpholine 33.98
    tert-butylamine 0.99
    n-dodecanol 0.58
    dimethoxymethane 29.17
    ethylene carbonate 0.75
    cyrene 6.09
    2-ethoxyethyl acetate 2.97
    2-ethylhexyl acetate 0.22
    1,2,4-trichlorobenzene 0.08
    4-methylpyridine 1.35
    dibutyl ether 1.04
    2,6-dimethyl-4-heptanol 0.2
    DEF 6.82
    dimethyl isosorbide 6.52
    tetrachloroethylene 0.19
    eugenol 2.2
    triacetin 2.37
    span 80 5.65
    1,4-butanediol 4.12
    1,1-dichloroethane 0.07
    2-methyl-1-pentanol 0.43
    methyl formate 6.48
    2-methyl-1-butanol 1.3
    n-decane 0.06
    butyronitrile 0.35
    3,7-dimethyl-1-octanol 0.5
    1-chlorooctane 0.16
    1-chlorotetradecane 0.07
    n-nonane 0.05
    undecane 0.04
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 2.91
    tetrahydropyran 3.71
    tert-amyl methyl ether 3.09
    2,5,8-trioxanonane 17.18
    1-hexene 0.05
    2-isopropoxyethanol 12.02
    2,2,2-trifluoroethanol 3.98
    methyl butyrate 1.1

    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