Purpurogallin

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  • Identifiers

    CAS number
    569-77-7

    Molecular formula
    C11H8O5

    SMILES
    C1=CC2=CC(=C(C(=C2C(=O)C(=C1)O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 64.67%
    Odorless 60.71%
    Burnt 44.25%
    Smoky 30.67%
    Medicinal 29.5%
    Spicy 24.41%
    Balsamic 19.9%
    Dry 17.5%
    Savory 17.49%
    Bitter 16.33%

     

    Flavor
    Bitter 87.42%
    Phenolic 27.16%
    Mild 25.01%
    Odorless 23.12%
    Medical 22.71%
    Eugenol 21.36%
    Sweet-like 21.28%
    Flat 21.09%
    Very strong 20.84%
    Almond shell 20.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    12.59 (strong base)

    Molecular weight
    220.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    594°C

    Flash point

    • 228.5 ˚C est.

  • Synonyms

    • 2,3,4,6-tetrahydroxy-5H-benzo[7]annulen-5-one
    • CHEBI:8647
    • 2,3,4,6-Tetrahydroxy-5H-benzocycloheptene-5-one
    • NSC-35676
    • NSC-646653
    • 2,3,4,6-tetrahydroxybenzo(7)annulen-5-one
    • 2,3,4,6-tetrahydroxybenzo[7]annulen-5-one
    • 2,3,4,6-tetrahydroxy-5H-benzo(7)annulen-5-one
    • RefChem:177322
    • DTXCID40127927
    • 209-324-9
    • 2,3,4,5-tetrahydroxybenzo(7)annulen-6-one
    • 2,3,4,6-Tetrahydroxy-5H-benzocyclohepten-5-one
    • 569-77-7
    • DTXSID40205436
    • L3Z7U4N28P
    • Purpurogallin
    • Purpurogalline
    • MLS000738105
    • SMR000393869
    • CHEMBL66953
    • NSC35676
    • 5H-Benzocyclohepten-5-one, 2,3,4,6-tetrahydroxy-
    • MFCD00004145
    • NSC646653
    • 2,3,4,6-Tetrahydroxy-5H-benzo[a]cyclohepten-5-one
    • SR-01000759730
    • Hit compound, 2
    • Spectrum_000348
    • SpecPlus_000311
    • Spectrum2_000582
    • Spectrum3_000692
    • Spectrum4_001547
    • Spectrum5_000114
    • Oprea1_685478
    • SCHEMBL33853
    • BSPBio_002443
    • KBioGR_002014
    • KBioSS_000828
    • SPECTRUM210505
    • DivK1c_006407
    • SPBio_000424
    • SCHEMBL29481120
    • SCHEMBL29669714
    • BDBM50647
    • cid_5281571
    • KBio1_001351
    • KBio2_000828
    • KBio2_003396
    • KBio2_005964
    • KBio3_001663
    • GLXC-01747
    • HMS1923C07
    • HMS2764L19
    • KUC106430N
    • ALBB-023660
    • BB_NC-00241
    • BBL027451
    • BDBM50088360
    • CCG-38505
    • STL372771
    • AKOS000276797
    • EBC-465087
    • FP75361
    • FS-5462
    • KSC-12-239
    • SDCCGMLS-0066536.P001
    • NCGC00095229-01
    • NCGC00095229-02
    • NCGC00095229-03
    • NCGC00095229-04
    • NCGC00178652-01
    • 2,3,4,5-tetrahydroxy-6-benzo[7]annulenone
    • 2,3,4,5-tetrahydroxybenzocyclohepten-6-one
    • NS00033622
    • ST45021944
    • C09964
    • 2,7,8,9-tetrahydroxybenzo[a][7]annulen-1-one
    • 5H-Benzocyclohepten-5-one,3,4,6-tetrahydroxy-
    • F373683
    • 2,3,4,5-tetrakis(oxidanyl)benzo[7]annulen-6-one
    • SR-01000759730-2
    • SR-01000759730-3
    • 5H-Benzocyclohepten-5-one, 2,3,4,6-tetrahydroxy- [
    • BRD-K31023358-001-02-4
    • BRD-K31023358-001-06-5
    • BRD-K31023358-001-10-7
    • BRD-K31023358-001-16-4
    • 2,3,4,6-Tetrahydroxy-5H-benzo[a]cyclohepten-5-one #
    • 569-77-7

  • Applications

    Purpurogallin (CAS 569-77-7) is used primarily as a pigment and dye intermediate enabling coloration in coatings, inks, and plastics; it is studied as an antioxidant and stabilizer in polymer formulations to improve color stability and material longevity; it may act as a chelating ligand for metal ions, with potential utility in analytical and specialty chemical applications; it is evaluated as a colorant or pigment additive in cosmetics and personal care formulations; and it serves as an organic synthesis intermediate for pharmaceutical and other specialty chemicals.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 59.11
    methanol 79.15
    isopropanol 38.37
    water 0.94
    ethyl acetate 11.8
    n-propanol 36.17
    acetone 25.23
    n-butanol 23.31
    acetonitrile 8.03
    DMF 129.79
    toluene 1.79
    isobutanol 15.01
    1,4-dioxane 20.44
    methyl acetate 13.88
    THF 102.06
    2-butanone 24.19
    n-pentanol 15.61
    sec-butanol 24.74
    n-hexane 0.18
    ethylene glycol 81.39
    NMP 84.75
    cyclohexane 0.22
    DMSO 330.12
    n-butyl acetate 7.53
    n-octanol 22.84
    chloroform 0.09
    n-propyl acetate 5.86
    acetic acid 11.99
    dichloromethane 0.35
    cyclohexanone 12.62
    propylene glycol 40.25
    isopropyl acetate 8.5
    DMAc 118.47
    2-ethoxyethanol 73.68
    isopentanol 17.11
    n-heptane 1.07
    ethyl formate 7.2
    1,2-dichloroethane 1.44
    n-hexanol 18.27
    2-methoxyethanol 159.69
    isobutyl acetate 1.32
    tetrachloromethane 0.14
    n-pentyl acetate 12.12
    transcutol 61.35
    n-heptanol 22.95
    ethylbenzene 1.76
    MIBK 9.57
    2-propoxyethanol 57.61
    tert-butanol 44.63
    MTBE 11.84
    2-butoxyethanol 41.98
    propionic acid 11.93
    o-xylene 2.43
    formic acid 32.54
    diethyl ether 13.71
    m-xylene 2.39
    p-xylene 1.18
    chlorobenzene 0.49
    dimethyl carbonate 13.38
    n-octane 0.76
    formamide 97.69
    cyclopentanone 32.48
    2-pentanone 18.57
    anisole 7.03
    cyclopentyl methyl ether 17.46
    gamma-butyrolactone 36.47
    1-methoxy-2-propanol 95.01
    pyridine 11.52
    3-pentanone 11.11
    furfural 20.67
    n-dodecane 0.75
    diethylene glycol 78.53
    diisopropyl ether 3.37
    tert-amyl alcohol 29.74
    acetylacetone 17.58
    n-hexadecane 0.83
    acetophenone 8.16
    methyl propionate 19.55
    isopentyl acetate 5.64
    trichloroethylene 1.06
    n-nonanol 20.82
    cyclohexanol 11.99
    benzyl alcohol 9.86
    2-ethylhexanol 8.25
    isooctanol 14.34
    dipropyl ether 10.48
    1,2-dichlorobenzene 0.68
    ethyl lactate 11.43
    propylene carbonate 7.51
    n-methylformamide 61.46
    2-pentanol 17.16
    n-pentane 0.34
    1-propoxy-2-propanol 34.44
    1-methoxy-2-propyl acetate 17.01
    2-(2-methoxypropoxy) propanol 28.73
    mesitylene 1.54
    ε-caprolactone 14.41
    p-cymene 2.86
    epichlorohydrin 31.41
    1,1,1-trichloroethane 0.31
    2-aminoethanol 77.85
    morpholine-4-carbaldehyde 54.03
    sulfolane 70.45
    2,2,4-trimethylpentane 0.29
    2-methyltetrahydrofuran 27.47
    n-hexyl acetate 16.55
    isooctane 0.22
    2-(2-butoxyethoxy)ethanol 43.96
    sec-butyl acetate 3.35
    tert-butyl acetate 10.71
    decalin 0.26
    glycerin 88.99
    diglyme 58.06
    acrylic acid 12.22
    isopropyl myristate 7.01
    n-butyric acid 10.24
    acetyl acetate 3.88
    di(2-ethylhexyl) phthalate 6.13
    ethyl propionate 7.72
    nitromethane 29.47
    1,2-diethoxyethane 15.8
    benzonitrile 3.72
    trioctyl phosphate 7.23
    1-bromopropane 0.93
    gamma-valerolactone 35.71
    n-decanol 15.08
    triethyl phosphate 4.57
    4-methyl-2-pentanol 8.1
    propionitrile 7.68
    vinylene carbonate 4.51
    1,1,2-trichlorotrifluoroethane 26.68
    DMS 7.82
    cumene 1.36
    2-octanol 16.11
    2-hexanone 7.99
    octyl acetate 11.28
    limonene 3.9
    1,2-dimethoxyethane 52.63
    ethyl orthosilicate 4.38
    tributyl phosphate 4.57
    diacetone alcohol 35.31
    N,N-dimethylaniline 7.54
    acrylonitrile 12.89
    aniline 6.11
    1,3-propanediol 75.57
    bromobenzene 0.3
    dibromomethane 0.21
    1,1,2,2-tetrachloroethane 1.39
    2-methyl-cyclohexyl acetate 4.65
    tetrabutyl urea 10.08
    diisobutyl methanol 6.34
    2-phenylethanol 11.85
    styrene 1.35
    dioctyl adipate 8.4
    dimethyl sulfate 26.73
    ethyl butyrate 6.76
    methyl lactate 29.88
    butyl lactate 12.79
    diethyl carbonate 3.77
    propanediol butyl ether 33.89
    triethyl orthoformate 5.74
    p-tert-butyltoluene 3.07
    methyl 4-tert-butylbenzoate 18.36
    morpholine 43.38
    tert-butylamine 13.61
    n-dodecanol 10.1
    dimethoxymethane 76.34
    ethylene carbonate 3.94
    cyrene 26.02
    2-ethoxyethyl acetate 17.39
    2-ethylhexyl acetate 3.85
    1,2,4-trichlorobenzene 1.1
    4-methylpyridine 8.0
    dibutyl ether 8.25
    2,6-dimethyl-4-heptanol 6.34
    DEF 29.94
    dimethyl isosorbide 31.76
    tetrachloroethylene 1.28
    eugenol 18.6
    triacetin 11.83
    span 80 20.83
    1,4-butanediol 27.87
    1,1-dichloroethane 0.38
    2-methyl-1-pentanol 10.29
    methyl formate 25.89
    2-methyl-1-butanol 15.03
    n-decane 1.39
    butyronitrile 6.06
    3,7-dimethyl-1-octanol 11.23
    1-chlorooctane 4.73
    1-chlorotetradecane 1.78
    n-nonane 1.15
    undecane 1.02
    tert-butylcyclohexane 0.24
    cyclooctane 0.26
    cyclopentanol 18.54
    tetrahydropyran 13.07
    tert-amyl methyl ether 12.64
    2,5,8-trioxanonane 46.98
    1-hexene 0.93
    2-isopropoxyethanol 33.53
    2,2,2-trifluoroethanol 9.09
    methyl butyrate 7.78

    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