Tropolone

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  • Identifiers

    CAS number
    533-75-5

    Molecular formula
    C7H6O2

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sweet 72.0%
    Phenolic 69.92%
    Caramellic 58.07%
    Burnt 54.75%
    Vanilla 45.48%
    Medicinal 42.65%
    Spicy 41.0%
    Almond 37.19%
    Balsamic 35.14%
    Bitter 34.96%

     

    Flavor
    Sweet 63.54%
    Phenolic 57.34%
    Bitter 57.1%
    Almond 52.81%
    Medical 41.15%
    Hawthorn 31.81%
    Balsam 30.46%
    Woody 30.39%
    Cherry 30.39%
    Medicinal 30.34%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    9.34 (weak base)

    Molecular weight
    122.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    226°C

    Flash point

    • 97.56 ˚C est.

  • Synonyms

    • Tropolone
    • 533-75-5
    • 2-Hydroxycyclohepta-2,4,6-trienone
    • Purpurocatechol
    • 2-Hydroxytropone
    • 2,4,6-Cycloheptatrien-1-one, 2-hydroxy-
    • DTXSID8049416
    • 7L6DL16P1T
    • NSC-89303
    • DTXCID7029376
    • CHEBI:79966
    • RefChem:389350
    • 208-577-2
    • 2-hydroxycyclohepta-2,4,6-trien-1-one
    • 2-Hydroxy-2,4,6-cycloheptatrien-1-one
    • 2-Hydroxy-2,4,6-cycloheptatrienone
    • MFCD00004158
    • NSC89303
    • 2-Hydroxy-2,4,6-cycloheptatriene-1-one
    • CHEMBL121188
    • tropolon
    • CCRIS 6609
    • EINECS 208-577-2
    • NSC 89303
    • BRN 1904978
    • UNII-7L6DL16P1T
    • Tropomyosins
    • 0TR
    • Tropolone, 98%
    • TROPOLONE [MI]
    • .ALPHA.-TROPOLONE
    • NCIMech_000829
    • TROPOLONE [WHO-DD]
    • SCHEMBL42739
    • 4-08-00-00159 (Beilstein Handbook Reference)
    • orb1299232
    • SCHEMBL5481260
    • HY-N7135
    • Tox21_202924
    • AC1614
    • BDBM50236983
    • CCG-35867
    • EBC-03102
    • MSK166098
    • s5688
    • 2-Hydroxy-cyclohepta-2,4,6-trienone
    • AKOS015900394
    • Tropolone, purum, >=98.0% (GC)
    • CS-W013560
    • 2,6-Cycloheptatrien-1-one, 2-hydroxy-
    • NCGC00260470-01
    • AC-25757
    • AS-14018
    • CAS-533-75-5
    • NCI60_041986
    • SY009930
    • 2-hydroxy-2,4,6-cycloheptatrien -1-one
    • 1,4,6-Cycloheptatrien-1-one, 2-hydroxy-
    • DB-052324
    • NS00032738
    • ST50998276
    • T0606
    • 33T755
    • EN300-124250
    • F358139
    • Q19952843
    • F0001-1377
    • InChI=1/C7H6O2/c8-6-4-2-1-3-5-7(6)9/h1-5H,(H,8,9
    • 533-75-5

  • Applications

    Tropolone (CAS 533-75-5) is used primarily as an intermediate in organic synthesis, enabling the construction of heterocyclic frameworks and pharmaceutical intermediates; it also functions as a chelating ligand for transition metals in coordination chemistry and catalysis; it serves as a building-block precursor for specialty polymers and advanced materials in materials science and coatings research; and it is used as a reagent in analytical chemistry and sensor development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 127.14
    methanol 194.91
    isopropanol 83.26
    water 2.79
    ethyl acetate 157.28
    n-propanol 103.54
    acetone 149.79
    n-butanol 76.11
    acetonitrile 100.02
    DMF 336.43
    toluene 11.69
    isobutanol 59.69
    1,4-dioxane 296.67
    methyl acetate 193.01
    THF 323.54
    2-butanone 152.89
    n-pentanol 82.56
    sec-butanol 74.6
    n-hexane 5.41
    ethylene glycol 52.0
    NMP 297.89
    cyclohexane 4.84
    DMSO 621.97
    n-butyl acetate 99.49
    n-octanol 56.11
    chloroform 56.76
    n-propyl acetate 115.61
    acetic acid 199.52
    dichloromethane 64.26
    cyclohexanone 144.1
    propylene glycol 35.62
    isopropyl acetate 90.15
    DMAc 238.72
    2-ethoxyethanol 201.47
    isopentanol 70.38
    n-heptane 8.59
    ethyl formate 86.66
    1,2-dichloroethane 85.16
    n-hexanol 74.48
    2-methoxyethanol 247.73
    isobutyl acetate 57.81
    tetrachloromethane 11.33
    n-pentyl acetate 84.52
    transcutol 1076.06
    n-heptanol 47.78
    ethylbenzene 13.48
    MIBK 92.31
    2-propoxyethanol 166.51
    tert-butanol 131.74
    MTBE 99.34
    2-butoxyethanol 119.12
    propionic acid 159.64
    o-xylene 16.08
    formic acid 146.92
    diethyl ether 134.87
    m-xylene 17.12
    p-xylene 17.5
    chlorobenzene 30.63
    dimethyl carbonate 67.44
    n-octane 4.69
    formamide 334.56
    cyclopentanone 205.28
    2-pentanone 122.46
    anisole 73.15
    cyclopentyl methyl ether 107.71
    gamma-butyrolactone 337.89
    1-methoxy-2-propanol 168.66
    pyridine 108.83
    3-pentanone 84.96
    furfural 230.34
    n-dodecane 4.7
    diethylene glycol 156.72
    diisopropyl ether 39.77
    tert-amyl alcohol 107.36
    acetylacetone 148.59
    n-hexadecane 5.2
    acetophenone 78.23
    methyl propionate 132.09
    isopentyl acetate 85.94
    trichloroethylene 129.51
    n-nonanol 52.65
    cyclohexanol 57.29
    benzyl alcohol 58.32
    2-ethylhexanol 48.89
    isooctanol 42.96
    dipropyl ether 66.17
    1,2-dichlorobenzene 34.33
    ethyl lactate 64.82
    propylene carbonate 146.98
    n-methylformamide 225.0
    2-pentanol 64.59
    n-pentane 5.31
    1-propoxy-2-propanol 127.04
    1-methoxy-2-propyl acetate 126.65
    2-(2-methoxypropoxy) propanol 166.47
    mesitylene 15.53
    ε-caprolactone 173.03
    p-cymene 18.4
    epichlorohydrin 282.81
    1,1,1-trichloroethane 47.18
    2-aminoethanol 91.34
    morpholine-4-carbaldehyde 343.73
    sulfolane 406.99
    2,2,4-trimethylpentane 5.39
    2-methyltetrahydrofuran 200.7
    n-hexyl acetate 120.29
    isooctane 5.4
    2-(2-butoxyethoxy)ethanol 246.73
    sec-butyl acetate 77.75
    tert-butyl acetate 115.41
    decalin 5.03
    glycerin 82.92
    diglyme 426.58
    acrylic acid 147.71
    isopropyl myristate 53.2
    n-butyric acid 130.78
    acetyl acetate 80.87
    di(2-ethylhexyl) phthalate 39.04
    ethyl propionate 92.27
    nitromethane 420.28
    1,2-diethoxyethane 236.12
    benzonitrile 67.02
    trioctyl phosphate 34.93
    1-bromopropane 35.02
    gamma-valerolactone 287.0
    n-decanol 41.67
    triethyl phosphate 46.22
    4-methyl-2-pentanol 48.17
    propionitrile 80.37
    vinylene carbonate 112.48
    1,1,2-trichlorotrifluoroethane 183.34
    DMS 114.15
    cumene 14.58
    2-octanol 37.83
    2-hexanone 104.94
    octyl acetate 65.13
    limonene 27.44
    1,2-dimethoxyethane 286.73
    ethyl orthosilicate 43.28
    tributyl phosphate 45.14
    diacetone alcohol 154.73
    N,N-dimethylaniline 45.79
    acrylonitrile 113.09
    aniline 39.19
    1,3-propanediol 117.59
    bromobenzene 20.28
    dibromomethane 37.74
    1,1,2,2-tetrachloroethane 103.29
    2-methyl-cyclohexyl acetate 63.98
    tetrabutyl urea 58.22
    diisobutyl methanol 39.94
    2-phenylethanol 63.14
    styrene 16.55
    dioctyl adipate 76.49
    dimethyl sulfate 129.07
    ethyl butyrate 83.76
    methyl lactate 88.15
    butyl lactate 74.11
    diethyl carbonate 59.05
    propanediol butyl ether 119.48
    triethyl orthoformate 62.91
    p-tert-butyltoluene 17.7
    methyl 4-tert-butylbenzoate 89.92
    morpholine 306.64
    tert-butylamine 62.84
    n-dodecanol 33.09
    dimethoxymethane 200.26
    ethylene carbonate 95.51
    cyrene 110.05
    2-ethoxyethyl acetate 158.99
    2-ethylhexyl acetate 62.67
    1,2,4-trichlorobenzene 45.26
    4-methylpyridine 81.08
    dibutyl ether 80.42
    2,6-dimethyl-4-heptanol 39.94
    DEF 166.94
    dimethyl isosorbide 223.99
    tetrachloroethylene 77.46
    eugenol 104.33
    triacetin 139.16
    span 80 110.34
    1,4-butanediol 60.12
    1,1-dichloroethane 50.6
    2-methyl-1-pentanol 68.52
    methyl formate 157.41
    2-methyl-1-butanol 61.11
    n-decane 7.44
    butyronitrile 63.93
    3,7-dimethyl-1-octanol 56.29
    1-chlorooctane 29.19
    1-chlorotetradecane 13.16
    n-nonane 6.78
    undecane 5.8
    tert-butylcyclohexane 5.99
    cyclooctane 2.65
    cyclopentanol 80.96
    tetrahydropyran 155.77
    tert-amyl methyl ether 77.84
    2,5,8-trioxanonane 308.8
    1-hexene 22.3
    2-isopropoxyethanol 140.85
    2,2,2-trifluoroethanol 97.22
    methyl butyrate 116.18

    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