Obtusaquinone

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  • Identifiers

    CAS number
    62745-67-9

    Molecular formula
    C16H14O3

    SMILES
    COC\1=CC(=O)C(=C/C1=C\C=C\C2=CC=CC=C2)O

    Safety labels

  • Odor profile

    Fragrance
    Spicy 66.65%
    Sweet 53.52%
    Cinnamon 36.15%
    Fruity 33.5%
    Warm 32.39%
    Herbal 30.63%
    Balsamic 29.67%
    Caramellic 28.49%
    Vanilla 23.5%
    Green 23.13%

     

    Flavor
    Bitter 41.14%
    Cinnamon 21.26%
    Balsam 20.61%
    Lovage 20.31%
    Nitrile 20.11%
    Basil 19.95%
    Oriental 19.06%
    Fenugreek 18.55%
    Maple syrup 18.49%
    Ethyl benzoate 18.41%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    7.45 (neutral)

    Molecular weight
    254.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    490°C

    Flash point

    • 194.9 ˚C est.

  • Synonyms

    • Obtusaquinone
    • 62745-67-9
    • (4E)-2-hydroxy-5-methoxy-4-[(E)-3-phenylprop-2-enylidene]cyclohexa-2,5-dien-1-one
    • (4E)-2-hydroxy-5-methoxy-4-((E)-3-phenylprop-2-enylidene)cyclohexa-2,5-dien-1-one
    • RefChem:928087
    • 4-cinnamyl-5-methyl-benzene-1,2-diol
    • 21105-15-7
    • (4Z)-2-hydroxy-5-methoxy-4-[(E)-3-phenylprop-2-enylidene]cyclohexa-2,5-dien-1-one
    • BSPBio_003216
    • SPECTRUM200090
    • CHEMBL1333653
    • SCHEMBL17131949
    • OBTUSAQUINONE JURD 2066
    • DTXSID001365186
    • GLXC-22431
    • CCG-39853
    • NSC269107
    • NSC-269107
    • SDCCGMLS-0066386.P001
    • NCGC00095826-01
    • NCGC00095826-02
    • SR-05000002504
    • SR-05000002504-1
    • InChI=1/C16H14O3/c1-19-16-11-15(18)14(17)10-13(16)9-5-8-12-6-3-2-4-7-12/h2-11,17H,1H3/b8-5+,13-9
    • 21105-15-7

  • Applications

    Obtusaquinone, CAS 62745-67-9, is primarily regarded as an organic synthesis intermediate for constructing polycyclic quinone frameworks, enabling the preparation of complex quinone-containing structures in industrial manufacturing and research. It is used as a reagent and scaffold in medicinal chemistry and chemical biology to explore quinone-related activity and reaction mechanisms. Its redox-active character makes it suitable as a building block in materials science for electrochemical applications, including sensors and energy storage. As a precursor to other quinone derivatives, it may be employed in the synthesis of compounds for coatings and ink formulations based on quinone chemistry. In academic and process laboratories, obtusaquinone serves as a reference standard for oxidative transformations and fundamental studies of oxidative chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.43
    methanol 18.2
    isopropanol 7.87
    water 0.01
    ethyl acetate 39.81
    n-propanol 12.48
    acetone 21.5
    n-butanol 8.75
    acetonitrile 19.66
    DMF 35.75
    toluene 19.66
    isobutanol 5.93
    1,4-dioxane 49.78
    methyl acetate 40.3
    THF 138.65
    2-butanone 38.38
    n-pentanol 9.2
    sec-butanol 8.28
    n-hexane 0.28
    ethylene glycol 6.89
    NMP 21.81
    cyclohexane 0.45
    DMSO 97.2
    n-butyl acetate 15.73
    n-octanol 3.32
    chloroform 93.69
    n-propyl acetate 18.67
    acetic acid 18.94
    dichloromethane 114.19
    cyclohexanone 32.81
    propylene glycol 12.1
    isopropyl acetate 21.5
    DMAc 92.51
    2-ethoxyethanol 36.31
    isopentanol 8.33
    n-heptane 0.64
    ethyl formate 12.21
    1,2-dichloroethane 83.65
    n-hexanol 8.76
    2-methoxyethanol 56.16
    isobutyl acetate 12.02
    tetrachloromethane 3.14
    n-pentyl acetate 7.85
    transcutol 137.12
    n-heptanol 4.68
    ethylbenzene 10.0
    MIBK 20.24
    2-propoxyethanol 31.78
    tert-butanol 14.13
    MTBE 13.86
    2-butoxyethanol 17.04
    propionic acid 14.36
    o-xylene 9.92
    formic acid 8.31
    diethyl ether 18.4
    m-xylene 8.83
    p-xylene 9.53
    chlorobenzene 18.4
    dimethyl carbonate 25.15
    n-octane 0.4
    formamide 25.81
    cyclopentanone 54.03
    2-pentanone 24.07
    anisole 31.94
    cyclopentyl methyl ether 26.18
    gamma-butyrolactone 61.52
    1-methoxy-2-propanol 40.64
    pyridine 58.54
    3-pentanone 25.22
    furfural 50.31
    n-dodecane 0.46
    diethylene glycol 31.72
    diisopropyl ether 5.34
    tert-amyl alcohol 10.92
    acetylacetone 45.13
    n-hexadecane 0.53
    acetophenone 28.81
    methyl propionate 37.1
    isopentyl acetate 16.85
    trichloroethylene 146.8
    n-nonanol 4.27
    cyclohexanol 8.15
    benzyl alcohol 22.0
    2-ethylhexanol 7.12
    isooctanol 4.77
    dipropyl ether 13.15
    1,2-dichlorobenzene 18.77
    ethyl lactate 14.19
    propylene carbonate 21.98
    n-methylformamide 20.3
    2-pentanol 6.72
    n-pentane 0.19
    1-propoxy-2-propanol 21.66
    1-methoxy-2-propyl acetate 34.78
    2-(2-methoxypropoxy) propanol 27.55
    mesitylene 5.01
    ε-caprolactone 28.39
    p-cymene 6.29
    epichlorohydrin 126.95
    1,1,1-trichloroethane 29.82
    2-aminoethanol 13.99
    morpholine-4-carbaldehyde 48.04
    sulfolane 63.01
    2,2,4-trimethylpentane 0.59
    2-methyltetrahydrofuran 35.43
    n-hexyl acetate 10.29
    isooctane 0.4
    2-(2-butoxyethoxy)ethanol 33.23
    sec-butyl acetate 16.15
    tert-butyl acetate 25.67
    decalin 1.14
    glycerin 21.15
    diglyme 76.66
    acrylic acid 14.85
    isopropyl myristate 6.94
    n-butyric acid 15.78
    acetyl acetate 23.22
    di(2-ethylhexyl) phthalate 8.1
    ethyl propionate 22.25
    nitromethane 50.9
    1,2-diethoxyethane 33.17
    benzonitrile 18.84
    trioctyl phosphate 4.7
    1-bromopropane 20.5
    gamma-valerolactone 58.22
    n-decanol 3.69
    triethyl phosphate 13.56
    4-methyl-2-pentanol 5.66
    propionitrile 19.01
    vinylene carbonate 20.79
    1,1,2-trichlorotrifluoroethane 56.45
    DMS 21.81
    cumene 6.82
    2-octanol 2.76
    2-hexanone 18.39
    octyl acetate 7.26
    limonene 7.43
    1,2-dimethoxyethane 62.91
    ethyl orthosilicate 12.8
    tributyl phosphate 6.71
    diacetone alcohol 33.21
    N,N-dimethylaniline 19.93
    acrylonitrile 29.86
    aniline 23.29
    1,3-propanediol 18.77
    bromobenzene 19.57
    dibromomethane 51.85
    1,1,2,2-tetrachloroethane 96.08
    2-methyl-cyclohexyl acetate 17.23
    tetrabutyl urea 10.38
    diisobutyl methanol 6.24
    2-phenylethanol 19.19
    styrene 13.65
    dioctyl adipate 13.83
    dimethyl sulfate 37.98
    ethyl butyrate 18.81
    methyl lactate 20.27
    butyl lactate 9.89
    diethyl carbonate 15.44
    propanediol butyl ether 12.38
    triethyl orthoformate 16.09
    p-tert-butyltoluene 5.94
    methyl 4-tert-butylbenzoate 22.85
    morpholine 58.44
    tert-butylamine 6.09
    n-dodecanol 3.14
    dimethoxymethane 65.15
    ethylene carbonate 15.75
    cyrene 27.32
    2-ethoxyethyl acetate 20.83
    2-ethylhexyl acetate 12.72
    1,2,4-trichlorobenzene 27.53
    4-methylpyridine 32.33
    dibutyl ether 8.42
    2,6-dimethyl-4-heptanol 6.24
    DEF 27.02
    dimethyl isosorbide 54.47
    tetrachloroethylene 45.92
    eugenol 23.84
    triacetin 21.22
    span 80 14.59
    1,4-butanediol 7.52
    1,1-dichloroethane 37.69
    2-methyl-1-pentanol 9.58
    methyl formate 16.88
    2-methyl-1-butanol 7.47
    n-decane 0.66
    butyronitrile 12.43
    3,7-dimethyl-1-octanol 5.66
    1-chlorooctane 3.29
    1-chlorotetradecane 1.89
    n-nonane 0.52
    undecane 0.54
    tert-butylcyclohexane 1.07
    cyclooctane 0.25
    cyclopentanol 8.44
    tetrahydropyran 33.26
    tert-amyl methyl ether 13.12
    2,5,8-trioxanonane 55.95
    1-hexene 2.93
    2-isopropoxyethanol 23.73
    2,2,2-trifluoroethanol 7.53
    methyl butyrate 22.17

    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