Hydroxymethylenetanshinquinone

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  • Identifiers

    CAS number
    83145-47-5

    Molecular formula
    C18H14O4

    SMILES
    CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCC(C4=C)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 48.39%
    Caramellic 33.04%
    Odorless 32.38%
    Burnt 31.74%
    Phenolic 28.38%
    Powdery 26.24%
    Vanilla 24.49%
    Bitter 23.82%
    Spicy 23.37%
    Hay 21.84%

     

    Flavor
    Bitter 95.73%
    Odorless 19.1%
    Cedarleaf 18.63%
    Lovage 18.45%
    Sweet-like 18.33%
    Nitrile 18.32%
    Very strong 18.12%
    Indole 17.89%
    Parsley 17.46%
    Cereal 17.37%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    6.29 (neutral)

    Molecular weight
    294.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1019°C

    Flash point

    • 246.21 ˚C est.

  • Synonyms

    • Phenanthro(1,2-b)furan-10,11-dione, 6,7,8,9-tetrahydro-7-hydroxy-1-methyl-6-methylene-
    • HMTQ
    • Hydroxymethylenetanshinquinone
    • 83145-47-5
    • Tanshinquinone, hydroxymethylene-
    • 7-hydroxy-1-methyl-6-methylidene-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione
    • 7-hydroxy-1-methyl-6-methylidene-8,9-dihydro-7H-naphtho(1,2-g)(1)benzofuran-10,11-dione
    • RefChem:923154
    • hydroxymethylene tanshinone
    • 3a-Hydroxymethylenetanshinquinone
    • SCHEMBL30978884
    • DTXSID101003161
    • 7-hydroxy-1-methyl-6-methylene-8,9-dihydro-7H-naphtho[1,2-g]benzofuran-10,11-dione
    • 7-Hydroxy-1-methyl-6-methylidene-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione
    • 83145-47-5

  • Applications

    Hydroxymethylenetanshinquinone (CAS 83145-47-5) is primarily used as a synthetic intermediate in organic synthesis and medicinal chemistry, serving as a building block for tanshinquinone derivatives and other bioactive compounds. It is commonly evaluated as a pigment and color precursor for coatings and inks, leveraging the quinone moiety for redox activity and color development. It may also function as a potential antioxidant or stabilizing additive in polymer and plastic formulations, helping to improve durability and light stability. In research settings, it is used as a reagent to explore synthetic routes and to support structure–activity studies in medicinal chemistry. Depending on formulation constraints and local regulations, it may be considered as a precursor for color-related or functional components in research and development programs.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.44
    methanol 0.43
    isopropanol 0.53
    water 0.0
    ethyl acetate 2.71
    n-propanol 0.52
    acetone 4.05
    n-butanol 0.78
    acetonitrile 0.71
    DMF 15.0
    toluene 4.45
    isobutanol 0.58
    1,4-dioxane 7.63
    methyl acetate 2.78
    THF 16.23
    2-butanone 5.07
    n-pentanol 0.69
    sec-butanol 0.43
    n-hexane 0.02
    ethylene glycol 0.27
    NMP 15.07
    cyclohexane 0.06
    DMSO 7.28
    n-butyl acetate 5.43
    n-octanol 0.8
    chloroform 6.04
    n-propyl acetate 3.18
    acetic acid 1.97
    dichloromethane 6.36
    cyclohexanone 12.82
    propylene glycol 0.26
    isopropyl acetate 4.48
    DMAc 25.24
    2-ethoxyethanol 3.44
    isopentanol 1.67
    n-heptane 0.03
    ethyl formate 1.5
    1,2-dichloroethane 6.04
    n-hexanol 1.39
    2-methoxyethanol 6.05
    isobutyl acetate 4.05
    tetrachloromethane 0.47
    n-pentyl acetate 5.93
    transcutol 19.82
    n-heptanol 1.53
    ethylbenzene 1.89
    MIBK 5.97
    2-propoxyethanol 9.07
    tert-butanol 1.57
    MTBE 1.64
    2-butoxyethanol 7.08
    propionic acid 0.96
    o-xylene 2.69
    formic acid 0.76
    diethyl ether 0.96
    m-xylene 3.04
    p-xylene 2.96
    chlorobenzene 4.53
    dimethyl carbonate 4.99
    n-octane 0.03
    formamide 1.61
    cyclopentanone 14.53
    2-pentanone 4.52
    anisole 5.49
    cyclopentyl methyl ether 4.3
    gamma-butyrolactone 10.91
    1-methoxy-2-propanol 5.18
    pyridine 12.19
    3-pentanone 3.64
    furfural 16.18
    n-dodecane 0.07
    diethylene glycol 7.76
    diisopropyl ether 0.66
    tert-amyl alcohol 1.18
    acetylacetone 11.23
    n-hexadecane 0.09
    acetophenone 8.3
    methyl propionate 3.15
    isopentyl acetate 8.94
    trichloroethylene 17.27
    n-nonanol 1.23
    cyclohexanol 1.28
    benzyl alcohol 4.9
    2-ethylhexanol 1.68
    isooctanol 1.91
    dipropyl ether 1.42
    1,2-dichlorobenzene 5.49
    ethyl lactate 2.84
    propylene carbonate 6.0
    n-methylformamide 2.49
    2-pentanol 0.57
    n-pentane 0.02
    1-propoxy-2-propanol 6.0
    1-methoxy-2-propyl acetate 12.47
    2-(2-methoxypropoxy) propanol 10.84
    mesitylene 1.8
    ε-caprolactone 8.39
    p-cymene 2.17
    epichlorohydrin 17.82
    1,1,1-trichloroethane 4.19
    2-aminoethanol 0.46
    morpholine-4-carbaldehyde 20.47
    sulfolane 19.28
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 4.7
    n-hexyl acetate 4.95
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 10.41
    sec-butyl acetate 3.65
    tert-butyl acetate 8.19
    decalin 0.14
    glycerin 1.58
    diglyme 23.15
    acrylic acid 1.62
    isopropyl myristate 3.4
    n-butyric acid 2.5
    acetyl acetate 3.73
    di(2-ethylhexyl) phthalate 5.67
    ethyl propionate 3.22
    nitromethane 5.71
    1,2-diethoxyethane 6.62
    benzonitrile 5.85
    trioctyl phosphate 3.29
    1-bromopropane 1.36
    gamma-valerolactone 25.93
    n-decanol 1.01
    triethyl phosphate 4.52
    4-methyl-2-pentanol 1.14
    propionitrile 1.48
    vinylene carbonate 6.97
    1,1,2-trichlorotrifluoroethane 12.86
    DMS 9.76
    cumene 1.52
    2-octanol 0.98
    2-hexanone 4.22
    octyl acetate 3.58
    limonene 2.12
    1,2-dimethoxyethane 11.66
    ethyl orthosilicate 4.5
    tributyl phosphate 3.66
    diacetone alcohol 10.69
    N,N-dimethylaniline 4.58
    acrylonitrile 3.19
    aniline 4.39
    1,3-propanediol 1.58
    bromobenzene 4.78
    dibromomethane 2.77
    1,1,2,2-tetrachloroethane 11.27
    2-methyl-cyclohexyl acetate 6.78
    tetrabutyl urea 6.71
    diisobutyl methanol 1.93
    2-phenylethanol 8.08
    styrene 2.25
    dioctyl adipate 5.57
    dimethyl sulfate 9.91
    ethyl butyrate 4.22
    methyl lactate 3.63
    butyl lactate 5.45
    diethyl carbonate 3.49
    propanediol butyl ether 4.05
    triethyl orthoformate 4.89
    p-tert-butyltoluene 2.16
    methyl 4-tert-butylbenzoate 11.81
    morpholine 6.6
    tert-butylamine 0.67
    n-dodecanol 0.84
    dimethoxymethane 10.73
    ethylene carbonate 5.16
    cyrene 11.74
    2-ethoxyethyl acetate 11.38
    2-ethylhexyl acetate 6.5
    1,2,4-trichlorobenzene 7.96
    4-methylpyridine 10.5
    dibutyl ether 1.63
    2,6-dimethyl-4-heptanol 1.93
    DEF 6.02
    dimethyl isosorbide 24.14
    tetrachloroethylene 6.9
    eugenol 13.19
    triacetin 7.85
    span 80 6.53
    1,4-butanediol 0.54
    1,1-dichloroethane 2.99
    2-methyl-1-pentanol 1.48
    methyl formate 2.8
    2-methyl-1-butanol 1.01
    n-decane 0.09
    butyronitrile 1.51
    3,7-dimethyl-1-octanol 1.69
    1-chlorooctane 0.65
    1-chlorotetradecane 0.43
    n-nonane 0.05
    undecane 0.08
    tert-butylcyclohexane 0.13
    cyclooctane 0.03
    cyclopentanol 1.09
    tetrahydropyran 3.64
    tert-amyl methyl ether 1.67
    2,5,8-trioxanonane 18.5
    1-hexene 0.21
    2-isopropoxyethanol 3.3
    2,2,2-trifluoroethanol 1.15
    methyl butyrate 4.1

    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