1,4,4a,9a-Tetrahydroanthraquinone

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  • Identifiers

    CAS number
    56136-14-2

    Molecular formula
    C14H12O2

    SMILES
    C1C=CCC2C1C(=O)C3=CC=CC=C3C2=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Spicy 41.2%
    Green 38.87%
    Sweet 35.24%
    Herbal 35.03%
    Nutty 33.62%
    Coumarinic 32.36%
    Phenolic 30.8%
    Mint 30.26%
    Woody 27.68%
    Coconut 26.91%

     

    Flavor
    Bitter 82.64%
    Lovage 20.5%
    Nitrile 19.36%
    Basil 18.72%
    Fenugreek 18.67%
    Cedarleaf 18.63%
    Very strong 18.32%
    Alkaline 18.25%
    Indole 18.21%
    Shrimp 18.07%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    6.83 (neutral)

    Molecular weight
    212.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    377°C

    Flash point

    • 182.35 ˚C est.

  • Synonyms

    • 1,4,4a,9a-Tetrahydro-9,10-anthracenedione
    • 9,10-Anthracenedione, 1,4,4a,9a-tetrahydro-
    • 1,4,4a,9a-Tetrahydroanthraquinone
    • EINECS 260-009-2
    • RefChem:415768
    • 260-009-2
    • 56136-14-2
    • 1,4,4a,9a-tetrahydroanthracene-9,10-dione
    • 1,4,4a,9a-tetrahydro-anthraquinone
    • SCHEMBL787128
    • 1,4,4A,9A-TETRAHYDROANTHRAQUINONE,TECH.,90
    • XPCZSIPRUSOJFO-UHFFFAOYSA-
    • DTXSID80971502
    • 1,4,4a,9a-tetrahy-dro-9,10-anthraquinone
    • NS00055082
    • 1,4,4a,9a-Tetrahydro-9,10-anthracenedione #
    • InChI=1/C14H12O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-6,11-12H,7-8H2
    • 56136-14-2

  • Applications

    1,4,4a,9a-Tetrahydroanthraquinone is a partially hydrogenated anthraquinone derivative that mainly acts as a chemical building block and intermediate in industrial synthesis. It is commonly evaluated as a precursor for dye and pigment chemistry, enabling the production of organic pigments for coatings, inks, and plastics. The compound is also explored as a redox-active scaffold and building block for organic electronic materials and conducting polymers. Additionally, it can be used as an intermediate in pharmaceutical and agrochemical synthesis routes, or as a scaffold for developing more complex polycyclic architectures in research settings. Use is subject to local regulations and formulation limits. CAS 56136-14-2.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.52
    methanol 3.72
    isopropanol 4.48
    water 0.24
    ethyl acetate 30.24
    n-propanol 4.98
    acetone 34.38
    n-butanol 5.92
    acetonitrile 20.33
    DMF 116.76
    toluene 29.13
    isobutanol 5.14
    1,4-dioxane 45.32
    methyl acetate 39.43
    THF 52.39
    2-butanone 35.93
    n-pentanol 7.46
    sec-butanol 4.4
    n-hexane 1.58
    ethylene glycol 2.82
    NMP 106.51
    cyclohexane 3.25
    DMSO 33.29
    n-butyl acetate 34.58
    n-octanol 11.87
    chloroform 136.96
    n-propyl acetate 30.69
    acetic acid 16.17
    dichloromethane 122.66
    cyclohexanone 83.82
    propylene glycol 2.1
    isopropyl acetate 25.28
    DMAc 119.69
    2-ethoxyethanol 15.92
    isopentanol 8.08
    n-heptane 2.31
    ethyl formate 30.33
    1,2-dichloroethane 89.52
    n-hexanol 12.48
    2-methoxyethanol 19.26
    isobutyl acetate 22.06
    tetrachloromethane 22.26
    n-pentyl acetate 34.22
    transcutol 44.04
    n-heptanol 12.3
    ethylbenzene 25.44
    MIBK 24.96
    2-propoxyethanol 26.84
    tert-butanol 7.76
    MTBE 8.44
    2-butoxyethanol 25.03
    propionic acid 15.47
    o-xylene 28.65
    formic acid 5.73
    diethyl ether 12.02
    m-xylene 25.7
    p-xylene 34.48
    chlorobenzene 56.69
    dimethyl carbonate 31.93
    n-octane 2.57
    formamide 17.11
    cyclopentanone 90.53
    2-pentanone 29.77
    anisole 34.32
    cyclopentyl methyl ether 25.11
    gamma-butyrolactone 103.22
    1-methoxy-2-propanol 16.17
    pyridine 83.98
    3-pentanone 31.9
    furfural 105.86
    n-dodecane 2.6
    diethylene glycol 22.39
    diisopropyl ether 6.8
    tert-amyl alcohol 6.66
    acetylacetone 49.09
    n-hexadecane 3.14
    acetophenone 53.94
    methyl propionate 31.71
    isopentyl acetate 31.83
    trichloroethylene 194.38
    n-nonanol 12.77
    cyclohexanol 12.11
    benzyl alcohol 28.31
    2-ethylhexanol 12.82
    isooctanol 11.71
    dipropyl ether 12.62
    1,2-dichlorobenzene 68.68
    ethyl lactate 19.37
    propylene carbonate 65.38
    n-methylformamide 30.62
    2-pentanol 5.13
    n-pentane 1.12
    1-propoxy-2-propanol 19.2
    1-methoxy-2-propyl acetate 36.44
    2-(2-methoxypropoxy) propanol 27.65
    mesitylene 18.6
    ε-caprolactone 65.49
    p-cymene 18.26
    epichlorohydrin 89.85
    1,1,1-trichloroethane 65.91
    2-aminoethanol 4.13
    morpholine-4-carbaldehyde 95.8
    sulfolane 96.38
    2,2,4-trimethylpentane 1.47
    2-methyltetrahydrofuran 29.76
    n-hexyl acetate 39.34
    isooctane 1.37
    2-(2-butoxyethoxy)ethanol 29.16
    sec-butyl acetate 22.36
    tert-butyl acetate 24.6
    decalin 4.74
    glycerin 6.2
    diglyme 64.23
    acrylic acid 19.76
    isopropyl myristate 17.75
    n-butyric acid 21.33
    acetyl acetate 32.22
    di(2-ethylhexyl) phthalate 20.25
    ethyl propionate 29.05
    nitromethane 49.91
    1,2-diethoxyethane 26.87
    benzonitrile 59.28
    trioctyl phosphate 14.98
    1-bromopropane 24.29
    gamma-valerolactone 103.09
    n-decanol 10.31
    triethyl phosphate 22.43
    4-methyl-2-pentanol 6.34
    propionitrile 22.23
    vinylene carbonate 76.18
    1,1,2-trichlorotrifluoroethane 56.25
    DMS 50.46
    cumene 19.36
    2-octanol 10.3
    2-hexanone 31.11
    octyl acetate 21.68
    limonene 18.71
    1,2-dimethoxyethane 45.61
    ethyl orthosilicate 19.64
    tributyl phosphate 17.19
    diacetone alcohol 25.85
    N,N-dimethylaniline 30.12
    acrylonitrile 39.06
    aniline 26.56
    1,3-propanediol 7.95
    bromobenzene 57.83
    dibromomethane 68.77
    1,1,2,2-tetrachloroethane 117.03
    2-methyl-cyclohexyl acetate 29.2
    tetrabutyl urea 26.55
    diisobutyl methanol 10.66
    2-phenylethanol 34.85
    styrene 26.68
    dioctyl adipate 25.49
    dimethyl sulfate 51.4
    ethyl butyrate 27.62
    methyl lactate 19.37
    butyl lactate 24.97
    diethyl carbonate 25.39
    propanediol butyl ether 16.45
    triethyl orthoformate 22.36
    p-tert-butyltoluene 15.57
    methyl 4-tert-butylbenzoate 41.68
    morpholine 34.7
    tert-butylamine 5.4
    n-dodecanol 8.63
    dimethoxymethane 41.09
    ethylene carbonate 59.25
    cyrene 39.47
    2-ethoxyethyl acetate 41.78
    2-ethylhexyl acetate 28.05
    1,2,4-trichlorobenzene 74.2
    4-methylpyridine 72.84
    dibutyl ether 15.65
    2,6-dimethyl-4-heptanol 10.66
    DEF 52.9
    dimethyl isosorbide 56.09
    tetrachloroethylene 90.82
    eugenol 40.91
    triacetin 41.72
    span 80 22.28
    1,4-butanediol 5.24
    1,1-dichloroethane 54.38
    2-methyl-1-pentanol 9.94
    methyl formate 33.13
    2-methyl-1-butanol 6.61
    n-decane 3.79
    butyronitrile 20.14
    3,7-dimethyl-1-octanol 11.85
    1-chlorooctane 14.55
    1-chlorotetradecane 7.16
    n-nonane 3.24
    undecane 3.06
    tert-butylcyclohexane 3.72
    cyclooctane 1.98
    cyclopentanol 13.22
    tetrahydropyran 25.83
    tert-amyl methyl ether 9.23
    2,5,8-trioxanonane 47.33
    1-hexene 6.46
    2-isopropoxyethanol 15.19
    2,2,2-trifluoroethanol 19.03
    methyl butyrate 38.96

    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