1,3-Dimethoxyanthraquinone

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  • Identifiers

    CAS number
    1989-42-0

    Molecular formula
    C16H12O4

    SMILES
    COC1=CC2=C(C(=C1)OC)C(=O)C3=CC=CC=C3C2=O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 63.27%
    Floral 41.14%
    Powdery 41.1%
    Phenolic 40.99%
    Vanilla 40.16%
    Spicy 33.74%
    Balsamic 31.96%
    Hay 30.04%
    Herbal 29.57%
    Creamy 29.09%

     

    Flavor
    Bitter 93.01%
    Lovage 19.74%
    Parsley 18.66%
    Cedarleaf 18.56%
    Odorless 18.22%
    Nitrile 17.98%
    Ripe apricot 17.73%
    Sweet-like 17.65%
    Red fruit 17.6%
    Very strong 17.47%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    6.41 (neutral)

    Molecular weight
    268.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    465°C

    Melting point expt.

    • 154 - 155 °C

    Flash point

    • 211.77 ˚C est.

  • Synonyms

    • 1,3-dimethoxyanthracene-9,10-dione
    • 1,3-dimethoxyanthraquinone
    • 1,3-dimethoxy-9,10-anthraquinone
    • 1989-42-0
    • NSC624611
    • 1,3-Dimethoxyanthra-9,10-quinone
    • 9,10-Anthracenedione, 1,3-dimethoxy-
    • NK8LWU7FQ2
    • 1,3-dimethoxy-9,10-dihydroanthracene-9,10-dione
    • SCHEMBL6905135
    • DTXSID90326968
    • CHEBI:174531
    • 1,3-Dimethoxy-9,10-anthracenedione
    • NSC-624611
    • 1989-42-0

  • Applications

    1,3-Dimethoxyanthraquinone (CAS 1989-42-0) is mainly used as an intermediate in the synthesis of anthraquinone-based dyes and pigments. It can serve as a precursor for dye compounds used in coatings, inks, and colored plastics, supporting pigment formulation in industrial products. The compound is also explored as a building block for organic electronic and photonic materials, with potential applications in organic semiconductors and light-responsive systems. In polymer formulations, it may function as a UV-absorbing or stabilizing additive to enhance lightfastness and durability. Additionally, it is used as a synthetic intermediate in pharmaceutical and fine chemical syntheses, enabling the construction of more complex organic molecules, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.89
    methanol 0.89
    isopropanol 0.51
    water 0.01
    ethyl acetate 11.61
    n-propanol 0.76
    acetone 10.96
    n-butanol 0.66
    acetonitrile 9.04
    DMF 30.9
    toluene 9.78
    isobutanol 0.61
    1,4-dioxane 20.82
    methyl acetate 17.41
    THF 29.48
    2-butanone 10.69
    n-pentanol 0.82
    sec-butanol 0.45
    n-hexane 0.08
    ethylene glycol 1.17
    NMP 64.22
    cyclohexane 0.45
    DMSO 26.69
    n-butyl acetate 12.59
    n-octanol 1.64
    chloroform 50.59
    n-propyl acetate 11.43
    acetic acid 9.15
    dichloromethane 60.29
    cyclohexanone 28.02
    propylene glycol 0.47
    isopropyl acetate 9.41
    DMAc 56.14
    2-ethoxyethanol 4.74
    isopentanol 1.15
    n-heptane 0.17
    ethyl formate 9.07
    1,2-dichloroethane 39.79
    n-hexanol 1.76
    2-methoxyethanol 7.86
    isobutyl acetate 8.81
    tetrachloromethane 4.74
    n-pentyl acetate 7.88
    transcutol 14.43
    n-heptanol 2.07
    ethylbenzene 6.92
    MIBK 6.76
    2-propoxyethanol 9.89
    tert-butanol 1.36
    MTBE 1.75
    2-butoxyethanol 7.38
    propionic acid 4.76
    o-xylene 8.0
    formic acid 4.21
    diethyl ether 2.11
    m-xylene 5.76
    p-xylene 9.76
    chlorobenzene 17.75
    dimethyl carbonate 21.44
    n-octane 0.14
    formamide 11.26
    cyclopentanone 42.28
    2-pentanone 6.77
    anisole 15.47
    cyclopentyl methyl ether 9.31
    gamma-butyrolactone 59.38
    1-methoxy-2-propanol 4.18
    pyridine 42.67
    3-pentanone 9.19
    furfural 66.95
    n-dodecane 0.25
    diethylene glycol 10.83
    diisopropyl ether 1.23
    tert-amyl alcohol 1.11
    acetylacetone 24.19
    n-hexadecane 0.32
    acetophenone 24.36
    methyl propionate 13.48
    isopentyl acetate 13.62
    trichloroethylene 99.13
    n-nonanol 2.1
    cyclohexanol 1.99
    benzyl alcohol 10.31
    2-ethylhexanol 2.87
    isooctanol 2.27
    dipropyl ether 3.45
    1,2-dichlorobenzene 23.5
    ethyl lactate 6.94
    propylene carbonate 29.31
    n-methylformamide 10.49
    2-pentanol 0.44
    n-pentane 0.05
    1-propoxy-2-propanol 6.05
    1-methoxy-2-propyl acetate 20.24
    2-(2-methoxypropoxy) propanol 11.11
    mesitylene 4.0
    ε-caprolactone 27.09
    p-cymene 5.66
    epichlorohydrin 57.75
    1,1,1-trichloroethane 24.83
    2-aminoethanol 1.15
    morpholine-4-carbaldehyde 46.36
    sulfolane 62.58
    2,2,4-trimethylpentane 0.13
    2-methyltetrahydrofuran 12.39
    n-hexyl acetate 8.29
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 9.69
    sec-butyl acetate 9.04
    tert-butyl acetate 12.34
    decalin 0.83
    glycerin 2.62
    diglyme 27.76
    acrylic acid 9.59
    isopropyl myristate 5.19
    n-butyric acid 5.35
    acetyl acetate 19.6
    di(2-ethylhexyl) phthalate 7.6
    ethyl propionate 12.11
    nitromethane 40.25
    1,2-diethoxyethane 7.56
    benzonitrile 19.93
    trioctyl phosphate 4.4
    1-bromopropane 5.6
    gamma-valerolactone 52.23
    n-decanol 1.77
    triethyl phosphate 12.51
    4-methyl-2-pentanol 0.85
    propionitrile 6.45
    vinylene carbonate 34.37
    1,1,2-trichlorotrifluoroethane 44.34
    DMS 23.46
    cumene 5.03
    2-octanol 1.28
    2-hexanone 8.52
    octyl acetate 5.57
    limonene 5.58
    1,2-dimethoxyethane 18.19
    ethyl orthosilicate 10.31
    tributyl phosphate 5.94
    diacetone alcohol 10.3
    N,N-dimethylaniline 11.99
    acrylonitrile 16.93
    aniline 10.98
    1,3-propanediol 2.1
    bromobenzene 20.97
    dibromomethane 25.41
    1,1,2,2-tetrachloroethane 55.17
    2-methyl-cyclohexyl acetate 14.39
    tetrabutyl urea 9.09
    diisobutyl methanol 2.41
    2-phenylethanol 12.99
    styrene 8.54
    dioctyl adipate 9.26
    dimethyl sulfate 42.91
    ethyl butyrate 12.31
    methyl lactate 8.75
    butyl lactate 6.18
    diethyl carbonate 13.12
    propanediol butyl ether 3.62
    triethyl orthoformate 10.91
    p-tert-butyltoluene 4.62
    methyl 4-tert-butylbenzoate 16.94
    morpholine 15.65
    tert-butylamine 0.73
    n-dodecanol 1.51
    dimethoxymethane 16.04
    ethylene carbonate 23.03
    cyrene 19.65
    2-ethoxyethyl acetate 14.28
    2-ethylhexyl acetate 12.4
    1,2,4-trichlorobenzene 33.31
    4-methylpyridine 28.7
    dibutyl ether 3.36
    2,6-dimethyl-4-heptanol 2.41
    DEF 15.44
    dimethyl isosorbide 31.59
    tetrachloroethylene 40.11
    eugenol 16.65
    triacetin 14.94
    span 80 6.89
    1,4-butanediol 0.91
    1,1-dichloroethane 13.99
    2-methyl-1-pentanol 1.51
    methyl formate 13.96
    2-methyl-1-butanol 0.83
    n-decane 0.35
    butyronitrile 3.88
    3,7-dimethyl-1-octanol 2.36
    1-chlorooctane 2.02
    1-chlorotetradecane 1.24
    n-nonane 0.24
    undecane 0.29
    tert-butylcyclohexane 0.52
    cyclooctane 0.19
    cyclopentanol 2.62
    tetrahydropyran 8.82
    tert-amyl methyl ether 2.22
    2,5,8-trioxanonane 22.47
    1-hexene 0.63
    2-isopropoxyethanol 4.21
    2,2,2-trifluoroethanol 8.61
    methyl butyrate 14.17

    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