2,6-Dihydroxyanthraquinone

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  • Identifiers

    CAS number
    84-60-6

    Molecular formula
    C14H8O4

    SMILES
    C1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=C(C=C3)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 53.12%
    Odorless 49.76%
    Burnt 31.78%
    Sweet 29.67%
    Bitter 28.26%
    Balsamic 27.33%
    Medicinal 25.12%
    Spicy 24.71%
    Vanilla 24.56%
    Nutty 21.68%

     

    Flavor
    Bitter 96.87%
    Odorless 20.94%
    Nitrile 18.67%
    Very strong 18.41%
    Lovage 18.4%
    Cedarleaf 18.24%
    Indole 17.99%
    Sweet-like 17.85%
    Rotten 17.5%
    Ripe apricot 17.11%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.92 (weak base)

    Molecular weight
    240.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    537°C

    Flash point

    • 252.78 ˚C est.

  • Synonyms

    • 2,6-Dihydroxyanthraquinone
    • Anthraflavic acid
    • 84-60-6
    • 2,6-dihydroxyanthracene-9,10-dione
    • Anthraflavin
    • 9,10-Anthracenedione, 2,6-dihydroxy-
    • NSC-33531
    • 2,6-dihydroxy-9,10-anthraquinone
    • 2,6-dihydroxy-9,10-anthracenedione
    • Anthraquinone, 2,6-dihydroxy-
    • CHEBI:34250
    • W83883330W
    • RefChem:445580
    • 201-544-3
    • 2,6-Dihydroxyanthra-9,10-quinone
    • MFCD00001228
    • Az-F
    • Anthrafravic acid
    • 2,6-DIHYDROXY-ANTHRAQUINONE
    • Anthraflavine
    • 2,6-dihydroxy-9,10-dihydroanthracene-9,10-dione
    • CHEMBL298398
    • Anthraflavic acid;2,6-Dihydroxyanthracene-9,10-dione
    • CCRIS 5593
    • EINECS 201-544-3
    • BRN 2054127
    • DTXSID6036546
    • UNII-W83883330W
    • ANTHRAFLAVICACID
    • 9, 2,6-dihydroxy-
    • 2,6dihydroxyanthraquinone
    • 2,6-Dihdroxyanthraquinone
    • Anthraquinone,6-dihydroxy-
    • Epitope ID:116189
    • 2,6-dihydroxy anthraquinone
    • 4-08-00-03272 (Beilstein Handbook Reference)
    • SCHEMBL124974
    • 2,6-DHAQ
    • MEGxp0_001868
    • orb1301391
    • SCHEMBL29985684
    • SCHEMBL31105422
    • ACon0_001479
    • ACon1_000002
    • 6,10-dihydroxy-2,9-anthraquinone
    • 9,10-dihydroxy-2,6-anthraquinone
    • NSC33531
    • BDBM50101979
    • s5169
    • SBB099241
    • STL556593
    • 2,6-dihydroxyanthracene-9.10-dione
    • DIHYDROXYANTHRAQUINONE, 2,6-
    • AKOS001581115
    • 2,6-Dihydroxyanthra-9,10-quinone #
    • 9,10-Anthraquinone, 2,6-dihydroxy-
    • CCG-266870
    • CS-W006230
    • FD40589
    • HY-W006230
    • Anthraflavic acid, technical grade, 90%
    • NCGC00168884-01
    • AS-14436
    • DA-69671
    • NCI60_002937
    • SY049293
    • A1894
    • EU-0066601
    • NS00014394
    • ST50330624
    • L10013
    • F211714
    • BRD-K65281664-001-01-8
    • Q27115942
    • InChI=1/C14H8O4/c15-7-1-3-9-11(5-7)14(18)10-4-2-8(16)6-12(10)13(9)17/h1-6,15-16
    • 84-60-6

  • Applications

    2,6-Dihydroxyanthraquinone (CAS 84-60-6) is primarily used as a precursor in the synthesis of anthraquinone dyes and pigments, providing the colorants with good lightfastness. It is also used as a building block in coatings and inks, enabling production of colored formulations for textiles and graphic applications. In polymer and plastics formulations, the compound may serve as a precursor for dye-containing additives or UV-absorbing components, contributing color and stabilization to the system. The compound is also encountered in research and industrial synthesis as a precursor for various anthraquinone-derived products. Overall, applications are driven by its role as a precursor or starting material, and are subject to formulation requirements and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.17
    methanol 0.17
    isopropanol 0.15
    water 0.03
    ethyl acetate 1.08
    n-propanol 0.17
    acetone 0.49
    n-butanol 0.18
    acetonitrile 0.44
    DMF 14.98
    toluene 0.3
    isobutanol 0.14
    1,4-dioxane 2.98
    methyl acetate 1.56
    THF 7.75
    2-butanone 1.52
    n-pentanol 0.21
    sec-butanol 0.24
    n-hexane 0.0
    ethylene glycol 0.61
    NMP 23.33
    cyclohexane 0.01
    DMSO 9.8
    n-butyl acetate 3.28
    n-octanol 0.82
    chloroform 0.02
    n-propyl acetate 1.63
    acetic acid 0.81
    dichloromethane 0.05
    cyclohexanone 2.88
    propylene glycol 0.35
    isopropyl acetate 1.65
    DMAc 45.24
    2-ethoxyethanol 3.11
    isopentanol 0.36
    n-heptane 0.02
    ethyl formate 0.67
    1,2-dichloroethane 0.11
    n-hexanol 0.55
    2-methoxyethanol 4.98
    isobutyl acetate 0.82
    tetrachloromethane 0.03
    n-pentyl acetate 2.72
    transcutol 15.36
    n-heptanol 0.98
    ethylbenzene 0.59
    MIBK 1.2
    2-propoxyethanol 7.37
    tert-butanol 0.6
    MTBE 0.68
    2-butoxyethanol 5.26
    propionic acid 0.92
    o-xylene 0.82
    formic acid 1.4
    diethyl ether 0.26
    m-xylene 0.44
    p-xylene 0.63
    chlorobenzene 0.16
    dimethyl carbonate 3.68
    n-octane 0.01
    formamide 6.04
    cyclopentanone 5.81
    2-pentanone 0.91
    anisole 3.4
    cyclopentyl methyl ether 1.68
    gamma-butyrolactone 9.18
    1-methoxy-2-propanol 3.79
    pyridine 3.58
    3-pentanone 1.19
    furfural 10.2
    n-dodecane 0.03
    diethylene glycol 7.78
    diisopropyl ether 0.25
    tert-amyl alcohol 0.82
    acetylacetone 3.32
    n-hexadecane 0.04
    acetophenone 5.53
    methyl propionate 2.07
    isopentyl acetate 3.78
    trichloroethylene 0.37
    n-nonanol 1.04
    cyclohexanol 0.41
    benzyl alcohol 2.08
    2-ethylhexanol 0.93
    isooctanol 0.98
    dipropyl ether 1.17
    1,2-dichlorobenzene 0.49
    ethyl lactate 3.26
    propylene carbonate 3.83
    n-methylformamide 2.47
    2-pentanol 0.21
    n-pentane 0.0
    1-propoxy-2-propanol 5.53
    1-methoxy-2-propyl acetate 9.86
    2-(2-methoxypropoxy) propanol 9.09
    mesitylene 0.4
    ε-caprolactone 5.16
    p-cymene 1.1
    epichlorohydrin 5.18
    1,1,1-trichloroethane 0.09
    2-aminoethanol 0.71
    morpholine-4-carbaldehyde 23.51
    sulfolane 16.78
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 2.43
    n-hexyl acetate 3.25
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 8.75
    sec-butyl acetate 1.88
    tert-butyl acetate 3.66
    decalin 0.04
    glycerin 2.61
    diglyme 19.16
    acrylic acid 1.65
    isopropyl myristate 1.88
    n-butyric acid 0.8
    acetyl acetate 1.38
    di(2-ethylhexyl) phthalate 2.89
    ethyl propionate 2.57
    nitromethane 3.86
    1,2-diethoxyethane 4.38
    benzonitrile 1.8
    trioctyl phosphate 1.86
    1-bromopropane 0.04
    gamma-valerolactone 13.27
    n-decanol 0.82
    triethyl phosphate 4.61
    4-methyl-2-pentanol 0.38
    propionitrile 0.58
    vinylene carbonate 3.45
    1,1,2-trichlorotrifluoroethane 7.9
    DMS 7.24
    cumene 0.57
    2-octanol 0.66
    2-hexanone 1.44
    octyl acetate 2.26
    limonene 1.01
    1,2-dimethoxyethane 8.92
    ethyl orthosilicate 4.18
    tributyl phosphate 2.09
    diacetone alcohol 6.06
    N,N-dimethylaniline 3.61
    acrylonitrile 1.49
    aniline 1.2
    1,3-propanediol 1.04
    bromobenzene 0.12
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.39
    2-methyl-cyclohexyl acetate 4.25
    tetrabutyl urea 4.09
    diisobutyl methanol 0.99
    2-phenylethanol 3.56
    styrene 0.47
    dioctyl adipate 3.5
    dimethyl sulfate 11.93
    ethyl butyrate 3.53
    methyl lactate 4.63
    butyl lactate 3.78
    diethyl carbonate 3.55
    propanediol butyl ether 3.78
    triethyl orthoformate 4.85
    p-tert-butyltoluene 1.05
    methyl 4-tert-butylbenzoate 7.87
    morpholine 4.22
    tert-butylamine 0.24
    n-dodecanol 0.63
    dimethoxymethane 5.2
    ethylene carbonate 2.28
    cyrene 9.65
    2-ethoxyethyl acetate 6.21
    2-ethylhexyl acetate 3.51
    1,2,4-trichlorobenzene 1.06
    4-methylpyridine 2.72
    dibutyl ether 1.17
    2,6-dimethyl-4-heptanol 0.99
    DEF 5.42
    dimethyl isosorbide 17.34
    tetrachloroethylene 0.33
    eugenol 8.1
    triacetin 6.82
    span 80 4.88
    1,4-butanediol 0.42
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.49
    methyl formate 1.55
    2-methyl-1-butanol 0.32
    n-decane 0.05
    butyronitrile 0.37
    3,7-dimethyl-1-octanol 1.05
    1-chlorooctane 0.29
    1-chlorotetradecane 0.18
    n-nonane 0.03
    undecane 0.04
    tert-butylcyclohexane 0.04
    cyclooctane 0.01
    cyclopentanol 0.46
    tetrahydropyran 0.76
    tert-amyl methyl ether 1.23
    2,5,8-trioxanonane 15.08
    1-hexene 0.03
    2-isopropoxyethanol 2.65
    2,2,2-trifluoroethanol 1.22
    methyl butyrate 2.47

    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