1-Hydroxy-4-anilinoanthraquinone

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  • Identifiers

    CAS number
    19286-75-0

    Molecular formula
    C20H13NO3

    SMILES
    C1=CC=C(C=C1)NC2=C3C(=C(C=C2)O)C(=O)C4=CC=CC=C4C3=O

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 46.02%
    Odorless 39.21%
    Sweet 32.34%
    Phenolic 29.67%
    Bitter 28.7%
    Grape 28.52%
    Balsamic 26.66%
    Floral 23.64%
    Spicy 22.83%
    Powdery 22.04%

     

    Flavor
    Bitter 95.3%
    Odorless 20.26%
    Nitrile 19.46%
    Very strong 19.17%
    Indole 18.72%
    Cedarleaf 18.55%
    Lovage 18.41%
    Sweet-like 17.79%
    Moth ball 17.71%
    Naphthelene 17.48%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.6

    pKa est.
    7.82 (neutral)

    Molecular weight
    315.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    755°C

    Flash point

    • 257.71 ˚C est.

  • Synonyms

    • 1-Anilino-4-hydroxyanthraquinone
    • Disperse violet 27
    • Disperse Violet 23
    • 19286-75-0
    • 12237-62-6
    • 1-Hydroxy-4-anilinoanthraquinone
    • Anthraquinone, 1-anilino-4-hydroxy-
    • LATYL VIOLET BN
    • 1-(Phenylamino)-4-hydroxyanthraquinone
    • SUMIKARON VIOLET R
    • SUMIKARON VIOLET RL
    • 9,10-Anthracenedione, 1-hydroxy-4-(phenylamino)-
    • SUMIKARON VIOLET E-RL
    • 1-Hydroxy-4-(phenylamino)-9,10-anthracenedione
    • BN3Q055JL5
    • CI 60724
    • Anthraquinone, 1-hydroxy-4-(phenylamino)-
    • C.I. DISPERSE VIOLET 27
    • EINECS 242-939-0
    • NSC 118283
    • NSC-118283
    • DISPERSE VIOLET 37
    • DISPERSE VIOLET 103
    • DTXSID3066477
    • C.I. DISPERSE VIOLET 23
    • C.I. DISPERSE VIOLET 30
    • C.I. DISPERSE VIOLET 37
    • FORON BRILLIANT VIOLET E-BL
    • C.I. DISPERSE VIOLET 103
    • FORON BRILLIANT VIOLET E-BLN
    • C.I. 60724
    • 1-HYDROXY-4-(PHENYLAMINO)ANTHRAQUINONE
    • EINECS 235-468-7
    • RefChem:433134
    • EC 235-468-7
    • DTXCID5036052
    • DTXSID0093974
    • CI 60724 [INCI]
    • Anthraquinone, 1-anilino-4-hydroxy-(8CI)
    • 242-939-0
    • 1-anilino-4-hydroxyanthracene-9,10-dione
    • 12217-94-6
    • MFCD00389778
    • UNII-BN3Q055JL5
    • Disperse Violet 27, tech.
    • SCHEMBL341146
    • SCHEMBL5870621
    • SCHEMBL29500408
    • ZNQIAQXHADXXQI-UHFFFAOYSA-N
    • 9, 1-hydroxy-4-(phenylamino)-
    • NSC118283
    • FD40700
    • DB-132818
    • 1-anilino-4-hydroxy-anthracene-9,10-dione
    • NS00002459
    • Disperse Violet 27, Technical grade Dye content
    • 1-HYDROXY-4-(PHENYLAMINO)ANTHRACENE-9,10-DIONE
    • 19286-75-0

  • Applications

    1-Hydroxy-4-anilinoanthraquinone (CAS number: 19286-75-0) is commonly used as a starting material and intermediate in the synthesis of dyes and organic pigments, serving colorant production for textiles, coatings, and plastics. It can act as a building block for dye formulations and pigment precursors used in inks and coatings. The compound may be evaluated as a redox-active reagent or analytical indicator in chemical analysis. In research and development, it is often explored as a building block for organic electronic materials, including potential applications in organic semiconductors or electrochromic systems.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.56
    methanol 0.5
    isopropanol 0.38
    water 0.0
    ethyl acetate 2.85
    n-propanol 0.64
    acetone 3.66
    n-butanol 0.57
    acetonitrile 1.23
    DMF 38.08
    toluene 1.98
    isobutanol 0.44
    1,4-dioxane 5.31
    methyl acetate 3.92
    THF 20.68
    2-butanone 5.89
    n-pentanol 0.61
    sec-butanol 0.42
    n-hexane 0.01
    ethylene glycol 0.71
    NMP 31.39
    cyclohexane 0.02
    DMSO 18.89
    n-butyl acetate 4.85
    n-octanol 1.0
    chloroform 2.43
    n-propyl acetate 3.4
    acetic acid 3.61
    dichloromethane 2.6
    cyclohexanone 11.91
    propylene glycol 0.79
    isopropyl acetate 3.4
    DMAc 73.28
    2-ethoxyethanol 2.77
    isopentanol 0.77
    n-heptane 0.03
    ethyl formate 2.29
    1,2-dichloroethane 3.56
    n-hexanol 1.1
    2-methoxyethanol 6.13
    isobutyl acetate 2.65
    tetrachloromethane 0.24
    n-pentyl acetate 3.95
    transcutol 9.96
    n-heptanol 1.36
    ethylbenzene 1.42
    MIBK 3.72
    2-propoxyethanol 6.64
    tert-butanol 0.78
    MTBE 0.74
    2-butoxyethanol 5.23
    propionic acid 2.38
    o-xylene 1.64
    formic acid 1.86
    diethyl ether 0.53
    m-xylene 1.35
    p-xylene 1.78
    chlorobenzene 2.39
    dimethyl carbonate 8.43
    n-octane 0.03
    formamide 4.81
    cyclopentanone 23.25
    2-pentanone 3.89
    anisole 4.16
    cyclopentyl methyl ether 3.47
    gamma-butyrolactone 22.61
    1-methoxy-2-propanol 5.02
    pyridine 12.42
    3-pentanone 3.68
    furfural 18.32
    n-dodecane 0.06
    diethylene glycol 6.23
    diisopropyl ether 0.32
    tert-amyl alcohol 0.75
    acetylacetone 10.39
    n-hexadecane 0.08
    acetophenone 7.68
    methyl propionate 5.04
    isopentyl acetate 5.43
    trichloroethylene 13.56
    n-nonanol 1.42
    cyclohexanol 0.87
    benzyl alcohol 3.8
    2-ethylhexanol 1.5
    isooctanol 1.44
    dipropyl ether 1.59
    1,2-dichlorobenzene 3.04
    ethyl lactate 4.1
    propylene carbonate 8.56
    n-methylformamide 6.63
    2-pentanol 0.37
    n-pentane 0.01
    1-propoxy-2-propanol 4.92
    1-methoxy-2-propyl acetate 10.54
    2-(2-methoxypropoxy) propanol 7.62
    mesitylene 0.8
    ε-caprolactone 10.01
    p-cymene 1.64
    epichlorohydrin 21.72
    1,1,1-trichloroethane 1.86
    2-aminoethanol 1.11
    morpholine-4-carbaldehyde 21.37
    sulfolane 30.7
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 4.28
    n-hexyl acetate 4.08
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 7.19
    sec-butyl acetate 3.21
    tert-butyl acetate 5.15
    decalin 0.07
    glycerin 3.07
    diglyme 15.84
    acrylic acid 3.78
    isopropyl myristate 2.73
    n-butyric acid 3.01
    acetyl acetate 4.06
    di(2-ethylhexyl) phthalate 3.66
    ethyl propionate 4.04
    nitromethane 11.34
    1,2-diethoxyethane 3.89
    benzonitrile 4.94
    trioctyl phosphate 2.49
    1-bromopropane 0.62
    gamma-valerolactone 27.26
    n-decanol 1.12
    triethyl phosphate 4.51
    4-methyl-2-pentanol 0.58
    propionitrile 2.04
    vinylene carbonate 8.72
    1,1,2-trichlorotrifluoroethane 18.6
    DMS 8.86
    cumene 1.13
    2-octanol 0.83
    2-hexanone 4.14
    octyl acetate 3.07
    limonene 1.6
    1,2-dimethoxyethane 8.94
    ethyl orthosilicate 3.84
    tributyl phosphate 2.96
    diacetone alcohol 7.99
    N,N-dimethylaniline 3.7
    acrylonitrile 5.09
    aniline 3.44
    1,3-propanediol 1.97
    bromobenzene 2.24
    dibromomethane 0.95
    1,1,2,2-tetrachloroethane 9.47
    2-methyl-cyclohexyl acetate 5.2
    tetrabutyl urea 5.23
    diisobutyl methanol 1.3
    2-phenylethanol 5.2
    styrene 1.59
    dioctyl adipate 4.73
    dimethyl sulfate 18.22
    ethyl butyrate 4.49
    methyl lactate 6.72
    butyl lactate 4.39
    diethyl carbonate 3.93
    propanediol butyl ether 3.26
    triethyl orthoformate 4.52
    p-tert-butyltoluene 1.43
    methyl 4-tert-butylbenzoate 8.87
    morpholine 6.2
    tert-butylamine 0.32
    n-dodecanol 0.89
    dimethoxymethane 10.52
    ethylene carbonate 6.0
    cyrene 9.47
    2-ethoxyethyl acetate 6.85
    2-ethylhexyl acetate 4.64
    1,2,4-trichlorobenzene 5.25
    4-methylpyridine 8.98
    dibutyl ether 1.57
    2,6-dimethyl-4-heptanol 1.3
    DEF 8.79
    dimethyl isosorbide 16.61
    tetrachloroethylene 5.57
    eugenol 8.7
    triacetin 6.75
    span 80 5.1
    1,4-butanediol 0.61
    1,1-dichloroethane 1.12
    2-methyl-1-pentanol 1.01
    methyl formate 4.93
    2-methyl-1-butanol 0.68
    n-decane 0.08
    butyronitrile 1.48
    3,7-dimethyl-1-octanol 1.41
    1-chlorooctane 0.65
    1-chlorotetradecane 0.41
    n-nonane 0.05
    undecane 0.07
    tert-butylcyclohexane 0.07
    cyclooctane 0.01
    cyclopentanol 1.33
    tetrahydropyran 2.7
    tert-amyl methyl ether 1.03
    2,5,8-trioxanonane 13.12
    1-hexene 0.12
    2-isopropoxyethanol 2.26
    2,2,2-trifluoroethanol 2.28
    methyl butyrate 5.01

    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