2,4-Dihydroxyquinoline

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  • Identifiers

    CAS number
    86-95-3

    Molecular formula
    C9H7NO2

    SMILES
    C1=CC=C2C(=C1)C(=CC(=O)N2)O

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 46.45%
    Phenolic 45.79%
    Burnt 36.1%
    Bitter 30.45%
    Animal 28.69%
    Nutty 25.13%
    Musty 24.48%
    Medicinal 23.65%
    Fruity 21.11%
    Balsamic 20.14%

     

    Flavor
    Bitter 86.86%
    Odorless 22.61%
    Very strong 22.32%
    Indole 21.76%
    Nitrile 21.6%
    Mild 21.3%
    Moth ball 21.18%
    Naphthelene 21.03%
    Almond shell 20.98%
    Urine 20.51%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    9.83 (weak base)

    Molecular weight
    161.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    404°C

    Flash point

    • 187.24 ˚C est.

  • Synonyms

    • 2,4-Dihydroxyquinoline
    • 86-95-3
    • 4-Hydroxy-2-quinolone
    • 4-Hydroxycarbostyril
    • 2(1H)-Quinolinone, 4-hydroxy-
    • 4-Hydroxy-2-quinolinone
    • Hydroxycarbostyril
    • CARBOSTYRIL, 4-HYDROXY-
    • DHQ quinolinol
    • N58HX8G9CN
    • NSC-12465
    • NSC-13962
    • DTXSID8058950
    • CHEBI:75926
    • RefChem:524023
    • DTXCID4048517
    • 201-711-0
    • 2,4-Quinolinediol
    • Quinoline-2,4-diol
    • 4-Hydroxyquinolin-2(1H)-one
    • 2-Hydroxyquinolin-4(1H)-one
    • 70254-44-3
    • 2-hydroxy-1H-quinolin-4-one
    • 70254-43-2
    • 4-hydroxy-1,2-dihydroquinolin-2-one
    • 4-hydroxy-2(1H)-quinolone
    • NSC 12465
    • 4-hydroxy-1H-quinolin-2-one
    • MFCD00006744
    • MFCD00277932
    • 2.4-Quinolinediol
    • 4-Hydroxy-2(1H)-quinolinone
    • 2,4-Dihydroxy quinoline
    • 2-hydroxy-4(1H)-quinolone
    • 4-hydroxyhydroquinolin-2-one
    • 4-Hydroxycarbostyril; 4-Hydroxyquinolin-2(1H)-one; 4-Hydroxyquinoline-2(1H)-one; NSC 13962
    • NSC89729
    • EINECS 201-711-0
    • Dihydroxyquinoine
    • 4(1H)-Quinolinone, 2-hydroxy-
    • NSC13962
    • 2-4-Quinolinediol
    • 2-HYDROXY-4(1H)-QUINOLINONE
    • 2,4-Quinolinediol-
    • 4-hydroxy quinolinone
    • 2.4-dihydroxy quinoline
    • 4-hydroxyquinolin-2-one
    • Maybridge1_006493
    • 2, 4-Dihydroxyquinoline-
    • UNII-N58HX8G9CN
    • quinoline, 2,4-dihydroxy-
    • 2,4-Quinolinediol, 97%
    • Oprea1_337514
    • Oprea1_706175
    • SCHEMBL64767
    • MLS000716246
    • SCHEMBL478509
    • 4-hydroxy-2(l H)-quinolinone
    • CHEMBL223449
    • orb3030155
    • SCHEMBL1193735
    • SCHEMBL4072710
    • SCHEMBL6667751
    • SCHEMBL9631909
    • 4-hydroxy-quinolin-2(1H)-one
    • SCHEMBL10623525
    • SCHEMBL29376440
    • SCHEMBL29624606
    • HMS559P03
    • 4-Hydroxy-2(1H)-quinolinone #
    • HMS1693D10
    • HMS2653O04
    • ALBB-006386
    • BB_SC-12748
    • HY-Y1685
    • NSC12465
    • EBC-76052
    • EBC-76055
    • MFCD18836846
    • SBB048184
    • STK052597
    • STK501258
    • 2,4-Quinolinediol (mainly keto form)
    • AKOS000115761
    • AKOS000265236
    • 4-HYDROXYQUINOLINE-2(1H)-ONE
    • CS-W020079
    • FD40531
    • PS-4409
    • quinoline-2,4-diol;2,4-quinolinediol
    • SB67441
    • SB67447
    • NCGC00245100-01
    • 2, 4-Dihydroxyquinoline, monosodium salt
    • AC-22550
    • SMR000277763
    • SY037068
    • TS-02141
    • 4-Hydroxyquinolin-2(1H)-one, AldrichCPR
    • DB-005864
    • DB-347109
    • CS-0166937
    • D1753
    • NS00014678
    • ST45025441
    • EN300-03079
    • O10804
    • AB00979379-01
    • AC-907/25014240
    • AG-690/11354039
    • F209285
    • Q27145638
    • Z56781882
    • F0722-1485
    • 86-95-3

  • Applications

    2,4-Dihydroxyquinoline (CAS 86-95-3) is primarily used as an organic intermediate in the synthesis of heterocyclic compounds and as a building block in pharmaceutical development. It also serves as a precursor for dye and pigment chemistries used in coatings and inks. In coordination chemistry and catalysis, the molecule can function as a ligand or chelating agent, enabling metal complex formation for research and materials applications. Additionally, it is explored as a starting point for derivatives aimed at specialty polymers and electronic materials in R&D settings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.57
    methanol 3.93
    isopropanol 3.51
    water 0.14
    ethyl acetate 4.02
    n-propanol 3.55
    acetone 11.04
    n-butanol 4.03
    acetonitrile 2.95
    DMF 46.14
    toluene 0.12
    isobutanol 3.42
    1,4-dioxane 7.46
    methyl acetate 5.48
    THF 80.42
    2-butanone 10.41
    n-pentanol 5.14
    sec-butanol 3.3
    n-hexane 0.04
    ethylene glycol 3.71
    NMP 48.24
    cyclohexane 0.01
    DMSO 224.29
    n-butyl acetate 8.12
    n-octanol 4.53
    chloroform 0.13
    n-propyl acetate 7.01
    acetic acid 8.69
    dichloromethane 0.23
    cyclohexanone 10.85
    propylene glycol 3.0
    isopropyl acetate 3.79
    DMAc 48.21
    2-ethoxyethanol 20.69
    isopentanol 5.95
    n-heptane 0.13
    ethyl formate 3.74
    1,2-dichloroethane 0.68
    n-hexanol 6.94
    2-methoxyethanol 31.56
    isobutyl acetate 4.74
    tetrachloromethane 0.11
    n-pentyl acetate 6.77
    transcutol 51.46
    n-heptanol 5.43
    ethylbenzene 0.29
    MIBK 8.45
    2-propoxyethanol 31.57
    tert-butanol 7.53
    MTBE 2.29
    2-butoxyethanol 19.77
    propionic acid 5.69
    o-xylene 0.27
    formic acid 5.69
    diethyl ether 1.03
    m-xylene 0.35
    p-xylene 0.54
    chlorobenzene 0.29
    dimethyl carbonate 5.21
    n-octane 0.07
    formamide 12.98
    cyclopentanone 37.54
    2-pentanone 8.76
    anisole 2.44
    cyclopentyl methyl ether 7.11
    gamma-butyrolactone 44.3
    1-methoxy-2-propanol 25.57
    pyridine 1.96
    3-pentanone 3.99
    furfural 19.47
    n-dodecane 0.13
    diethylene glycol 32.09
    diisopropyl ether 0.72
    tert-amyl alcohol 6.06
    acetylacetone 13.97
    n-hexadecane 0.15
    acetophenone 5.4
    methyl propionate 6.73
    isopentyl acetate 8.26
    trichloroethylene 1.19
    n-nonanol 4.61
    cyclohexanol 2.3
    benzyl alcohol 3.58
    2-ethylhexanol 4.78
    isooctanol 5.39
    dipropyl ether 4.06
    1,2-dichlorobenzene 0.65
    ethyl lactate 8.28
    propylene carbonate 12.22
    n-methylformamide 13.53
    2-pentanol 2.8
    n-pentane 0.01
    1-propoxy-2-propanol 20.48
    1-methoxy-2-propyl acetate 14.25
    2-(2-methoxypropoxy) propanol 20.83
    mesitylene 0.35
    ε-caprolactone 12.21
    p-cymene 1.16
    epichlorohydrin 34.63
    1,1,1-trichloroethane 0.66
    2-aminoethanol 5.78
    morpholine-4-carbaldehyde 35.32
    sulfolane 74.96
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 15.83
    n-hexyl acetate 8.54
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 25.67
    sec-butyl acetate 4.24
    tert-butyl acetate 6.59
    decalin 0.07
    glycerin 12.33
    diglyme 42.01
    acrylic acid 5.67
    isopropyl myristate 4.07
    n-butyric acid 7.29
    acetyl acetate 2.88
    di(2-ethylhexyl) phthalate 5.71
    ethyl propionate 6.23
    nitromethane 24.24
    1,2-diethoxyethane 8.48
    benzonitrile 2.92
    trioctyl phosphate 5.07
    1-bromopropane 0.28
    gamma-valerolactone 44.0
    n-decanol 3.68
    triethyl phosphate 5.45
    4-methyl-2-pentanol 3.34
    propionitrile 2.91
    vinylene carbonate 6.83
    1,1,2-trichlorotrifluoroethane 17.57
    DMS 7.05
    cumene 0.61
    2-octanol 3.55
    2-hexanone 10.2
    octyl acetate 5.56
    limonene 1.41
    1,2-dimethoxyethane 30.17
    ethyl orthosilicate 4.66
    tributyl phosphate 5.56
    diacetone alcohol 19.99
    N,N-dimethylaniline 3.21
    acrylonitrile 4.8
    aniline 0.86
    1,3-propanediol 11.15
    bromobenzene 0.17
    dibromomethane 0.13
    1,1,2,2-tetrachloroethane 1.33
    2-methyl-cyclohexyl acetate 6.88
    tetrabutyl urea 9.08
    diisobutyl methanol 3.37
    2-phenylethanol 5.63
    styrene 0.19
    dioctyl adipate 7.0
    dimethyl sulfate 18.62
    ethyl butyrate 6.35
    methyl lactate 10.5
    butyl lactate 9.6
    diethyl carbonate 4.54
    propanediol butyl ether 16.54
    triethyl orthoformate 5.64
    p-tert-butyltoluene 1.11
    methyl 4-tert-butylbenzoate 11.99
    morpholine 13.44
    tert-butylamine 2.06
    n-dodecanol 2.75
    dimethoxymethane 20.14
    ethylene carbonate 5.91
    cyrene 20.7
    2-ethoxyethyl acetate 10.31
    2-ethylhexyl acetate 5.84
    1,2,4-trichlorobenzene 1.18
    4-methylpyridine 2.55
    dibutyl ether 3.42
    2,6-dimethyl-4-heptanol 3.37
    DEF 11.2
    dimethyl isosorbide 31.91
    tetrachloroethylene 0.67
    eugenol 14.13
    triacetin 10.19
    span 80 12.65
    1,4-butanediol 5.93
    1,1-dichloroethane 0.34
    2-methyl-1-pentanol 6.22
    methyl formate 8.94
    2-methyl-1-butanol 4.65
    n-decane 0.17
    butyronitrile 3.42
    3,7-dimethyl-1-octanol 4.69
    1-chlorooctane 1.12
    1-chlorotetradecane 0.6
    n-nonane 0.12
    undecane 0.15
    tert-butylcyclohexane 0.13
    cyclooctane 0.01
    cyclopentanol 6.32
    tetrahydropyran 2.67
    tert-amyl methyl ether 2.75
    2,5,8-trioxanonane 31.38
    1-hexene 0.28
    2-isopropoxyethanol 15.25
    2,2,2-trifluoroethanol 6.03
    methyl butyrate 8.74

    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