Oxyquinoline

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  • Identifiers

    CAS number
    148-24-3

    Molecular formula
    C9H7NO

    SMILES
    C1=CC2=C(C(=C1)O)N=CC=C2

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Phenolic 63.19%
    Burnt 45.57%
    Sweet 44.71%
    Animal 39.69%
    Medicinal 39.29%
    Smoky 36.24%
    Musty 33.3%
    Nutty 31.83%
    Fruity 30.1%
    Vanilla 29.79%

     

    Flavor
    Bitter 68.66%
    Nutty 30.66%
    Fecal 29.41%
    Musty 28.46%
    Medical 27.3%
    Phenolic 26.54%
    Very strong 25.8%
    Indole 25.51%
    Moth ball 24.53%
    Naphthelene 24.22%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    8.14 (weak base)

    Molecular weight
    145.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 169 °F (NTP, 1992)
    • 76 undefined
    • 73-75 °C

    Boiling point

    • 513 °F at 760 mmHg (NTP, 1992)
    • 267 undefined
    • Approx 267 °C

    Flash point

    • 145.26 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 61 °F (NTP, 1992)
    • Insoluble
    • Soluble in alcohol, acetone, chloroform, benzene, and in formic, acetic, hydrochloric, and sulfuric acids and alkalies.
    • 1 part in 1500 parts water
    • In water, 556 mg/l @ 20 °C

  • Synonyms

    • 8-HYDROXYQUINOLINE
    • quinolin-8-ol
    • 148-24-3
    • 8-quinolinol
    • Oxyquinoline
    • Oxine
    • Quinophenol
    • Oxychinolin
    • 8-Quinol
    • 8-Oxyquinoline
    • Phenopyridine
    • Oxin
    • Oxybenzopyridine
    • Hydroxybenzopyridine
    • 1-Azanaphthalene-8-ol
    • 8-Hydroxychinolin
    • Bioquin
    • Tumex
    • 8-Chinolinol
    • 8-Hydroxy-chinolin
    • Fennosan H 30
    • 8-OQ
    • Fennosan
    • Oxyquinol
    • o-Oxychinolin
    • Usaf ek-794
    • 8-Oxychinolin
    • Quinoline, 8-hydroxy-
    • 8 Hydroxyquinoline
    • Fennosan HF-15
    • Oxyquinoline [USAN]
    • Caswell No. 719
    • NCI-C55298
    • NSC 2039
    • MFCD00006807
    • 8-hydroxy-quinoline
    • CCRIS 340
    • Oxoquinoline
    • NSC 615011
    • HSDB 4073
    • NSC-2039
    • EINECS 205-711-1
    • UNII-5UTX5635HP
    • 8-hydroxy quinoline
    • EPA Pesticide Chemical Code 059803
    • NSC-285166
    • NSC-402623
    • NSC-615011
    • BRN 0114512
    • 5UTX5635HP
    • DTXSID5020730
    • CHEBI:48981
    • AI3-00483
    • NSC-48037
    • NSC-54230
    • NSC-82404
    • NSC-82405
    • NSC-82409
    • NSC-82410
    • NSC-82412
    • NSC285166
    • J2.960B
    • DTXCID30730
    • MLS002702126
    • CHEMBL310555
    • quinoline-8-ol
    • EC 205-711-1
    • Oxyquinoline (8-Hydroxyquinoline)
    • 5-21-03-00252 (Beilstein Handbook Reference)
    • NSC 82404
    • NSC615011
    • Oxyquinoline (USAN)
    • NCGC00090708-03
    • NCGC00090708-05
    • OXYQUINOLINE (II)
    • OXYQUINOLINE [II]
    • WLN: T66 BNJ JQ
    • Oxine;8-Hydroxyquinoline;Quinophenol;8-Quinolinone
    • 8-HYDROXYQUINOLINE (IARC)
    • 8-HYDROXYQUINOLINE [IARC]
    • 8-Chinolinol [Czech]
    • o-Oxychinolin [German]
    • 8 Oxyquinoline
    • 8 Quinolinol
    • CAS-148-24-3
    • Manganese, bis(8-quinolinolato)-
    • SMR000112313
    • 8-Hydroxy-chinolin [German]
    • Oxychinoline
    • 8-Oxyquinolin
    • 8-Quinolinone
    • 8-Quinolol
    • 8-hydroxiquinoline
    • 8-hydroxychinoline
    • 8-hydroxylquinoline
    • HQY
    • UDDER BALM
    • 8-Quinolinol, p.a.
    • Spectrum_001053
    • 3vh9
    • 8-Hydroxyquinoline Oxine
    • Spectrum2_000697
    • Spectrum3_000534
    • Spectrum4_000465
    • Spectrum5_001280
    • 8-Hydroxyquinoline, 99%
    • NCIMech_000694
    • OXYQUINOLINE [HSDB]
    • cid_1923
    • NCIStruc1_000152
    • NCIStruc2_000240
    • Oxyquinol Reference Spectrum
    • NCIOpen2_000962
    • NCIOpen2_001020
    • NCIOpen2_001220
    • NCIOpen2_004264
    • OXYQUINOLINE [VANDF]
    • Pesticide Code: 059803
    • SCHEMBL37189
    • BSPBio_002147
    • KBioGR_000910
    • KBioSS_001533
    • MLS001055492
    • BIDD:ER0371
    • DivK1c_000757
    • 8-Hydroxyquinoline (Standard)
    • SPBio_000853
    • 8-Hydroxyquinoline, crystalline

  • Applications

    Oxyquinoline (CAS 148-24-3) is primarily used as a chelating ligand for metal ions, enabling formation of colored complexes for spectroscopic detection and metal separation in analytical and processing contexts. It serves as an intermediate or building block in the synthesis of dyes, pigments and other specialty chemicals. It may function as a stabilizer or antioxidant in polymers and coatings, helping retard metal-catalyzed degradation. It is also employed in coatings and metal-treatment formulations as a corrosion-inhibiting additive, and as a reagent or ligand in sensor and catalysis applications that exploit its metal-binding properties. In pharmaceutical development, it can be used as a precursor for certain 8-hydroxyquinoline-based derivatives, with use governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 81.7
    methanol 58.81
    isopropanol 72.38
    water 1.45
    ethyl acetate 81.89
    n-propanol 72.45
    acetone 152.6
    n-butanol 60.4
    acetonitrile 79.87
    DMF 246.67
    toluene 20.78
    isobutanol 55.68
    1,4-dioxane 618.13
    methyl acetate 87.45
    THF 449.57
    2-butanone 117.96
    n-pentanol 67.91
    sec-butanol 52.37
    n-hexane 7.2
    ethylene glycol 22.52
    NMP 183.99
    cyclohexane 3.33
    DMSO 497.74
    n-butyl acetate 113.34
    n-octanol 47.1
    chloroform 90.98
    n-propyl acetate 118.62
    acetic acid 94.54
    dichloromethane 118.29
    cyclohexanone 175.0
    propylene glycol 12.56
    isopropyl acetate 60.36
    DMAc 130.58
    2-ethoxyethanol 145.25
    isopentanol 59.93
    n-heptane 10.68
    ethyl formate 70.45
    1,2-dichloroethane 133.7
    n-hexanol 85.16
    2-methoxyethanol 178.06
    isobutyl acetate 74.2
    tetrachloromethane 17.74
    n-pentyl acetate 75.83
    transcutol 389.11
    n-heptanol 51.65
    ethylbenzene 23.09
    MIBK 75.81
    2-propoxyethanol 176.0
    tert-butanol 88.73
    MTBE 71.01
    2-butoxyethanol 114.35
    propionic acid 56.03
    o-xylene 19.18
    formic acid 37.74
    diethyl ether 97.37
    m-xylene 24.37
    p-xylene 33.76
    chlorobenzene 40.75
    dimethyl carbonate 40.56
    n-octane 6.06
    formamide 92.25
    cyclopentanone 249.76
    2-pentanone 102.99
    anisole 61.56
    cyclopentyl methyl ether 138.49
    gamma-butyrolactone 313.15
    1-methoxy-2-propanol 117.0
    pyridine 146.89
    3-pentanone 67.81
    furfural 192.9
    n-dodecane 5.05
    diethylene glycol 138.62
    diisopropyl ether 28.25
    tert-amyl alcohol 61.13
    acetylacetone 117.91
    n-hexadecane 5.77
    acetophenone 66.32
    methyl propionate 68.94
    isopentyl acetate 84.86
    trichloroethylene 189.82
    n-nonanol 43.32
    cyclohexanol 51.79
    benzyl alcohol 51.1
    2-ethylhexanol 50.3
    isooctanol 45.05
    dipropyl ether 72.47
    1,2-dichlorobenzene 40.05
    ethyl lactate 48.44
    propylene carbonate 113.37
    n-methylformamide 115.46
    2-pentanol 46.05
    n-pentane 4.85
    1-propoxy-2-propanol 111.69
    1-methoxy-2-propyl acetate 87.16
    2-(2-methoxypropoxy) propanol 82.17
    mesitylene 18.23
    ε-caprolactone 157.01
    p-cymene 21.19
    epichlorohydrin 408.45
    1,1,1-trichloroethane 64.91
    2-aminoethanol 41.06
    morpholine-4-carbaldehyde 287.27
    sulfolane 333.16
    2,2,4-trimethylpentane 4.06
    2-methyltetrahydrofuran 244.04
    n-hexyl acetate 91.47
    isooctane 4.54
    2-(2-butoxyethoxy)ethanol 138.01
    sec-butyl acetate 60.56
    tert-butyl acetate 66.95
    decalin 5.25
    glycerin 38.88
    diglyme 269.56
    acrylic acid 50.01
    isopropyl myristate 36.64
    n-butyric acid 77.67
    acetyl acetate 45.52
    di(2-ethylhexyl) phthalate 28.15
    ethyl propionate 73.78
    nitromethane 207.76
    1,2-diethoxyethane 145.46
    benzonitrile 64.42
    trioctyl phosphate 29.53
    1-bromopropane 58.46
    gamma-valerolactone 335.89
    n-decanol 34.87
    triethyl phosphate 33.84
    4-methyl-2-pentanol 36.21
    propionitrile 64.83
    vinylene carbonate 93.3
    1,1,2-trichlorotrifluoroethane 126.87
    DMS 63.84
    cumene 20.58
    2-octanol 39.64
    2-hexanone 115.57
    octyl acetate 47.76
    limonene 26.68
    1,2-dimethoxyethane 292.99
    ethyl orthosilicate 32.74
    tributyl phosphate 33.49
    diacetone alcohol 90.71
    N,N-dimethylaniline 45.35
    acrylonitrile 87.24
    aniline 40.23
    1,3-propanediol 80.05
    bromobenzene 33.9
    dibromomethane 73.63
    1,1,2,2-tetrachloroethane 129.41
    2-methyl-cyclohexyl acetate 52.59
    tetrabutyl urea 46.47
    diisobutyl methanol 33.19
    2-phenylethanol 61.92
    styrene 23.06
    dioctyl adipate 47.64
    dimethyl sulfate 80.48
    ethyl butyrate 68.36
    methyl lactate 40.39
    butyl lactate 55.77
    diethyl carbonate 41.49
    propanediol butyl ether 82.67
    triethyl orthoformate 45.41
    p-tert-butyltoluene 21.12
    methyl 4-tert-butylbenzoate 65.32
    morpholine 434.87
    tert-butylamine 46.93
    n-dodecanol 27.48
    dimethoxymethane 187.31
    ethylene carbonate 87.53
    cyrene 75.0
    2-ethoxyethyl acetate 107.9
    2-ethylhexyl acetate 65.81
    1,2,4-trichlorobenzene 46.74
    4-methylpyridine 117.41
    dibutyl ether 65.66
    2,6-dimethyl-4-heptanol 33.19
    DEF 111.12
    dimethyl isosorbide 139.44
    tetrachloroethylene 89.93
    eugenol 75.09
    triacetin 69.09
    span 80 62.23
    1,4-butanediol 41.98
    1,1-dichloroethane 79.85
    2-methyl-1-pentanol 54.29
    methyl formate 101.67
    2-methyl-1-butanol 49.03
    n-decane 8.14
    butyronitrile 71.06
    3,7-dimethyl-1-octanol 42.24
    1-chlorooctane 31.87
    1-chlorotetradecane 13.65
    n-nonane 7.88
    undecane 6.35
    tert-butylcyclohexane 6.58
    cyclooctane 2.19
    cyclopentanol 80.56
    tetrahydropyran 247.08
    tert-amyl methyl ether 48.73
    2,5,8-trioxanonane 159.78
    1-hexene 30.68
    2-isopropoxyethanol 103.77
    2,2,2-trifluoroethanol 49.26
    methyl butyrate 105.43

    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