Benzo(F)Quinoline

Overview IFRA Request a quote

  • Identifiers

    CAS number
    85-02-9

    Molecular formula
    C13H9N

    SMILES
    C1=CC=C2C(=C1)C=CC3=C2C=CC=N3

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Floral 69.52%
    Animal 62.21%
    Sweet 49.46%
    Musty 42.76%
    Pungent 40.82%
    Orange 35.88%
    Earthy 35.41%
    Tobacco 32.94%
    Neroli 32.39%
    Leathery 31.87%

     

    Flavor
    Bitter 50.99%
    Animal 38.99%
    Fecal 37.16%
    Mothball 27.98%
    Moth ball 27.54%
    Naphthelene 26.93%
    Very strong 26.51%
    Indole 26.46%
    Civet 25.97%
    Tar 24.52%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    4.8 (weak acid)

    Molecular weight
    179.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 199 to 201 °F (NTP, 1992)

    Boiling point

    • 662 °F at 721 mmHg (NTP, 1992)

    Flash point

    • 167.96 ˚C est.
    • 330.8 °F (NTP, 1992)

    Solubility expt.

    • less than 0.1 mg/mL at 66 °F (NTP, 1992)

  • Synonyms

    • Benzo[f]quinoline
    • 5,6-BENZOQUINOLINE
    • 85-02-9
    • Benzo(f)quinoline
    • 1-Azaphenanthrene
    • beta-Naphthoquinoline
    • .beta.-Naphthoquinoline
    • Benzo(f)-quinoline
    • 5,6-Benzo(f)quinoline
    • CCRIS 800
    • b-Naphthoquinoline
    • NSC 9850
    • EINECS 201-582-0
    • UNII-525476DTML
    • BRN 0120261
    • NAPHTHOPYRIDINE
    • DTXSID2024585
    • 525476DTML
    • 5,6-Benzo[f]quinoline
    • BENZO(F)QUINOLONE
    • NSC-9850
    • DTXCID804585
    • BENZO(F)QUINOLINE [MI]
    • 5-20-08-00220 (Beilstein Handbook Reference)
    • CAS-85-02-9
    • SMR000304535
    • azaphenanthrene
    • 1Azaphenanthrene
    • benzo(f)chinolin
    • 5,6Benzoquinoline
    • betaNaphthoquinoline
    • MFCD00022235
    • Benzoquinoline, (f)
    • 5,6Benzo(f)quinoline
    • Maybridge1_004106
    • SCHEMBL50649
    • MLS000720006
    • MLS002415715
    • CHEMBL1565107
    • HMS553C16
    • NSC9850
    • HMS2593G11
    • HMS3381C14
    • Tox21_201772
    • Tox21_303188
    • BBL002307
    • CCG-51463
    • STK325158
    • AKOS003342511
    • NCGC00091878-01
    • NCGC00091878-02
    • NCGC00257031-01
    • NCGC00259321-01
    • AS-56840
    • DB-056839
    • B0087
    • CS-0155780
    • EU-0033365
    • NS00038739
    • SR-01000640759-1
    • Q27260966
    • 201-582-0

  • Applications

    Benzo(F)Quinoline (CAS 85-02-9) is primarily used as an organic synthesis intermediate and building block across several industries. In pharmaceutical and agrochemical development, it serves as a scaffold for the preparation of heterocyclic compounds. It is also utilized as a precursor in the manufacture of dyes and pigments, contributing to specialty colorants and optical materials. In electronics and photonics, its polycyclic, nitrogen-containing structure is explored for use in fluorescent probes, ligands for catalytic systems, or as a starting point for functional polymers. Additional applications include research use in coatings and inks as a colorant precursor and in other industrial manufacturing contexts where rigid aromatic frameworks are required.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.87
    methanol 12.24
    isopropanol 10.75
    water 0.04
    ethyl acetate 86.49
    n-propanol 16.14
    acetone 89.81
    n-butanol 15.31
    acetonitrile 29.22
    DMF 146.54
    toluene 102.87
    isobutanol 12.38
    1,4-dioxane 190.78
    methyl acetate 73.63
    THF 234.74
    2-butanone 69.92
    n-pentanol 19.0
    sec-butanol 10.63
    n-hexane 16.2
    ethylene glycol 5.88
    NMP 148.97
    cyclohexane 21.22
    DMSO 113.15
    n-butyl acetate 99.46
    n-octanol 24.53
    chloroform 212.14
    n-propyl acetate 88.18
    acetic acid 32.05
    dichloromethane 330.35
    cyclohexanone 152.44
    propylene glycol 4.19
    isopropyl acetate 61.19
    DMAc 113.12
    2-ethoxyethanol 31.62
    isopentanol 17.13
    n-heptane 21.85
    ethyl formate 54.4
    1,2-dichloroethane 274.68
    n-hexanol 35.43
    2-methoxyethanol 41.62
    isobutyl acetate 75.16
    tetrachloromethane 43.11
    n-pentyl acetate 67.08
    transcutol 196.78
    n-heptanol 24.81
    ethylbenzene 69.27
    MIBK 55.81
    2-propoxyethanol 52.74
    tert-butanol 17.48
    MTBE 27.0
    2-butoxyethanol 39.53
    propionic acid 24.36
    o-xylene 59.99
    formic acid 5.83
    diethyl ether 68.13
    m-xylene 64.83
    p-xylene 77.3
    chlorobenzene 100.26
    dimethyl carbonate 63.94
    n-octane 13.19
    formamide 16.92
    cyclopentanone 204.05
    2-pentanone 72.73
    anisole 94.99
    cyclopentyl methyl ether 104.76
    gamma-butyrolactone 223.83
    1-methoxy-2-propanol 29.2
    pyridine 199.2
    3-pentanone 74.27
    furfural 167.65
    n-dodecane 9.3
    diethylene glycol 36.37
    diisopropyl ether 28.76
    tert-amyl alcohol 14.18
    acetylacetone 116.73
    n-hexadecane 10.68
    acetophenone 93.1
    methyl propionate 71.49
    isopentyl acetate 83.8
    trichloroethylene 382.18
    n-nonanol 26.03
    cyclohexanol 23.31
    benzyl alcohol 49.15
    2-ethylhexanol 35.89
    isooctanol 24.3
    dipropyl ether 74.59
    1,2-dichlorobenzene 99.19
    ethyl lactate 28.5
    propylene carbonate 119.96
    n-methylformamide 43.32
    2-pentanol 11.69
    n-pentane 9.83
    1-propoxy-2-propanol 39.98
    1-methoxy-2-propyl acetate 78.45
    2-(2-methoxypropoxy) propanol 49.1
    mesitylene 43.65
    ε-caprolactone 129.39
    p-cymene 43.25
    epichlorohydrin 261.18
    1,1,1-trichloroethane 140.86
    2-aminoethanol 9.26
    morpholine-4-carbaldehyde 150.73
    sulfolane 185.57
    2,2,4-trimethylpentane 5.56
    2-methyltetrahydrofuran 117.55
    n-hexyl acetate 79.37
    isooctane 5.64
    2-(2-butoxyethoxy)ethanol 64.09
    sec-butyl acetate 61.2
    tert-butyl acetate 63.37
    decalin 20.24
    glycerin 10.27
    diglyme 156.46
    acrylic acid 26.26
    isopropyl myristate 38.68
    n-butyric acid 39.98
    acetyl acetate 74.99
    di(2-ethylhexyl) phthalate 33.65
    ethyl propionate 78.58
    nitromethane 79.54
    1,2-diethoxyethane 115.42
    benzonitrile 80.39
    trioctyl phosphate 24.8
    1-bromopropane 95.99
    gamma-valerolactone 191.35
    n-decanol 22.76
    triethyl phosphate 43.78
    4-methyl-2-pentanol 13.3
    propionitrile 39.24
    vinylene carbonate 114.91
    1,1,2-trichlorotrifluoroethane 83.01
    DMS 88.87
    cumene 47.85
    2-octanol 19.85
    2-hexanone 77.42
    octyl acetate 43.99
    limonene 49.52
    1,2-dimethoxyethane 136.56
    ethyl orthosilicate 41.53
    tributyl phosphate 30.04
    diacetone alcohol 46.0
    N,N-dimethylaniline 72.47
    acrylonitrile 55.76
    aniline 57.0
    1,3-propanediol 13.68
    bromobenzene 127.91
    dibromomethane 195.87
    1,1,2,2-tetrachloroethane 218.52
    2-methyl-cyclohexyl acetate 65.26
    tetrabutyl urea 44.46
    diisobutyl methanol 28.21
    2-phenylethanol 59.66
    styrene 77.35
    dioctyl adipate 49.93
    dimethyl sulfate 88.64
    ethyl butyrate 84.72
    methyl lactate 23.21
    butyl lactate 35.23
    diethyl carbonate 58.66
    propanediol butyl ether 25.41
    triethyl orthoformate 55.09
    p-tert-butyltoluene 37.92
    methyl 4-tert-butylbenzoate 64.59
    morpholine 116.02
    tert-butylamine 14.41
    n-dodecanol 19.97
    dimethoxymethane 122.7
    ethylene carbonate 97.16
    cyrene 54.75
    2-ethoxyethyl acetate 88.66
    2-ethylhexyl acetate 76.97
    1,2,4-trichlorobenzene 108.02
    4-methylpyridine 147.47
    dibutyl ether 65.93
    2,6-dimethyl-4-heptanol 28.21
    DEF 91.6
    dimethyl isosorbide 110.11
    tetrachloroethylene 193.38
    eugenol 61.61
    triacetin 73.83
    span 80 39.53
    1,4-butanediol 8.23
    1,1-dichloroethane 119.49
    2-methyl-1-pentanol 22.61
    methyl formate 50.93
    2-methyl-1-butanol 14.85
    n-decane 14.03
    butyronitrile 37.15
    3,7-dimethyl-1-octanol 28.07
    1-chlorooctane 40.29
    1-chlorotetradecane 19.66
    n-nonane 13.72
    undecane 11.19
    tert-butylcyclohexane 15.51
    cyclooctane 13.55
    cyclopentanol 28.1
    tetrahydropyran 123.85
    tert-amyl methyl ether 27.64
    2,5,8-trioxanonane 99.49
    1-hexene 40.05
    2-isopropoxyethanol 31.52
    2,2,2-trifluoroethanol 16.57
    methyl butyrate 96.07

    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