3-Bromoquinoline

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  • Identifiers

    CAS number
    5332-24-1

    Molecular formula
    C9H6BrN

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 46.7%
    Floral 42.63%
    Animal 41.72%
    Burnt 38.41%
    Roasted 36.39%
    Sweet 34.0%
    Musty 31.06%
    Grape 28.5%
    Nutty 27.97%
    Meaty 27.91%

     

    Flavor
    Bitter 56.32%
    Fecal 28.09%
    Very strong 25.81%
    Indole 25.41%
    Animal 24.96%
    Moth ball 24.39%
    Coffee 23.79%
    Naphthelene 23.77%
    Nitrile 22.86%
    Musty 22.77%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    4.02 (weak acid)

    Molecular weight
    208.05 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    295°C

    Flash point

    • 126.44 ˚C est.

  • Synonyms

    • 3-BROMOQUINOLINE
    • 5332-24-1
    • Quinoline, 3-bromo-
    • AI3-16560
    • NSC 3995
    • EINECS 226-237-1
    • DTXSID0063787
    • Quinoline, 3bromo
    • RefChem:93267
    • DTXCID6041399
    • 226-237-1
    • InChI=1/C9H6BrN/c10-8-5-7-3-1-2-4-9(7)11-6-8/h1-6
    • ZGIKWINFUGEQEO-UHFFFAOYSA-N
    • 3-Bromo-quinoline
    • MFCD00006767
    • 3-Bromo quinoline
    • 3-Bromoquinliine
    • NSC-3995
    • 3-bromoquinolin
    • 3-(bromo)quinoline
    • 3-(bromo) quinoline
    • Quinolin-3-yl bromide
    • 3-Bromoquinoline, 98%
    • UPCMLD00WMAL447
    • ZRP57JF73Z
    • CHEMBL41490
    • SCHEMBL271715
    • SCHEMBL558480
    • SCHEMBL1927180
    • SCHEMBL4402445
    • SCHEMBL22502032
    • SCHEMBL28904201
    • NSC3995
    • STR02922
    • SBB059386
    • AKOS005203034
    • AB00810
    • AC-2815
    • CCG-339800
    • CS-W019978
    • FB15276
    • PS-4091
    • DB-012136
    • A7761
    • B1013
    • NS00032715
    • ST50319421
    • EN300-32027
    • 332B241
    • AC-907/25014225
    • F044937
    • Z337707764
    • 5332-24-1

  • Applications

    3-Bromoquinoline, CAS 5332-24-1, is an important intermediate in pharmaceutical and fine chemical production, serving as a building block for many quinoline derivatives used in drug synthesis and related intermediates. In organic synthesis, it commonly serves as a substrate in cross-coupling reactions (Suzuki, Negishi, Sonogashira) to access complex, highly substituted quinoline structures. In materials applications, it is employed as a precursor for dyes and fluorescent materials used in coatings and inks, as well as for electronic/optical materials such as organic semiconductors and OLED-related intermediates. In agriculture, it may be used as an intermediate for agrochemical lead compounds, subject to regulatory controls. Overall, its use depends on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 15.11
    methanol 8.93
    isopropanol 11.06
    water 0.15
    ethyl acetate 59.39
    n-propanol 14.71
    acetone 87.27
    n-butanol 15.95
    acetonitrile 31.66
    DMF 93.31
    toluene 65.7
    isobutanol 13.46
    1,4-dioxane 145.05
    methyl acetate 69.87
    THF 184.08
    2-butanone 61.59
    n-pentanol 24.99
    sec-butanol 13.68
    n-hexane 7.27
    ethylene glycol 5.26
    NMP 99.52
    cyclohexane 10.29
    DMSO 92.24
    n-butyl acetate 80.13
    n-octanol 26.34
    chloroform 146.14
    n-propyl acetate 77.36
    acetic acid 46.32
    dichloromethane 183.75
    cyclohexanone 95.03
    propylene glycol 4.79
    isopropyl acetate 47.16
    DMAc 101.04
    2-ethoxyethanol 54.5
    isopentanol 21.06
    n-heptane 17.39
    ethyl formate 39.67
    1,2-dichloroethane 115.09
    n-hexanol 35.44
    2-methoxyethanol 45.42
    isobutyl acetate 65.3
    tetrachloromethane 30.25
    n-pentyl acetate 64.58
    transcutol 237.22
    n-heptanol 28.91
    ethylbenzene 43.45
    MIBK 48.98
    2-propoxyethanol 65.33
    tert-butanol 22.0
    MTBE 40.37
    2-butoxyethanol 56.55
    propionic acid 23.23
    o-xylene 44.3
    formic acid 11.12
    diethyl ether 45.5
    m-xylene 46.72
    p-xylene 59.98
    chlorobenzene 69.48
    dimethyl carbonate 38.85
    n-octane 8.61
    formamide 22.76
    cyclopentanone 121.21
    2-pentanone 50.82
    anisole 88.26
    cyclopentyl methyl ether 78.46
    gamma-butyrolactone 122.3
    1-methoxy-2-propanol 34.59
    pyridine 134.38
    3-pentanone 45.28
    furfural 145.21
    n-dodecane 7.25
    diethylene glycol 42.2
    diisopropyl ether 25.46
    tert-amyl alcohol 22.97
    acetylacetone 95.46
    n-hexadecane 8.25
    acetophenone 89.38
    methyl propionate 46.2
    isopentyl acetate 77.36
    trichloroethylene 223.34
    n-nonanol 27.35
    cyclohexanol 25.16
    benzyl alcohol 53.62
    2-ethylhexanol 38.92
    isooctanol 29.3
    dipropyl ether 61.02
    1,2-dichlorobenzene 69.15
    ethyl lactate 28.98
    propylene carbonate 73.98
    n-methylformamide 29.97
    2-pentanol 14.5
    n-pentane 5.48
    1-propoxy-2-propanol 51.64
    1-methoxy-2-propyl acetate 75.33
    2-(2-methoxypropoxy) propanol 66.77
    mesitylene 29.15
    ε-caprolactone 89.41
    p-cymene 40.67
    epichlorohydrin 163.79
    1,1,1-trichloroethane 99.64
    2-aminoethanol 9.57
    morpholine-4-carbaldehyde 138.65
    sulfolane 119.03
    2,2,4-trimethylpentane 6.29
    2-methyltetrahydrofuran 115.26
    n-hexyl acetate 66.03
    isooctane 5.4
    2-(2-butoxyethoxy)ethanol 84.31
    sec-butyl acetate 57.99
    tert-butyl acetate 62.71
    decalin 11.47
    glycerin 11.12
    diglyme 188.15
    acrylic acid 27.83
    isopropyl myristate 37.8
    n-butyric acid 32.2
    acetyl acetate 57.84
    di(2-ethylhexyl) phthalate 38.84
    ethyl propionate 58.36
    nitromethane 94.73
    1,2-diethoxyethane 116.7
    benzonitrile 68.81
    trioctyl phosphate 26.71
    1-bromopropane 54.14
    gamma-valerolactone 148.25
    n-decanol 22.9
    triethyl phosphate 41.07
    4-methyl-2-pentanol 17.81
    propionitrile 27.46
    vinylene carbonate 77.45
    1,1,2-trichlorotrifluoroethane 91.48
    DMS 67.42
    cumene 34.54
    2-octanol 23.58
    2-hexanone 73.53
    octyl acetate 42.87
    limonene 48.3
    1,2-dimethoxyethane 146.83
    ethyl orthosilicate 42.92
    tributyl phosphate 31.33
    diacetone alcohol 55.81
    N,N-dimethylaniline 66.8
    acrylonitrile 37.71
    aniline 50.71
    1,3-propanediol 15.04
    bromobenzene 82.0
    dibromomethane 114.18
    1,1,2,2-tetrachloroethane 130.72
    2-methyl-cyclohexyl acetate 64.54
    tetrabutyl urea 44.18
    diisobutyl methanol 29.28
    2-phenylethanol 64.3
    styrene 50.88
    dioctyl adipate 54.23
    dimethyl sulfate 61.71
    ethyl butyrate 71.45
    methyl lactate 21.36
    butyl lactate 39.27
    diethyl carbonate 50.66
    propanediol butyl ether 39.06
    triethyl orthoformate 57.78
    p-tert-butyltoluene 38.47
    methyl 4-tert-butylbenzoate 73.36
    morpholine 104.12
    tert-butylamine 17.09
    n-dodecanol 20.09
    dimethoxymethane 81.88
    ethylene carbonate 56.54
    cyrene 75.73
    2-ethoxyethyl acetate 94.04
    2-ethylhexyl acetate 72.47
    1,2,4-trichlorobenzene 83.91
    4-methylpyridine 104.56
    dibutyl ether 52.6
    2,6-dimethyl-4-heptanol 29.28
    DEF 66.3
    dimethyl isosorbide 133.66
    tetrachloroethylene 105.45
    eugenol 75.88
    triacetin 79.53
    span 80 54.53
    1,4-butanediol 12.2
    1,1-dichloroethane 74.27
    2-methyl-1-pentanol 31.88
    methyl formate 38.83
    2-methyl-1-butanol 18.62
    n-decane 10.56
    butyronitrile 30.19
    3,7-dimethyl-1-octanol 31.69
    1-chlorooctane 30.81
    1-chlorotetradecane 16.77
    n-nonane 9.97
    undecane 8.54
    tert-butylcyclohexane 10.95
    cyclooctane 5.83
    cyclopentanol 28.34
    tetrahydropyran 90.63
    tert-amyl methyl ether 40.85
    2,5,8-trioxanonane 131.72
    1-hexene 24.95
    2-isopropoxyethanol 52.58
    2,2,2-trifluoroethanol 24.47
    methyl butyrate 73.15

    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