Bromobenzene

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  • Identifiers

    CAS number
    108-86-1

    Molecular formula
    C6H5Br

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

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 58.07%
    Sweet 48.51%
    Green 46.64%
    Rose 41.92%
    Phenolic 35.92%
    Woody 34.45%
    Animal 30.48%
    Metallic 29.58%
    Geranium 29.58%
    Earthy 28.24%

     

    Flavor
    Garlic 31.48%
    Phenolic 28.0%
    Sulfurous 27.92%
    Fishy 25.36%
    Penetrating 24.62%
    Medicinal 24.16%
    Plastic 23.99%
    Egg 23.0%
    Pungent 22.29%
    Toluene 21.9%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    4.89 (weak acid)

    Molecular weight
    157.01 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -24 °F (NTP, 1992)
    • -30.6 °C (SOLIDIFIES)
    • -30.7 °C

    Boiling point

    • 313 °F at 760 mmHg (NTP, 1992)
    • boiling point equals 313 °F
    • 156.2 °C @ 760 MM HG
    • Boiling point: 132.3 °C @ 400 mm Hg; 110.1 °C @ 200 mm Hg; 68.6 °C @ 40 mm Hg; 53.8 °C @ 20 mm Hg; 40.0 °C @ 10 mm Hg; 27.8 °C @ 5 mm Hg; 2.9 °C @ 1 mm Hg
    • 156.2 °C

    Flash point

    • 48.11 ˚C est.
    • 123.8 °F (NTP, 1992)
    • Flash point equals 124 °F
    • 51 °C (124 °F) (CLOSED CUP)
    • 51 °C c.c.

    Solubility expt.

    • less than 1 mg/mL at 68.9 °F (NTP, 1992)
    • MISCIBLE WITH CHLOROFORM, BENZENE, PETROLEUM HYDROCARBONS; SOL IN ALCOHOL (10.4 G/100 G @ 25 °C), IN ETHER (71.3 G/100 G @ 25 °C); PRACTICALLY INOL IN WATER (0.045 G/100 G @ 30 °C)
    • SOL IN CARBON TETRACHLORIDE
    • Miscible with most organic solvents; insoluble in water
    • Very soluble in ethanol, ethyl ether, and benzene
    • Solubility in water = 410 mg/l @ 25 °C
    • Solubility in water, g/100ml at 25 °C: 0.04

  • Synonyms

    • BROMOBENZENE
    • 108-86-1
    • Phenyl bromide
    • Monobromobenzene
    • Benzene, bromo-
    • 1-Bromobenzene
    • PhBr
    • NCI-C55492
    • C6H5Br
    • BROMO-BENZENE
    • 4-bromobenzene
    • BROMOBENZOL
    • HSDB 47
    • Phenylbromide
    • CCRIS 5887
    • NSC 6529
    • EINECS 203-623-8
    • UNII-CO4D5J547L
    • CHEBI:3179
    • CO4D5J547L
    • DTXSID5024637
    • AI3-09059
    • NSC-6529
    • DTXCID304637
    • MFCD00000055
    • Bromobenzene 100 microg/mL in Methanol
    • bromo benzene
    • MFCD00000056
    • SMR000112021
    • UN2514
    • bromanylbenzene
    • brombenzene
    • brombenzol
    • bromobezene
    • 3-bromobenzene
    • 2-Bromobenzene
    • 1-bromo-benzene
    • 1-Bromobenzene; Bromobenzene; Bromobenzol; Monobromobenzene; NSC 6529; Phenyl bromide
    • BROMOBENZENE [MI]
    • Bromobenzene [UN2514] [Flammable liquid]
    • WLN: ER
    • BROMOBENZENE [HSDB]
    • SCHEMBL1542
    • Phenylbromide;Monobromobenzene
    • MLS000515541
    • MLS002415720
    • Bromobenzene, LR, >=99%
    • CHEMBL16068
    • NSC6529
    • Bromobenzene, >=99.5% (GC)
    • HMS2269P12
    • BCP26654
    • BCP30008
    • STR00651
    • Tox21_200849
    • BR1026
    • Bromobenzene, ReagentPlus(R), 99%
    • STL264221
    • Bromobenzene, for synthesis, 99.5%
    • AKOS000120123
    • FB01381
    • UN 2514
    • NCGC00091842-01
    • NCGC00091842-02
    • NCGC00091842-03
    • NCGC00091842-04
    • NCGC00258403-01
    • CAS-108-86-1
    • SY061516
    • B0439
    • NS00003760
    • EN300-19359
    • A801934
    • Q410597
    • Bromo(2H5)benzene pound>>Pentadeuterophenyl bromide
    • F1908-0102
    • InChI=1/C6H5Br/c7-6-4-2-1-3-5-6/h1-5
    • 203-623-8
    • 52753-63-6

  • Applications

    Bromobenzene (CAS 108-86-1) is a versatile aryl halide feedstock used as a building block in organic synthesis. It serves as a substrate for palladium-catalyzed cross-coupling (Suzuki, Heck, Sonogashira) to construct biaryl, vinyl, and other aryl motifs, enabling the manufacture of pharmaceuticals, agrochemicals, and dyes/pigments. It also provides a route to Grignard reagents (phenylmagnesium bromide) for a range of transformations, including formation of alcohols, carboxylic derivatives, and other carbonyl compounds. Additionally, bromobenzene is employed as a precursor for specialty dyes and pigments and as a feedstock for aryl-containing monomers used in coatings, inks, and polymeric materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 101.6
    methanol 54.55
    isopropanol 98.44
    water 0.4
    ethyl acetate 333.73
    n-propanol 109.96
    acetone 451.53
    n-butanol 124.7
    acetonitrile 247.54
    DMF 269.24
    toluene 285.87
    isobutanol 93.96
    1,4-dioxane 719.68
    methyl acetate 357.09
    THF 737.88
    2-butanone 376.6
    n-pentanol 127.47
    sec-butanol 126.92
    n-hexane 67.58
    ethylene glycol 25.64
    NMP 394.94
    cyclohexane 116.2
    DMSO 407.84
    n-butyl acetate 350.75
    n-octanol 116.24
    chloroform 700.33
    n-propyl acetate 290.09
    acetic acid 179.85
    dichloromethane 625.51
    cyclohexanone 501.13
    propylene glycol 37.37
    isopropyl acetate 235.15
    DMAc 319.52
    2-ethoxyethanol 230.74
    isopentanol 125.85
    n-heptane 92.91
    ethyl formate 168.83
    1,2-dichloroethane 430.02
    n-hexanol 162.17
    2-methoxyethanol 216.76
    isobutyl acetate 204.29
    tetrachloromethane 163.08
    n-pentyl acetate 217.86
    transcutol 977.73
    n-heptanol 103.94
    ethylbenzene 176.68
    MIBK 225.9
    2-propoxyethanol 279.06
    tert-butanol 161.19
    MTBE 269.23
    2-butoxyethanol 190.63
    propionic acid 133.15
    o-xylene 187.46
    formic acid 32.29
    diethyl ether 319.99
    m-xylene 192.58
    p-xylene 213.16
    chlorobenzene 329.5
    dimethyl carbonate 141.57
    n-octane 41.06
    formamide 72.91
    cyclopentanone 555.06
    2-pentanone 316.63
    anisole 363.31
    cyclopentyl methyl ether 371.28
    gamma-butyrolactone 498.0
    1-methoxy-2-propanol 198.04
    pyridine 464.38
    3-pentanone 292.77
    furfural 493.82
    n-dodecane 32.47
    diethylene glycol 169.92
    diisopropyl ether 161.14
    tert-amyl alcohol 169.62
    acetylacetone 460.97
    n-hexadecane 36.71
    acetophenone 318.06
    methyl propionate 237.79
    isopentyl acetate 290.32
    trichloroethylene 790.59
    n-nonanol 114.61
    cyclohexanol 179.01
    benzyl alcohol 197.86
    2-ethylhexanol 157.22
    isooctanol 99.68
    dipropyl ether 277.28
    1,2-dichlorobenzene 292.41
    ethyl lactate 110.2
    propylene carbonate 299.82
    n-methylformamide 107.09
    2-pentanol 127.16
    n-pentane 57.96
    1-propoxy-2-propanol 257.05
    1-methoxy-2-propyl acetate 332.75
    2-(2-methoxypropoxy) propanol 264.26
    mesitylene 141.93
    ε-caprolactone 428.22
    p-cymene 144.43
    epichlorohydrin 590.62
    1,1,1-trichloroethane 523.78
    2-aminoethanol 50.76
    morpholine-4-carbaldehyde 515.88
    sulfolane 548.61
    2,2,4-trimethylpentane 45.66
    2-methyltetrahydrofuran 586.69
    n-hexyl acetate 262.98
    isooctane 39.66
    2-(2-butoxyethoxy)ethanol 332.47
    sec-butyl acetate 229.53
    tert-butyl acetate 307.54
    decalin 75.72
    glycerin 56.74
    diglyme 636.99
    acrylic acid 128.12
    isopropyl myristate 147.32
    n-butyric acid 188.44
    acetyl acetate 272.43
    di(2-ethylhexyl) phthalate 120.31
    ethyl propionate 232.19
    nitromethane 371.09
    1,2-diethoxyethane 516.43
    benzonitrile 262.74
    trioctyl phosphate 86.95
    1-bromopropane 277.37
    gamma-valerolactone 610.23
    n-decanol 94.61
    triethyl phosphate 149.17
    4-methyl-2-pentanol 96.86
    propionitrile 170.57
    vinylene carbonate 279.64
    1,1,2-trichlorotrifluoroethane 334.51
    DMS 268.39
    cumene 120.25
    2-octanol 92.76
    2-hexanone 300.71
    octyl acetate 163.33
    limonene 199.33
    1,2-dimethoxyethane 512.68
    ethyl orthosilicate 151.87
    tributyl phosphate 109.62
    diacetone alcohol 273.57
    N,N-dimethylaniline 229.94
    acrylonitrile 189.04
    aniline 218.43
    1,3-propanediol 89.33
    bromobenzene 388.21
    dibromomethane 460.74
    1,1,2,2-tetrachloroethane 584.08
    2-methyl-cyclohexyl acetate 232.41
    tetrabutyl urea 147.78
    diisobutyl methanol 129.38
    2-phenylethanol 220.5
    styrene 222.37
    dioctyl adipate 198.52
    dimethyl sulfate 239.54
    ethyl butyrate 286.09
    methyl lactate 104.73
    butyl lactate 143.83
    diethyl carbonate 194.24
    propanediol butyl ether 154.07
    triethyl orthoformate 218.3
    p-tert-butyltoluene 147.91
    methyl 4-tert-butylbenzoate 242.29
    morpholine 547.47
    tert-butylamine 116.7
    n-dodecanol 82.64
    dimethoxymethane 272.22
    ethylene carbonate 232.4
    cyrene 257.32
    2-ethoxyethyl acetate 332.57
    2-ethylhexyl acetate 271.55
    1,2,4-trichlorobenzene 364.79
    4-methylpyridine 405.25
    dibutyl ether 241.2
    2,6-dimethyl-4-heptanol 129.38
    DEF 298.88
    dimethyl isosorbide 482.25
    tetrachloroethylene 397.55
    eugenol 237.32
    triacetin 312.56
    span 80 221.42
    1,4-butanediol 56.92
    1,1-dichloroethane 414.08
    2-methyl-1-pentanol 141.03
    methyl formate 116.73
    2-methyl-1-butanol 122.24
    n-decane 47.7
    butyronitrile 181.36
    3,7-dimethyl-1-octanol 146.07
    1-chlorooctane 124.16
    1-chlorotetradecane 68.18
    n-nonane 47.93
    undecane 37.72
    tert-butylcyclohexane 67.02
    cyclooctane 60.35
    cyclopentanol 174.97
    tetrahydropyran 557.1
    tert-amyl methyl ether 243.14
    2,5,8-trioxanonane 466.11
    1-hexene 146.36
    2-isopropoxyethanol 214.42
    2,2,2-trifluoroethanol 81.93
    methyl butyrate 287.01

    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