1,2-Dibromobenzene

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  • Identifiers

    CAS number
    583-53-9

    Molecular formula
    C6H4Br2

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

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Phenolic 42.25%
    Burnt 37.16%
    Meaty 34.53%
    Smoky 33.75%
    Animal 32.34%
    Sweet 29.01%
    Sulfurous 27.49%
    Musty 27.04%
    Floral 26.68%
    Medicinal 26.38%

     

    Flavor
    Meaty 35.89%
    Sulfurous 32.72%
    Onion 25.44%
    Garlic 25.33%
    Egg 25.31%
    Mild 24.49%
    Fishy 23.7%
    Roasted 23.65%
    Sulfury 22.77%
    Penetrating 21.97%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    4.47 (weak acid)

    Molecular weight
    235.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    221°C

    Flash point

    • 95.82 ˚C est.

  • Synonyms

    • 1,2-DIBROMOBENZENE
    • 583-53-9
    • o-Dibromobenzene
    • DIBROMOBENZENE
    • Benzene, 1,2-dibromo-
    • Benzene, o-dibromo-
    • ortho-Dibromobenzene
    • 26249-12-7
    • EINECS 209-507-3
    • UNII-52K9W7U6EH
    • NSC 60643
    • UN2711
    • 52K9W7U6EH
    • 1,2-dibromo-benzene
    • CHEBI:37152
    • AI3-10009
    • NSC-60643
    • BENZENE,1,2-DIBROMO
    • DTXSID0022064
    • MFCD00000057
    • Benzene, dibromo-
    • EINECS 247-544-7
    • UNII-Q5L1S3J96A
    • Benzene, odibromo
    • 1,2dibromobenzene
    • 1,2 dibromobenzene
    • 1,6-dibromobenzene
    • Benzene,2-dibromo-
    • Benzene, 1,2dibromo
    • 1,2-bis(bromanyl)benzene
    • Benzene, odibromo (8CI)
    • SCHEMBL29314
    • 1,2-Dibromobenzene, 98%
    • DTXCID602064
    • Q5L1S3J96A
    • CHEMBL1797135
    • NSC60643
    • AKOS000121579
    • AS-12663
    • BP-13423
    • DB-003850
    • D0168
    • NS00033910
    • EN300-21129
    • 1,2-Dibromobenzene, purum, >=97.0% (GC)
    • Dibromobenzene [UN2711] [Flammable liquid]
    • A831844
    • Q27117050

  • Applications

    1,2-Dibromobenzene (CAS number: 583-53-9) is primarily used as an organic synthesis intermediate. In industrial manufacturing, it serves as a starting material for producing more complex aryl compounds using halogen–metal exchange and cross-coupling reactions (for example Suzuki–Miyaura couplings) to furnish substituted biaryl structures for pharmaceutical, agrochemical, and material applications. It also functions as a precursor for the synthesis of dyes and pigment intermediates and can be employed to prepare specialty polymers or monomers incorporating aryl bromide functionality. Additionally, it is explored as a building block in organic electronics and advanced materials, including small-molecule semiconductors and liquid-crystal components. In many settings it is used in research and development as a reactive intermediate for target compounds, with actual use governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 24.21
    methanol 14.27
    isopropanol 24.68
    water 0.11
    ethyl acetate 157.72
    n-propanol 29.25
    acetone 197.08
    n-butanol 35.52
    acetonitrile 71.25
    DMF 263.21
    toluene 169.84
    isobutanol 28.45
    1,4-dioxane 361.72
    methyl acetate 161.89
    THF 489.5
    2-butanone 162.97
    n-pentanol 40.6
    sec-butanol 33.47
    n-hexane 37.58
    ethylene glycol 7.65
    NMP 515.71
    cyclohexane 81.23
    DMSO 223.57
    n-butyl acetate 204.44
    n-octanol 44.21
    chloroform 383.64
    n-propyl acetate 148.2
    acetic acid 58.25
    dichloromethane 360.79
    cyclohexanone 367.0
    propylene glycol 9.79
    isopropyl acetate 135.22
    DMAc 266.66
    2-ethoxyethanol 77.92
    isopentanol 40.47
    n-heptane 57.94
    ethyl formate 91.32
    1,2-dichloroethane 263.2
    n-hexanol 63.19
    2-methoxyethanol 83.78
    isobutyl acetate 108.7
    tetrachloromethane 118.54
    n-pentyl acetate 138.56
    transcutol 276.18
    n-heptanol 42.77
    ethylbenzene 118.45
    MIBK 127.27
    2-propoxyethanol 114.89
    tert-butanol 46.28
    MTBE 111.23
    2-butoxyethanol 82.21
    propionic acid 45.52
    o-xylene 130.74
    formic acid 12.21
    diethyl ether 130.79
    m-xylene 132.16
    p-xylene 143.15
    chlorobenzene 239.83
    dimethyl carbonate 115.1
    n-octane 30.28
    formamide 36.27
    cyclopentanone 452.24
    2-pentanone 155.78
    anisole 225.83
    cyclopentyl methyl ether 283.98
    gamma-butyrolactone 432.78
    1-methoxy-2-propanol 73.41
    pyridine 288.66
    3-pentanone 167.18
    furfural 431.41
    n-dodecane 21.36
    diethylene glycol 65.51
    diisopropyl ether 86.7
    tert-amyl alcohol 52.66
    acetylacetone 323.2
    n-hexadecane 24.87
    acetophenone 235.06
    methyl propionate 141.28
    isopentyl acetate 177.27
    trichloroethylene 544.6
    n-nonanol 48.58
    cyclohexanol 78.26
    benzyl alcohol 108.67
    2-ethylhexanol 79.17
    isooctanol 43.58
    dipropyl ether 157.32
    1,2-dichlorobenzene 260.92
    ethyl lactate 57.13
    propylene carbonate 246.52
    n-methylformamide 76.77
    2-pentanol 37.74
    n-pentane 29.04
    1-propoxy-2-propanol 110.9
    1-methoxy-2-propyl acetate 213.84
    2-(2-methoxypropoxy) propanol 118.13
    mesitylene 116.7
    ε-caprolactone 295.18
    p-cymene 109.57
    epichlorohydrin 420.92
    1,1,1-trichloroethane 311.33
    2-aminoethanol 15.65
    morpholine-4-carbaldehyde 433.26
    sulfolane 579.91
    2,2,4-trimethylpentane 25.72
    2-methyltetrahydrofuran 333.83
    n-hexyl acetate 149.69
    isooctane 23.46
    2-(2-butoxyethoxy)ethanol 131.58
    sec-butyl acetate 123.55
    tert-butyl acetate 190.51
    decalin 61.24
    glycerin 18.51
    diglyme 312.77
    acrylic acid 53.22
    isopropyl myristate 96.68
    n-butyric acid 71.37
    acetyl acetate 178.91
    di(2-ethylhexyl) phthalate 82.15
    ethyl propionate 141.95
    nitromethane 198.63
    1,2-diethoxyethane 233.55
    benzonitrile 179.21
    trioctyl phosphate 58.99
    1-bromopropane 140.19
    gamma-valerolactone 496.7
    n-decanol 42.57
    triethyl phosphate 116.21
    4-methyl-2-pentanol 35.28
    propionitrile 66.47
    vinylene carbonate 229.32
    1,1,2-trichlorotrifluoroethane 236.49
    DMS 198.69
    cumene 85.94
    2-octanol 39.66
    2-hexanone 152.23
    octyl acetate 103.89
    limonene 152.76
    1,2-dimethoxyethane 252.74
    ethyl orthosilicate 116.54
    tributyl phosphate 78.51
    diacetone alcohol 134.39
    N,N-dimethylaniline 168.59
    acrylonitrile 90.98
    aniline 120.74
    1,3-propanediol 26.76
    bromobenzene 291.41
    dibromomethane 258.52
    1,1,2,2-tetrachloroethane 378.25
    2-methyl-cyclohexyl acetate 164.1
    tetrabutyl urea 114.23
    diisobutyl methanol 71.71
    2-phenylethanol 130.11
    styrene 150.25
    dioctyl adipate 130.59
    dimethyl sulfate 226.0
    ethyl butyrate 184.54
    methyl lactate 61.54
    butyl lactate 79.93
    diethyl carbonate 130.43
    propanediol butyl ether 55.16
    triethyl orthoformate 148.74
    p-tert-butyltoluene 111.15
    methyl 4-tert-butylbenzoate 178.05
    morpholine 258.33
    tert-butylamine 38.84
    n-dodecanol 38.94
    dimethoxymethane 190.13
    ethylene carbonate 181.78
    cyrene 175.64
    2-ethoxyethyl acetate 201.54
    2-ethylhexyl acetate 181.03
    1,2,4-trichlorobenzene 306.33
    4-methylpyridine 282.65
    dibutyl ether 126.31
    2,6-dimethyl-4-heptanol 71.71
    DEF 215.08
    dimethyl isosorbide 329.84
    tetrachloroethylene 287.22
    eugenol 158.0
    triacetin 192.5
    span 80 111.41
    1,4-butanediol 18.72
    1,1-dichloroethane 198.24
    2-methyl-1-pentanol 47.68
    methyl formate 95.13
    2-methyl-1-butanol 37.64
    n-decane 31.06
    butyronitrile 74.27
    3,7-dimethyl-1-octanol 61.42
    1-chlorooctane 76.98
    1-chlorotetradecane 45.44
    n-nonane 30.95
    undecane 24.99
    tert-butylcyclohexane 47.85
    cyclooctane 53.27
    cyclopentanol 88.98
    tetrahydropyran 265.0
    tert-amyl methyl ether 117.74
    2,5,8-trioxanonane 232.27
    1-hexene 69.83
    2-isopropoxyethanol 74.61
    2,2,2-trifluoroethanol 42.26
    methyl butyrate 168.46

    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