2-Bromotoluene

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  • Identifiers

    CAS number
    95-46-5

    Molecular formula
    C7H7Br

    SMILES
    CC1=CC=CC=C1Br

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 49.07%
    Floral 39.84%
    Woody 37.68%
    Animal 36.63%
    Leathery 34.85%
    Medicinal 33.51%
    Sweet 33.45%
    Musty 33.43%
    Smoky 33.11%
    Earthy 32.27%

     

    Flavor
    Phenolic 45.01%
    Meaty 44.92%
    Sulfurous 43.06%
    Medicinal 36.69%
    Garlic 31.61%
    Onion 30.09%
    Egg 29.16%
    Roasted 27.02%
    Fishy 26.82%
    Sulfury 25.3%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    4.47 (weak acid)

    Molecular weight
    171.03 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Melting point expt.

    • -15 °F (NTP, 1992)
    • -27.8 °C

    Boiling point

    • 358 °F at 760 mmHg (NTP, 1992)
    • 181.7 °C

    Flash point

    • 63.06 ˚C est.
    • 174 °F (NTP, 1992)
    • 79 °C
    • 79 °C (174 °F) CLOSED CUP

    Solubility expt.

    • less than 1 mg/mL at 59 °F (NTP, 1992)
    • PRACTICALLY INSOL IN WATER
    • SOL IN ALL PROPORTIONS IN CARBON TETRACHLORIDE
    • Very soluble in ethanol, ether, and benzene

  • Synonyms

    • 2-BROMOTOLUENE
    • 95-46-5
    • 1-Bromo-2-methylbenzene
    • o-Bromotoluene
    • 2-Methylbromobenzene
    • o-Tolyl bromide
    • Benzene, 1-bromo-2-methyl-
    • Toluene, o-bromo-
    • 2-bromo-1-methylbenzene
    • 2-Tolyl bromide
    • 1-Methyl-2-bromobenzene
    • o-Methylphenyl bromide
    • Toluene, 2-bromo-
    • 1-bromo-2-methyl-benzene
    • BROMOTOLUENE
    • NSC 6532
    • CCRIS 5982
    • HSDB 6013
    • UNII-TBG2F2VA19
    • EINECS 202-421-7
    • TBG2F2VA19
    • DTXSID2024660
    • 2-Bromotoluene-d7
    • AI3-26648
    • NSC-6532
    • ORTHO-BROMOTOLUENE
    • MFCD00000068
    • DTXCID404660
    • o-Tolylbromide
    • Benzene,1-bromo-2-methyl-
    • oBromotoluene
    • oTolylbromide
    • bromo toluene
    • oTolyl bromide
    • Toluene, obromo
    • 2Tolyl bromide
    • 2-bromo-toluene
    • Toluene, 2bromo
    • 2Methylbromobenzene
    • o-methylbromobenzene
    • 1Bromo2methylbenzene
    • 1Methyl2bromobenzene
    • oMethylphenyl bromide
    • Benzene, 1bromo2methyl
    • 2-Bromotoluene, 99%
    • 1-bromo-2-methyl benzene
    • O-BROMOMETHYLBENZENE
    • SCHEMBL9840
    • MLS001056299
    • CHEMBL1339978
    • SCHEMBL10520629
    • NSC6532
    • STR01411
    • Tox21_200379
    • STL280374
    • AKOS000120045
    • FB33642
    • CAS-95-46-5
    • NCGC00091045-01
    • NCGC00091045-02
    • NCGC00257933-01
    • BENZENE,1-BROMO-2-METHYL-(9CI)
    • SMR001216592
    • B0659
    • NS00040448
    • EN300-19975
    • F81553
    • A13-26648
    • Q27289881
    • 202-421-7
    • 4734-69-4
    • 7-(4-amino-6-methyl-tetrahydropyran-2-yl)oxy-9-(1,2-dihydroxyethyl)-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

  • Applications

    2-Bromotoluene is primarily used as an organic synthesis intermediate. It is a versatile aryl bromide substrate for cross-coupling reactions (such as Suzuki–Miyaura and Buchwald–Hartwig couplings) to access a range of substituted biaryl structures and other aryl derivatives, supporting the preparation of intermediates for pharmaceuticals and agrochemicals. It also functions as a building block for dyes and pigments and as a feedstock for polymers and coatings formulations, including materials used in organic electronics and other advanced applications. Additionally, it is commonly evaluated as a precursor in specialty chemicals, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 82.83
    methanol 63.27
    isopropanol 63.95
    water 0.71
    ethyl acetate 172.73
    n-propanol 81.01
    acetone 206.13
    n-butanol 87.89
    acetonitrile 112.18
    DMF 209.65
    toluene 137.72
    isobutanol 61.46
    1,4-dioxane 435.46
    methyl acetate 174.37
    THF 468.91
    2-butanone 194.81
    n-pentanol 90.02
    sec-butanol 74.69
    n-hexane 30.46
    ethylene glycol 19.5
    NMP 329.09
    cyclohexane 36.59
    DMSO 229.53
    n-butyl acetate 199.99
    n-octanol 53.67
    chloroform 421.93
    n-propyl acetate 155.97
    acetic acid 102.81
    dichloromethane 378.61
    cyclohexanone 286.52
    propylene glycol 21.88
    isopropyl acetate 135.83
    DMAc 232.6
    2-ethoxyethanol 168.45
    isopentanol 80.82
    n-heptane 43.53
    ethyl formate 111.4
    1,2-dichloroethane 245.35
    n-hexanol 107.37
    2-methoxyethanol 167.71
    isobutyl acetate 116.74
    tetrachloromethane 114.48
    n-pentyl acetate 136.43
    transcutol 505.5
    n-heptanol 65.65
    ethylbenzene 88.15
    MIBK 137.7
    2-propoxyethanol 203.0
    tert-butanol 96.02
    MTBE 151.25
    2-butoxyethanol 131.62
    propionic acid 81.0
    o-xylene 104.61
    formic acid 32.57
    diethyl ether 184.24
    m-xylene 102.46
    p-xylene 108.5
    chlorobenzene 179.49
    dimethyl carbonate 83.8
    n-octane 18.25
    formamide 72.27
    cyclopentanone 332.19
    2-pentanone 172.4
    anisole 222.97
    cyclopentyl methyl ether 223.83
    gamma-butyrolactone 317.85
    1-methoxy-2-propanol 135.68
    pyridine 247.49
    3-pentanone 150.44
    furfural 343.49
    n-dodecane 13.62
    diethylene glycol 120.96
    diisopropyl ether 89.78
    tert-amyl alcohol 95.44
    acetylacetone 244.42
    n-hexadecane 15.61
    acetophenone 187.39
    methyl propionate 128.05
    isopentyl acetate 170.03
    trichloroethylene 445.82
    n-nonanol 58.3
    cyclohexanol 93.55
    benzyl alcohol 119.12
    2-ethylhexanol 95.87
    isooctanol 61.13
    dipropyl ether 161.39
    1,2-dichlorobenzene 192.95
    ethyl lactate 67.13
    propylene carbonate 188.38
    n-methylformamide 95.3
    2-pentanol 71.92
    n-pentane 26.96
    1-propoxy-2-propanol 155.33
    1-methoxy-2-propyl acetate 207.49
    2-(2-methoxypropoxy) propanol 167.02
    mesitylene 81.79
    ε-caprolactone 255.0
    p-cymene 83.15
    epichlorohydrin 387.08
    1,1,1-trichloroethane 282.57
    2-aminoethanol 41.24
    morpholine-4-carbaldehyde 383.27
    sulfolane 385.8
    2,2,4-trimethylpentane 21.78
    2-methyltetrahydrofuran 345.05
    n-hexyl acetate 144.18
    isooctane 20.28
    2-(2-butoxyethoxy)ethanol 205.39
    sec-butyl acetate 125.27
    tert-butyl acetate 183.3
    decalin 34.26
    glycerin 35.86
    diglyme 420.06
    acrylic acid 75.65
    isopropyl myristate 88.82
    n-butyric acid 115.87
    acetyl acetate 150.93
    di(2-ethylhexyl) phthalate 78.02
    ethyl propionate 132.48
    nitromethane 224.87
    1,2-diethoxyethane 282.48
    benzonitrile 146.83
    trioctyl phosphate 55.68
    1-bromopropane 146.59
    gamma-valerolactone 447.19
    n-decanol 47.92
    triethyl phosphate 104.12
    4-methyl-2-pentanol 57.63
    propionitrile 96.62
    vinylene carbonate 194.69
    1,1,2-trichlorotrifluoroethane 220.36
    DMS 150.07
    cumene 70.08
    2-octanol 48.87
    2-hexanone 168.14
    octyl acetate 97.37
    limonene 108.97
    1,2-dimethoxyethane 336.97
    ethyl orthosilicate 108.93
    tributyl phosphate 71.8
    diacetone alcohol 159.11
    N,N-dimethylaniline 148.39
    acrylonitrile 109.94
    aniline 129.22
    1,3-propanediol 70.18
    bromobenzene 206.06
    dibromomethane 256.13
    1,1,2,2-tetrachloroethane 316.37
    2-methyl-cyclohexyl acetate 151.38
    tetrabutyl urea 94.83
    diisobutyl methanol 75.25
    2-phenylethanol 138.79
    styrene 109.36
    dioctyl adipate 118.21
    dimethyl sulfate 148.82
    ethyl butyrate 170.19
    methyl lactate 63.55
    butyl lactate 84.95
    diethyl carbonate 120.77
    propanediol butyl ether 83.99
    triethyl orthoformate 142.57
    p-tert-butyltoluene 86.95
    methyl 4-tert-butylbenzoate 162.02
    morpholine 350.4
    tert-butylamine 70.11
    n-dodecanol 41.73
    dimethoxymethane 205.06
    ethylene carbonate 160.97
    cyrene 186.33
    2-ethoxyethyl acetate 217.19
    2-ethylhexyl acetate 163.07
    1,2,4-trichlorobenzene 227.46
    4-methylpyridine 233.38
    dibutyl ether 116.15
    2,6-dimethyl-4-heptanol 75.25
    DEF 181.14
    dimethyl isosorbide 360.27
    tetrachloroethylene 238.02
    eugenol 159.86
    triacetin 170.53
    span 80 132.32
    1,4-butanediol 39.54
    1,1-dichloroethane 218.67
    2-methyl-1-pentanol 94.43
    methyl formate 89.13
    2-methyl-1-butanol 75.8
    n-decane 20.17
    butyronitrile 110.2
    3,7-dimethyl-1-octanol 71.73
    1-chlorooctane 61.46
    1-chlorotetradecane 34.51
    n-nonane 19.09
    undecane 15.97
    tert-butylcyclohexane 34.24
    cyclooctane 22.07
    cyclopentanol 102.5
    tetrahydropyran 290.96
    tert-amyl methyl ether 134.51
    2,5,8-trioxanonane 322.21
    1-hexene 71.65
    2-isopropoxyethanol 144.92
    2,2,2-trifluoroethanol 57.78
    methyl butyrate 157.98

    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