Benzyl bromide

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  • Identifiers

    CAS number
    100-39-0

    Molecular formula
    C7H7Br

    SMILES
    C1=CC=C(C=C1)CBr

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 65.07%
    Sweet 47.37%
    Green 47.26%
    Rose 44.76%
    Balsamic 34.27%
    Hyacinth 31.76%
    Earthy 31.3%
    Honey 28.52%
    Herbal 28.17%
    Fruity 27.9%

     

    Flavor
    Sulfurous 40.97%
    Meaty 37.88%
    Fishy 32.87%
    Floral 30.63%
    Phenolic 29.3%
    Garlic 28.83%
    Metallic 27.33%
    Horseradish 26.01%
    Onion 26.0%
    Ammoniacal 25.1%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    5.94 (weak acid)

    Molecular weight
    171.03 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Melting point expt.

    • 27 to 30 °F (NTP, 1992)
    • -1.5 °C
    • -4.0 °C

    Boiling point

    • 388 to 390 °F at 760 mmHg (NTP, 1992)
    • 191 °C
    • 198-199 °C

    Flash point

    • 75.77 ˚C est.
    • 188 °F (NTP, 1992)
    • 79 °C
    • 86 °C (187 °F) - closed cup
    • 79 °C (closed cup)
    • 79 °C c.c.

    Solubility expt.

    • Reaction (NTP, 1992)
    • Miscible in ethanol and ether; soluble in carbon tetrachloride
    • Sol in benzene
    • Solubility in water: reaction

  • Synonyms

    • BENZYL BROMIDE
    • 100-39-0
    • (Bromomethyl)benzene
    • alpha-Bromotoluene
    • bromomethylbenzene
    • Benzene, (bromomethyl)-
    • Bromophenylmethane
    • Benzene, bromomethyl-
    • Phenylmethyl bromide
    • 1-Bromotoluene
    • benzylbromide
    • Cyclite
    • NSC 8041
    • CCRIS 5980
    • HSDB 369
    • EINECS 202-847-3
    • UNII-XR75BS721D
    • .alpha.-Bromotoluene
    • .omega.-Bromotoluene
    • XR75BS721D
    • BenzylBromide-13C6
    • CHEBI:59858
    • AI3-15300
    • 1-(bromomethyl)benzene
    • NSC-8041
    • MFCD00000172
    • Toluene, .alpha.-bromo-
    • CHEMBL1085946
    • DTXSID8024658
    • EC 202-847-3
    • A-BROMOTOLUENE
    • Toluene, alpha-bromo-
    • BnBr
    • 55514-87-9
    • UN1737
    • benzyibromide
    • benzylbromid
    • benyl bromide
    • benzyi bromide
    • benzyl bromid
    • benzyl bromine
    • Benzyl-bromide
    • 28807-97-8
    • omega-Bromotoluene
    • bromomethly-benzene
    • bromomethyl benzene
    • bromomethyl-benzene
    • Bromuro de bencilo
    • Bromotoluene, alpha
    • 1-bromomethylbenzene
    • Bn-Br
    • PhCH2Br
    • (bromo methyl)benzene
    • (bromomethyl) benzene
    • 1-bromomethyl-benzene
    • 4-bromomethyl-benzene
    • Bromotoluene, .alpha.
    • C6H5CH2Br
    • ALPHA-BROMO-TOLUENE
    • TOLUENE,ALPHA-BROMO
    • (BROMOPHENYL)METHANE
    • SCHEMBL1066
    • WLN: E1R
    • BENZYL BROMIDE [MI]
    • BENZYL BROMIDE [HSDB]
    • Benzyl bromide |A-Bromotoluene
    • DTXCID304658
    • GTPL6294
    • NSC8041
    • BCP31679
    • LLA01310
    • Tox21_200018
    • BDBM50318512
    • Benzyl bromide, reagent grade, 98%
    • (Bromomethyl)benzene// Benzyl bromide
    • AKOS009031551
    • (Bromomethyl)benzene;alpha-Bromotoluene
    • Benzyl bromide [UN1737] [Poison]
    • UN 1737
    • NCGC00091670-01
    • NCGC00091670-02
    • NCGC00257572-01
    • BP-21025
    • CAS-100-39-0
    • DB-000268
    • DB-264585
    • B0411
    • NS00008048
    • Q416113
    • InChI=1/C7H7Br/c8-6-7-4-2-1-3-5-7/h1-5H,6H
    • 202-847-3

  • Applications

    Benzyl bromide (CAS 100-39-0) is a versatile alkylating reagent used in organic synthesis to install benzyl groups onto nucleophiles such as oxygen and nitrogen, enabling the formation of benzyl ethers and benzylamines. It serves as an important intermediate in the manufacture of benzylated compounds for pharmaceuticals and agrochemicals, and is commonly used in fragrance and flavor chemistry as a precursor to benzyl-containing intermediates. It is also employed in research and development for process development and scale-up of benzylation steps, with appropriate safety handling and regulatory compliance.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.17
    methanol 24.05
    isopropanol 31.64
    water 0.17
    ethyl acetate 126.14
    n-propanol 41.98
    acetone 158.66
    n-butanol 45.61
    acetonitrile 69.88
    DMF 144.45
    toluene 195.34
    isobutanol 37.37
    1,4-dioxane 352.47
    methyl acetate 119.54
    THF 399.88
    2-butanone 136.22
    n-pentanol 54.69
    sec-butanol 40.57
    n-hexane 35.48
    ethylene glycol 11.71
    NMP 231.45
    cyclohexane 68.22
    DMSO 197.46
    n-butyl acetate 171.55
    n-octanol 58.81
    chloroform 383.23
    n-propyl acetate 136.93
    acetic acid 72.32
    dichloromethane 370.27
    cyclohexanone 275.16
    propylene glycol 14.4
    isopropyl acetate 95.32
    DMAc 134.27
    2-ethoxyethanol 94.27
    isopentanol 49.34
    n-heptane 60.53
    ethyl formate 64.09
    1,2-dichloroethane 262.43
    n-hexanol 85.4
    2-methoxyethanol 87.42
    isobutyl acetate 110.9
    tetrachloromethane 94.56
    n-pentyl acetate 115.62
    transcutol 491.68
    n-heptanol 55.96
    ethylbenzene 103.42
    MIBK 104.24
    2-propoxyethanol 132.96
    tert-butanol 56.69
    MTBE 97.95
    2-butoxyethanol 99.08
    propionic acid 54.8
    o-xylene 114.12
    formic acid 13.89
    diethyl ether 134.68
    m-xylene 122.02
    p-xylene 122.95
    chlorobenzene 195.4
    dimethyl carbonate 60.66
    n-octane 24.46
    formamide 26.98
    cyclopentanone 313.24
    2-pentanone 129.06
    anisole 183.09
    cyclopentyl methyl ether 214.84
    gamma-butyrolactone 269.17
    1-methoxy-2-propanol 76.33
    pyridine 308.16
    3-pentanone 123.6
    furfural 285.58
    n-dodecane 18.42
    diethylene glycol 87.03
    diisopropyl ether 70.02
    tert-amyl alcohol 58.22
    acetylacetone 191.59
    n-hexadecane 21.12
    acetophenone 164.76
    methyl propionate 99.05
    isopentyl acetate 143.19
    trichloroethylene 477.0
    n-nonanol 58.65
    cyclohexanol 85.28
    benzyl alcohol 101.33
    2-ethylhexanol 87.72
    isooctanol 56.15
    dipropyl ether 163.22
    1,2-dichlorobenzene 180.03
    ethyl lactate 54.8
    propylene carbonate 161.93
    n-methylformamide 49.31
    2-pentanol 44.32
    n-pentane 27.69
    1-propoxy-2-propanol 121.32
    1-methoxy-2-propyl acetate 159.75
    2-(2-methoxypropoxy) propanol 127.14
    mesitylene 85.43
    ε-caprolactone 215.67
    p-cymene 88.48
    epichlorohydrin 313.68
    1,1,1-trichloroethane 262.06
    2-aminoethanol 22.2
    morpholine-4-carbaldehyde 261.65
    sulfolane 317.78
    2,2,4-trimethylpentane 21.29
    2-methyltetrahydrofuran 282.18
    n-hexyl acetate 133.8
    isooctane 19.36
    2-(2-butoxyethoxy)ethanol 168.2
    sec-butyl acetate 105.43
    tert-butyl acetate 129.09
    decalin 46.14
    glycerin 26.46
    diglyme 333.8
    acrylic acid 56.7
    isopropyl myristate 77.86
    n-butyric acid 79.49
    acetyl acetate 110.09
    di(2-ethylhexyl) phthalate 67.08
    ethyl propionate 107.94
    nitromethane 126.9
    1,2-diethoxyethane 247.07
    benzonitrile 138.25
    trioctyl phosphate 48.21
    1-bromopropane 154.29
    gamma-valerolactone 324.6
    n-decanol 49.05
    triethyl phosphate 75.22
    4-methyl-2-pentanol 41.29
    propionitrile 65.11
    vinylene carbonate 150.64
    1,1,2-trichlorotrifluoroethane 182.3
    DMS 126.68
    cumene 75.74
    2-octanol 47.37
    2-hexanone 141.5
    octyl acetate 82.9
    limonene 119.26
    1,2-dimethoxyethane 226.75
    ethyl orthosilicate 79.8
    tributyl phosphate 57.77
    diacetone alcohol 114.69
    N,N-dimethylaniline 130.76
    acrylonitrile 80.78
    aniline 116.42
    1,3-propanediol 34.46
    bromobenzene 249.85
    dibromomethane 265.39
    1,1,2,2-tetrachloroethane 333.92
    2-methyl-cyclohexyl acetate 127.28
    tetrabutyl urea 81.72
    diisobutyl methanol 71.2
    2-phenylethanol 123.31
    styrene 133.43
    dioctyl adipate 103.8
    dimethyl sulfate 106.73
    ethyl butyrate 141.37
    methyl lactate 48.33
    butyl lactate 72.67
    diethyl carbonate 94.34
    propanediol butyl ether 74.68
    triethyl orthoformate 112.3
    p-tert-butyltoluene 87.62
    methyl 4-tert-butylbenzoate 138.57
    morpholine 269.28
    tert-butylamine 46.18
    n-dodecanol 43.25
    dimethoxymethane 129.73
    ethylene carbonate 122.51
    cyrene 137.26
    2-ethoxyethyl acetate 162.64
    2-ethylhexyl acetate 137.43
    1,2,4-trichlorobenzene 209.78
    4-methylpyridine 231.33
    dibutyl ether 123.24
    2,6-dimethyl-4-heptanol 71.2
    DEF 133.73
    dimethyl isosorbide 260.66
    tetrachloroethylene 259.0
    eugenol 127.24
    triacetin 147.58
    span 80 117.39
    1,4-butanediol 24.38
    1,1-dichloroethane 197.38
    2-methyl-1-pentanol 60.89
    methyl formate 52.69
    2-methyl-1-butanol 46.82
    n-decane 27.71
    butyronitrile 70.34
    3,7-dimethyl-1-octanol 71.38
    1-chlorooctane 76.22
    1-chlorotetradecane 39.15
    n-nonane 27.97
    undecane 21.54
    tert-butylcyclohexane 39.29
    cyclooctane 35.01
    cyclopentanol 85.6
    tetrahydropyran 294.1
    tert-amyl methyl ether 94.52
    2,5,8-trioxanonane 249.5
    1-hexene 79.25
    2-isopropoxyethanol 93.29
    2,2,2-trifluoroethanol 34.67
    methyl butyrate 133.35

    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