Bis(bromomethyl) butanedioate

  • Identifiers

    Molecular formula
    C6H8Br2O4

    SMILES
    C(CC(=O)OCBr)C(=O)OCBr

  • Odor profile

    Fragrance
    Odorless 45.59%
    Fruity 37.07%
    Winey 34.67%
    Ethereal 25.99%
    Oily 23.66%
    Sweet 22.23%
    Sour 21.61%
    Fatty 21.08%
    Alcoholic 20.62%
    Fresh 20.11%

     

    Flavor
    Odorless 46.26%
    Fruity 39.34%
    Mild 31.91%
    Very mild 30.11%
    Yeast 25.01%
    Sweet-like 23.61%
    Musty 23.57%
    Creamy 23.45%
    Grape 23.21%
    Cooked 22.79%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.61 (weak base)

    Molecular weight
    303.93 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    305°C

    Flash point

    • 128.58 ˚C est.

  • Applications

    Bis(bromomethyl) butanedioate is an organic synthesis building block used in industrial contexts. It is employed as a reactive functionalization agent to introduce bromomethyl groups into molecules, enabling crosslinking and post-functionalization in polymer, resin, coatings, plastics, and adhesive formulations. It also serves as a precursor for bromomethyl derivatives used in specialty materials for electronics and optical coatings. Additionally, it may function as a reactive intermediate in manufacturing processes to prepare more complex bromomethyl compounds and intermediates for plastics and rubber applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.57
    methanol 11.11
    isopropanol 7.85
    water 0.35
    ethyl acetate 58.42
    n-propanol 8.33
    acetone 78.62
    n-butanol 8.01
    acetonitrile 63.62
    DMF 126.71
    toluene 42.53
    isobutanol 7.6
    1,4-dioxane 110.26
    methyl acetate 74.54
    THF 133.64
    2-butanone 55.33
    n-pentanol 9.79
    sec-butanol 9.4
    n-hexane 7.37
    ethylene glycol 3.42
    NMP 269.26
    cyclohexane 14.43
    DMSO 151.43
    n-butyl acetate 40.57
    n-octanol 10.4
    chloroform 114.51
    n-propyl acetate 44.83
    acetic acid 35.61
    dichloromethane 154.98
    cyclohexanone 90.52
    propylene glycol 2.29
    isopropyl acetate 39.31
    DMAc 232.56
    2-ethoxyethanol 34.67
    isopentanol 9.96
    n-heptane 8.31
    ethyl formate 35.13
    1,2-dichloroethane 91.54
    n-hexanol 9.89
    2-methoxyethanol 36.64
    isobutyl acetate 25.97
    tetrachloromethane 20.38
    n-pentyl acetate 29.28
    transcutol 96.31
    n-heptanol 7.71
    ethylbenzene 27.96
    MIBK 29.9
    2-propoxyethanol 31.63
    tert-butanol 14.26
    MTBE 34.6
    2-butoxyethanol 22.94
    propionic acid 17.85
    o-xylene 38.98
    formic acid 16.47
    diethyl ether 44.0
    m-xylene 27.57
    p-xylene 39.3
    chlorobenzene 50.75
    dimethyl carbonate 37.25
    n-octane 4.39
    formamide 45.01
    cyclopentanone 123.46
    2-pentanone 40.54
    anisole 65.32
    cyclopentyl methyl ether 69.15
    gamma-butyrolactone 153.88
    1-methoxy-2-propanol 23.74
    pyridine 113.71
    3-pentanone 50.12
    furfural 171.72
    n-dodecane 3.55
    diethylene glycol 23.33
    diisopropyl ether 20.33
    tert-amyl alcohol 16.25
    acetylacetone 83.31
    n-hexadecane 4.13
    acetophenone 81.71
    methyl propionate 49.82
    isopentyl acetate 36.13
    trichloroethylene 167.68
    n-nonanol 11.51
    cyclohexanol 16.62
    benzyl alcohol 32.97
    2-ethylhexanol 13.74
    isooctanol 8.18
    dipropyl ether 33.98
    1,2-dichlorobenzene 61.79
    ethyl lactate 20.14
    propylene carbonate 70.3
    n-methylformamide 42.88
    2-pentanol 8.32
    n-pentane 5.87
    1-propoxy-2-propanol 25.8
    1-methoxy-2-propyl acetate 48.69
    2-(2-methoxypropoxy) propanol 43.79
    mesitylene 20.9
    ε-caprolactone 84.17
    p-cymene 20.46
    epichlorohydrin 151.11
    1,1,1-trichloroethane 75.92
    2-aminoethanol 6.24
    morpholine-4-carbaldehyde 194.71
    sulfolane 185.84
    2,2,4-trimethylpentane 4.69
    2-methyltetrahydrofuran 102.36
    n-hexyl acetate 33.15
    isooctane 2.53
    2-(2-butoxyethoxy)ethanol 42.29
    sec-butyl acetate 33.58
    tert-butyl acetate 43.52
    decalin 9.89
    glycerin 5.74
    diglyme 110.03
    acrylic acid 22.49
    isopropyl myristate 21.06
    n-butyric acid 19.5
    acetyl acetate 59.89
    di(2-ethylhexyl) phthalate 22.53
    ethyl propionate 47.6
    nitromethane 143.29
    1,2-diethoxyethane 60.21
    benzonitrile 57.63
    trioctyl phosphate 13.34
    1-bromopropane 41.86
    gamma-valerolactone 167.36
    n-decanol 9.86
    triethyl phosphate 34.37
    4-methyl-2-pentanol 7.26
    propionitrile 31.31
    vinylene carbonate 67.71
    1,1,2-trichlorotrifluoroethane 88.38
    DMS 52.7
    cumene 20.57
    2-octanol 7.46
    2-hexanone 40.91
    octyl acetate 23.36
    limonene 28.62
    1,2-dimethoxyethane 116.79
    ethyl orthosilicate 31.9
    tributyl phosphate 19.18
    diacetone alcohol 32.67
    N,N-dimethylaniline 60.71
    acrylonitrile 46.73
    aniline 33.42
    1,3-propanediol 8.36
    bromobenzene 62.23
    dibromomethane 90.86
    1,1,2,2-tetrachloroethane 117.6
    2-methyl-cyclohexyl acetate 41.78
    tetrabutyl urea 32.57
    diisobutyl methanol 11.75
    2-phenylethanol 28.61
    styrene 36.83
    dioctyl adipate 34.91
    dimethyl sulfate 82.78
    ethyl butyrate 47.09
    methyl lactate 20.15
    butyl lactate 18.58
    diethyl carbonate 37.52
    propanediol butyl ether 14.74
    triethyl orthoformate 39.28
    p-tert-butyltoluene 18.32
    methyl 4-tert-butylbenzoate 51.33
    morpholine 93.4
    tert-butylamine 11.13
    n-dodecanol 8.61
    dimethoxymethane 71.26
    ethylene carbonate 52.25
    cyrene 62.22
    2-ethoxyethyl acetate 50.9
    2-ethylhexyl acetate 35.55
    1,2,4-trichlorobenzene 77.19
    4-methylpyridine 95.95
    dibutyl ether 27.25
    2,6-dimethyl-4-heptanol 11.75
    DEF 82.3
    dimethyl isosorbide 100.18
    tetrachloroethylene 81.31
    eugenol 43.99
    triacetin 59.39
    span 80 28.95
    1,4-butanediol 6.05
    1,1-dichloroethane 57.89
    2-methyl-1-pentanol 13.39
    methyl formate 44.08
    2-methyl-1-butanol 9.85
    n-decane 5.33
    butyronitrile 26.03
    3,7-dimethyl-1-octanol 13.46
    1-chlorooctane 13.18
    1-chlorotetradecane 8.04
    n-nonane 5.0
    undecane 4.26
    tert-butylcyclohexane 6.84
    cyclooctane 7.6
    cyclopentanol 20.93
    tetrahydropyran 63.6
    tert-amyl methyl ether 38.92
    2,5,8-trioxanonane 88.56
    1-hexene 14.93
    2-isopropoxyethanol 28.84
    2,2,2-trifluoroethanol 28.96
    methyl butyrate 54.37

    Scent© AI

1 of 3
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