4-Bromomethyl-7-methoxycoumarin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    35231-44-8

    Molecular formula
    C11H9BrO3

    SMILES
    COC1=CC2=C(C=C1)C(=CC(=O)O2)CBr

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 55.07%
    Vanilla 36.8%
    Floral 34.59%
    Creamy 31.59%
    Powdery 31.37%
    Fruity 29.1%
    Phenolic 29.07%
    Animal 28.87%
    Coumarinic 27.39%
    Nutty 27.07%

     

    Flavor
    Bitter 67.49%
    Mild 24.9%
    Odorless 24.14%
    Fruity 21.66%
    Parsley 20.94%
    Orange flower 20.89%
    Ethyl benzoate 20.83%
    Cedarleaf 20.54%
    Lovage 20.43%
    Curry 20.35%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    7.01 (neutral)

    Molecular weight
    269.09 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    393°C

    Flash point

    • 162.47 ˚C est.

  • Synonyms

    • 4-bromomethyl-7-methoxycoumarin
    • 35231-44-8
    • 4-(bromomethyl)-7-methoxychromen-2-one
    • 4K32PB5K8Q
    • 4-Bromomethyl-7-methoxy-2-oxo-2H-benzopyran
    • DTXSID70188723
    • 4-(bromomethyl)-7-methoxy-2-oxo-2H-benzopyran
    • RefChem:98208
    • DTXCID30111214
    • 252-448-3
    • 4-(Bromomethyl)-7-methoxy-2H-chromen-2-one
    • Br-Mmc
    • 4-(Bromomethyl)-7-methoxycoumarin
    • MFCD00006869
    • 2H-1-Benzopyran-2-one, 4-(bromomethyl)-7-methoxy-
    • 4-(Bromomethyl)-7-methoxy-2H-1-benzopyran-2-one
    • CCRIS 7996
    • EINECS 252-448-3
    • 4-(bromomethyl)-7-methoxy coumarin
    • BMC, Br-Mmc
    • 4-(bromomethyl)-7-methoxy-chromen-2-one
    • UNII-4K32PB5K8Q
    • SCHEMBL67779
    • orb1307222
    • SCHEMBL29443248
    • 4-bromomethyl-7-methoxy coumarin
    • HY-D0036
    • CK2316
    • GEO-00500
    • MSK164157
    • SBB017522
    • AKOS015916602
    • 4-Bromomethyl-7-methoxycoumarin, 97%
    • AS-45882
    • 7-methoxy-2-oxo-4-bromomethyl-3-chromene
    • A5551
    • CS-0009927
    • NS00029806
    • ST50307462
    • 4-(Bromomethyl)-7-methoxy-2H-chromen-2-one #
    • 231B448
    • F050862
    • 4-Bromomethyl-7-methoxycoumarin, for fluorescence, >=97.0% (HPLC)
    • 35231-44-8

  • Applications

    4-Bromomethyl-7-methoxycoumarin (CAS 35231-44-8) is commonly used as an intermediate in organic synthesis for the development of pharmaceuticals and agrochemicals, leveraging the reactive bromomethyl group to install other functional groups via SN2 reactions. It also serves as a building block for fluorescent dyes, labeling reagents, and bioimaging probes, enabling applications in analytical chemistry, materials science, and life sciences. In fragrance and perfumery, the coumarin core is renowned for its aroma, so this derivative may be evaluated as a fragrance precursor or research intermediate. Additionally, the bromomethyl functionality provides a handle for coupling in coatings, inks, and plastics, and it can act as a functional monomer or anchor for specialty polymers and photoactive or optoelectronic materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.61
    methanol 2.42
    isopropanol 1.76
    water 0.02
    ethyl acetate 9.15
    n-propanol 2.43
    acetone 13.15
    n-butanol 2.3
    acetonitrile 5.59
    DMF 53.92
    toluene 2.19
    isobutanol 2.31
    1,4-dioxane 21.35
    methyl acetate 12.07
    THF 50.74
    2-butanone 10.59
    n-pentanol 2.78
    sec-butanol 2.01
    n-hexane 0.22
    ethylene glycol 2.92
    NMP 84.54
    cyclohexane 0.3
    DMSO 94.91
    n-butyl acetate 12.59
    n-octanol 1.74
    chloroform 14.29
    n-propyl acetate 11.36
    acetic acid 11.34
    dichloromethane 23.49
    cyclohexanone 22.76
    propylene glycol 1.48
    isopropyl acetate 8.51
    DMAc 73.03
    2-ethoxyethanol 14.8
    isopentanol 3.62
    n-heptane 0.48
    ethyl formate 6.62
    1,2-dichloroethane 21.44
    n-hexanol 3.58
    2-methoxyethanol 21.1
    isobutyl acetate 7.91
    tetrachloromethane 1.49
    n-pentyl acetate 7.29
    transcutol 81.8
    n-heptanol 2.74
    ethylbenzene 2.66
    MIBK 8.91
    2-propoxyethanol 19.4
    tert-butanol 3.79
    MTBE 4.16
    2-butoxyethanol 11.55
    propionic acid 5.83
    o-xylene 3.52
    formic acid 6.84
    diethyl ether 4.15
    m-xylene 3.08
    p-xylene 4.05
    chlorobenzene 6.8
    dimethyl carbonate 13.36
    n-octane 0.18
    formamide 16.41
    cyclopentanone 35.53
    2-pentanone 9.32
    anisole 11.74
    cyclopentyl methyl ether 15.22
    gamma-butyrolactone 46.78
    1-methoxy-2-propanol 13.06
    pyridine 17.5
    3-pentanone 9.36
    furfural 52.68
    n-dodecane 0.22
    diethylene glycol 21.55
    diisopropyl ether 2.21
    tert-amyl alcohol 3.78
    acetylacetone 24.89
    n-hexadecane 0.27
    acetophenone 18.02
    methyl propionate 11.39
    isopentyl acetate 13.08
    trichloroethylene 40.73
    n-nonanol 2.19
    cyclohexanol 4.32
    benzyl alcohol 9.74
    2-ethylhexanol 4.54
    isooctanol 3.01
    dipropyl ether 6.94
    1,2-dichlorobenzene 10.14
    ethyl lactate 9.27
    propylene carbonate 20.75
    n-methylformamide 14.19
    2-pentanol 1.83
    n-pentane 0.15
    1-propoxy-2-propanol 13.93
    1-methoxy-2-propyl acetate 22.63
    2-(2-methoxypropoxy) propanol 21.72
    mesitylene 2.47
    ε-caprolactone 21.5
    p-cymene 4.42
    epichlorohydrin 58.55
    1,1,1-trichloroethane 8.84
    2-aminoethanol 3.74
    morpholine-4-carbaldehyde 69.95
    sulfolane 80.33
    2,2,4-trimethylpentane 0.28
    2-methyltetrahydrofuran 19.45
    n-hexyl acetate 7.12
    isooctane 0.21
    2-(2-butoxyethoxy)ethanol 21.65
    sec-butyl acetate 8.36
    tert-butyl acetate 12.06
    decalin 0.61
    glycerin 7.38
    diglyme 53.72
    acrylic acid 9.5
    isopropyl myristate 4.98
    n-butyric acid 6.87
    acetyl acetate 11.68
    di(2-ethylhexyl) phthalate 8.44
    ethyl propionate 11.49
    nitromethane 37.02
    1,2-diethoxyethane 18.6
    benzonitrile 10.65
    trioctyl phosphate 4.75
    1-bromopropane 4.68
    gamma-valerolactone 54.49
    n-decanol 1.95
    triethyl phosphate 12.28
    4-methyl-2-pentanol 2.27
    propionitrile 5.05
    vinylene carbonate 20.76
    1,1,2-trichlorotrifluoroethane 46.54
    DMS 17.6
    cumene 3.1
    2-octanol 1.6
    2-hexanone 10.57
    octyl acetate 5.74
    limonene 5.41
    1,2-dimethoxyethane 39.59
    ethyl orthosilicate 10.67
    tributyl phosphate 6.58
    diacetone alcohol 16.19
    N,N-dimethylaniline 12.47
    acrylonitrile 9.45
    aniline 7.77
    1,3-propanediol 5.67
    bromobenzene 5.48
    dibromomethane 10.58
    1,1,2,2-tetrachloroethane 27.96
    2-methyl-cyclohexyl acetate 14.37
    tetrabutyl urea 10.85
    diisobutyl methanol 3.6
    2-phenylethanol 11.09
    styrene 3.1
    dioctyl adipate 10.65
    dimethyl sulfate 37.7
    ethyl butyrate 13.44
    methyl lactate 10.89
    butyl lactate 8.43
    diethyl carbonate 11.73
    propanediol butyl ether 7.55
    triethyl orthoformate 13.03
    p-tert-butyltoluene 4.02
    methyl 4-tert-butylbenzoate 17.65
    morpholine 23.36
    tert-butylamine 2.21
    n-dodecanol 1.75
    dimethoxymethane 28.14
    ethylene carbonate 15.21
    cyrene 28.91
    2-ethoxyethyl acetate 16.33
    2-ethylhexyl acetate 11.11
    1,2,4-trichlorobenzene 14.46
    4-methylpyridine 14.98
    dibutyl ether 4.33
    2,6-dimethyl-4-heptanol 3.6
    DEF 19.67
    dimethyl isosorbide 49.0
    tetrachloroethylene 18.93
    eugenol 18.77
    triacetin 17.06
    span 80 13.05
    1,4-butanediol 2.69
    1,1-dichloroethane 7.12
    2-methyl-1-pentanol 4.29
    methyl formate 13.01
    2-methyl-1-butanol 2.98
    n-decane 0.29
    butyronitrile 4.49
    3,7-dimethyl-1-octanol 3.14
    1-chlorooctane 1.55
    1-chlorotetradecane 0.99
    n-nonane 0.23
    undecane 0.25
    tert-butylcyclohexane 0.52
    cyclooctane 0.15
    cyclopentanol 5.81
    tetrahydropyran 9.86
    tert-amyl methyl ether 4.94
    2,5,8-trioxanonane 42.72
    1-hexene 1.16
    2-isopropoxyethanol 11.55
    2,2,2-trifluoroethanol 10.39
    methyl butyrate 13.83

    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