alpha-Bromocinnamaldehyde

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  • Identifiers

    CAS number
    5443-49-2

    Molecular formula
    C9H7BrO

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 63.3%
    Spicy 62.75%
    Fruity 46.86%
    Cinnamon 45.44%
    Floral 41.33%
    Balsamic 40.37%
    Almond 35.83%
    Cherry 33.7%
    Bitter 33.69%
    Honey 32.96%

     

    Flavor
    Bitter 37.8%
    Cinnamon 25.29%
    Honey 24.03%
    Nitrile 23.42%
    Balsam 22.53%
    Odorless 21.67%
    Oriental 20.64%
    Almond shell 20.54%
    Butyric 20.29%
    Red hots 20.25%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    5.95 (weak acid)

    Molecular weight
    211.05 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    279°C

    Flash point

    • 95.83 ˚C est.

  • Synonyms

    • DTXSID301021256
    • Bromocinnamal
    • alpha-Bromocinnamic aldehyde
    • RefChem:555414
    • DTXCID601506310
    • 226-637-6
    • 2-Bromocinnamaldehyde
    • 5443-49-2
    • alpha-Bromocinnamaldehyde
    • 2-bromo-3-phenylprop-2-enal
    • MFCD00006965
    • 99686-39-2
    • 2-Propenal, 2-bromo-3-phenyl-, (E)-
    • a-Bromocinnamaldehyde
    • bromocinnamaldehyde
    • 2-bromo-3-phenyl-propenal
    • SCHEMBL567063
    • SCHEMBL5804209
    • 2-bromo-3-phenyl-prop-2-enal
    • SY048553
    • DB-020609
    • 5443-49-2

  • Applications

    alpha-Bromocinnamaldehyde, CAS 5443-49-2, is primarily used as an intermediate in organic synthesis for pharmaceuticals and specialty chemicals; it also serves as a precursor for the synthesis of functional aromatic compounds. In the coatings and inks sector, it can function as a monomer or crosslinking agent in polymer and resin systems. In fragrance and cosmetics applications, it is considered a precursor for aroma compounds and related fragrant derivatives. Additionally, it may be used in adhesive and coating formulations to modify the performance of the film. Its applications are subject to local regulations and formulation constraints, so refer to safety data and regulatory guidance when considering its use.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 135.4
    methanol 94.98
    isopropanol 92.76
    water 0.2
    ethyl acetate 460.35
    n-propanol 116.66
    acetone 764.07
    n-butanol 110.86
    acetonitrile 393.81
    DMF 581.89
    toluene 464.25
    isobutanol 89.09
    1,4-dioxane 607.5
    methyl acetate 534.34
    THF 1142.67
    2-butanone 614.88
    n-pentanol 99.52
    sec-butanol 117.89
    n-hexane 19.28
    ethylene glycol 47.29
    NMP 766.34
    cyclohexane 42.06
    DMSO 818.44
    n-butyl acetate 334.92
    n-octanol 88.38
    chloroform 945.77
    n-propyl acetate 316.52
    acetic acid 234.19
    dichloromethane 1186.66
    cyclohexanone 677.35
    propylene glycol 58.62
    isopropyl acetate 262.04
    DMAc 500.19
    2-ethoxyethanol 227.42
    isopentanol 107.39
    n-heptane 38.12
    ethyl formate 260.49
    1,2-dichloroethane 828.96
    n-hexanol 122.51
    2-methoxyethanol 295.06
    isobutyl acetate 181.74
    tetrachloromethane 115.98
    n-pentyl acetate 211.81
    transcutol 1149.29
    n-heptanol 74.41
    ethylbenzene 176.02
    MIBK 260.13
    2-propoxyethanol 233.27
    tert-butanol 124.14
    MTBE 238.02
    2-butoxyethanol 166.59
    propionic acid 174.53
    o-xylene 218.01
    formic acid 69.61
    diethyl ether 265.25
    m-xylene 247.72
    p-xylene 197.62
    chlorobenzene 424.07
    dimethyl carbonate 216.14
    n-octane 13.88
    formamide 207.41
    cyclopentanone 1001.42
    2-pentanone 469.31
    anisole 388.74
    cyclopentyl methyl ether 482.32
    gamma-butyrolactone 968.32
    1-methoxy-2-propanol 214.02
    pyridine 868.42
    3-pentanone 364.81
    furfural 869.65
    n-dodecane 11.77
    diethylene glycol 176.04
    diisopropyl ether 98.04
    tert-amyl alcohol 138.79
    acetylacetone 653.18
    n-hexadecane 13.8
    acetophenone 380.63
    methyl propionate 377.9
    isopentyl acetate 278.58
    trichloroethylene 1771.11
    n-nonanol 79.34
    cyclohexanol 186.24
    benzyl alcohol 245.47
    2-ethylhexanol 106.99
    isooctanol 70.36
    dipropyl ether 166.85
    1,2-dichlorobenzene 358.2
    ethyl lactate 119.72
    propylene carbonate 450.9
    n-methylformamide 317.63
    2-pentanol 98.82
    n-pentane 19.56
    1-propoxy-2-propanol 198.24
    1-methoxy-2-propyl acetate 331.96
    2-(2-methoxypropoxy) propanol 208.39
    mesitylene 127.53
    ε-caprolactone 568.19
    p-cymene 115.07
    epichlorohydrin 1302.23
    1,1,1-trichloroethane 580.06
    2-aminoethanol 77.02
    morpholine-4-carbaldehyde 663.6
    sulfolane 949.62
    2,2,4-trimethylpentane 19.11
    2-methyltetrahydrofuran 781.85
    n-hexyl acetate 260.04
    isooctane 15.04
    2-(2-butoxyethoxy)ethanol 271.2
    sec-butyl acetate 215.48
    tert-butyl acetate 292.61
    decalin 32.92
    glycerin 84.62
    diglyme 587.43
    acrylic acid 201.13
    isopropyl myristate 105.4
    n-butyric acid 201.85
    acetyl acetate 333.93
    di(2-ethylhexyl) phthalate 101.76
    ethyl propionate 249.79
    nitromethane 794.24
    1,2-diethoxyethane 380.1
    benzonitrile 356.41
    trioctyl phosphate 70.16
    1-bromopropane 322.21
    gamma-valerolactone 970.28
    n-decanol 62.28
    triethyl phosphate 111.25
    4-methyl-2-pentanol 67.94
    propionitrile 215.96
    vinylene carbonate 373.71
    1,1,2-trichlorotrifluoroethane 531.32
    DMS 312.53
    cumene 98.45
    2-octanol 63.25
    2-hexanone 330.28
    octyl acetate 127.01
    limonene 152.52
    1,2-dimethoxyethane 437.3
    ethyl orthosilicate 102.76
    tributyl phosphate 89.66
    diacetone alcohol 296.46
    N,N-dimethylaniline 212.96
    acrylonitrile 335.09
    aniline 336.43
    1,3-propanediol 108.29
    bromobenzene 501.96
    dibromomethane 724.37
    1,1,2,2-tetrachloroethane 947.38
    2-methyl-cyclohexyl acetate 186.23
    tetrabutyl urea 126.64
    diisobutyl methanol 80.53
    2-phenylethanol 216.11
    styrene 240.1
    dioctyl adipate 159.38
    dimethyl sulfate 362.87
    ethyl butyrate 240.01
    methyl lactate 149.1
    butyl lactate 153.31
    diethyl carbonate 151.72
    propanediol butyl ether 187.68
    triethyl orthoformate 151.47
    p-tert-butyltoluene 110.71
    methyl 4-tert-butylbenzoate 218.92
    morpholine 637.14
    tert-butylamine 77.75
    n-dodecanol 50.41
    dimethoxymethane 422.26
    ethylene carbonate 282.92
    cyrene 242.25
    2-ethoxyethyl acetate 367.43
    2-ethylhexyl acetate 235.65
    1,2,4-trichlorobenzene 445.23
    4-methylpyridine 697.72
    dibutyl ether 151.46
    2,6-dimethyl-4-heptanol 80.53
    DEF 384.52
    dimethyl isosorbide 404.25
    tetrachloroethylene 565.03
    eugenol 210.68
    triacetin 299.64
    span 80 166.93
    1,4-butanediol 62.45
    1,1-dichloroethane 590.48
    2-methyl-1-pentanol 107.43
    methyl formate 312.04
    2-methyl-1-butanol 109.94
    n-decane 18.46
    butyronitrile 201.49
    3,7-dimethyl-1-octanol 102.76
    1-chlorooctane 85.71
    1-chlorotetradecane 36.83
    n-nonane 18.37
    undecane 14.35
    tert-butylcyclohexane 28.44
    cyclooctane 20.64
    cyclopentanol 215.29
    tetrahydropyran 560.86
    tert-amyl methyl ether 208.29
    2,5,8-trioxanonane 361.49
    1-hexene 82.14
    2-isopropoxyethanol 176.98
    2,2,2-trifluoroethanol 120.37
    methyl butyrate 313.63

    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