Cinnamoylhydroxamic acid

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  • Identifiers

    CAS number
    3669-32-7

    Molecular formula
    C9H9NO2

    SMILES
    C1=CC=C(C=C1)/C=C/C(=O)NO

    Safety labels

  • Odor profile

    Fragrance
    Sweet 55.98%
    Spicy 54.14%
    Fruity 36.56%
    Cinnamon 35.66%
    Balsamic 35.02%
    Bitter 30.16%
    Caramellic 29.07%
    Almond 27.79%
    Honey 26.92%
    Warm 24.79%

     

    Flavor
    Sweet 36.71%
    Balsam 33.4%
    Odorless 31.41%
    Bitter 30.07%
    Honey 29.77%
    Fruity 26.09%
    Mild 23.83%
    Balsamic 23.11%
    Cinnamon 22.77%
    Nitrile 20.94%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    8.93 (weak base)

    Molecular weight
    163.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    384°C

    Flash point

    • 163.98 ˚C est.

  • Synonyms

    • Cinnamoylhydroxamic acid
    • 2-Propenamide, N-hydroxy-3-phenyl-
    • Cinnamohydroxamic acid, (E)-
    • MAZ-1704
    • 434STJ4H11
    • 2-Propenamide, N-hydroxy-3-phenyl-, (E)-
    • NSC-42128
    • NSC-44617
    • 2-Propenamide, N-hydroxy-3-phenyl-, (2E)-
    • DTXSID501031946
    • RefChem:577213
    • DTXCID801516943
    • CINNAMOHYDROXAMIC ACID
    • Hydroxylamine, N-cinnamoyl-
    • N-Hydroxy-3-phenyl-acrylamide
    • (E)-N-hydroxy-3-phenylprop-2-enamide
    • 3669-32-7
    • NSC 42128
    • NSC 44617
    • UNII-434STJ4H11
    • 29900-75-2
    • Cinnamoylhydroxamic acid [INCI]
    • MAZ 1704
    • CHEMBL154574
    • N-Hydroxy-3-phenyl-2-propenamide
    • WLN: QMV1U1R
    • N-Hydroxycinnamamide
    • SCHEMBL559917
    • (E)-N-Hydroxy-3-phenylacrylamide
    • NSC42128
    • NSC44617
    • (E)-N-Hydroxy-3-phenyl-acrylamide
    • trans-N-Hydroxy-3-phenyl-acrylamide
    • BDBM50015088
    • AKOS006242585
    • (E)-3-phenylprop-2-enehydroxamic acid
    • EBC-605401
    • (2E)-3-phenylprop-2-enehydroxamic acid
    • (2E)-N-hydroxy-3-phenylprop-2-enamide
    • ST51025931
    • F96844
    • Q27258620
    • 3669-32-7

  • Applications

    Cinnamoylhydroxamic acid (CAS 3669-32-7) is primarily used as an organic-synthesis intermediate and a building block for hydroxamic-acid derivatives in pharmaceutical and agrochemical research; it also serves as a metal-chelating ligand and a precursor for metal-complexing systems in catalysis and separations; the cinnamoyl moiety enables photochemical reactivity, so it may function as a functional monomer or crosslinking additive in UV-curable coatings and polymers; additionally, it is employed as a reagent in medicinal-chemistry programs exploring hydroxamic-acid motifs; it can act as a precursor for polymeric materials and related formulations in research and development; in analytical chemistry, it can serve as a ligand for complexation-based detection and sample preparation. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 105.15
    methanol 159.3
    isopropanol 44.89
    water 0.67
    ethyl acetate 113.3
    n-propanol 60.82
    acetone 174.47
    n-butanol 39.88
    acetonitrile 47.36
    DMF 553.84
    toluene 10.98
    isobutanol 30.95
    1,4-dioxane 58.89
    methyl acetate 111.84
    THF 150.32
    2-butanone 140.87
    n-pentanol 32.83
    sec-butanol 38.52
    n-hexane 0.22
    ethylene glycol 75.96
    NMP 287.38
    cyclohexane 0.21
    DMSO 736.86
    n-butyl acetate 51.05
    n-octanol 7.66
    chloroform 8.79
    n-propyl acetate 55.22
    acetic acid 106.95
    dichloromethane 17.29
    cyclohexanone 93.06
    propylene glycol 64.66
    isopropyl acetate 48.83
    DMAc 457.78
    2-ethoxyethanol 137.37
    isopentanol 41.37
    n-heptane 0.56
    ethyl formate 51.45
    1,2-dichloroethane 35.49
    n-hexanol 29.43
    2-methoxyethanol 256.93
    isobutyl acetate 24.38
    tetrachloromethane 1.84
    n-pentyl acetate 17.7
    transcutol 600.59
    n-heptanol 11.25
    ethylbenzene 8.39
    MIBK 51.97
    2-propoxyethanol 90.39
    tert-butanol 66.55
    MTBE 35.4
    2-butoxyethanol 48.05
    propionic acid 82.38
    o-xylene 12.02
    formic acid 115.58
    diethyl ether 24.46
    m-xylene 11.4
    p-xylene 9.17
    chlorobenzene 13.89
    dimethyl carbonate 63.71
    n-octane 0.2
    formamide 332.63
    cyclopentanone 200.25
    2-pentanone 95.99
    anisole 45.24
    cyclopentyl methyl ether 50.87
    gamma-butyrolactone 259.74
    1-methoxy-2-propanol 154.32
    pyridine 73.12
    3-pentanone 57.28
    furfural 177.54
    n-dodecane 0.25
    diethylene glycol 108.17
    diisopropyl ether 7.81
    tert-amyl alcohol 58.32
    acetylacetone 130.45
    n-hexadecane 0.28
    acetophenone 58.99
    methyl propionate 124.22
    isopentyl acetate 45.41
    trichloroethylene 72.28
    n-nonanol 7.7
    cyclohexanol 21.17
    benzyl alcohol 46.74
    2-ethylhexanol 17.3
    isooctanol 10.17
    dipropyl ether 16.01
    1,2-dichlorobenzene 17.25
    ethyl lactate 40.15
    propylene carbonate 94.32
    n-methylformamide 256.2
    2-pentanol 24.54
    n-pentane 0.21
    1-propoxy-2-propanol 60.61
    1-methoxy-2-propyl acetate 75.47
    2-(2-methoxypropoxy) propanol 68.27
    mesitylene 6.85
    ε-caprolactone 89.91
    p-cymene 7.85
    epichlorohydrin 231.42
    1,1,1-trichloroethane 13.98
    2-aminoethanol 102.35
    morpholine-4-carbaldehyde 200.75
    sulfolane 340.7
    2,2,4-trimethylpentane 0.67
    2-methyltetrahydrofuran 90.01
    n-hexyl acetate 25.48
    isooctane 0.57
    2-(2-butoxyethoxy)ethanol 102.45
    sec-butyl acetate 32.93
    tert-butyl acetate 58.74
    decalin 0.78
    glycerin 123.32
    diglyme 203.53
    acrylic acid 92.62
    isopropyl myristate 10.58
    n-butyric acid 70.52
    acetyl acetate 44.87
    di(2-ethylhexyl) phthalate 15.67
    ethyl propionate 53.51
    nitromethane 330.98
    1,2-diethoxyethane 65.28
    benzonitrile 34.77
    trioctyl phosphate 9.8
    1-bromopropane 6.12
    gamma-valerolactone 202.99
    n-decanol 6.1
    triethyl phosphate 22.0
    4-methyl-2-pentanol 18.24
    propionitrile 36.67
    vinylene carbonate 70.62
    1,1,2-trichlorotrifluoroethane 156.0
    DMS 47.86
    cumene 7.13
    2-octanol 5.45
    2-hexanone 50.71
    octyl acetate 14.29
    limonene 10.75
    1,2-dimethoxyethane 144.72
    ethyl orthosilicate 18.97
    tributyl phosphate 13.92
    diacetone alcohol 117.71
    N,N-dimethylaniline 31.11
    acrylonitrile 75.59
    aniline 35.89
    1,3-propanediol 99.78
    bromobenzene 9.26
    dibromomethane 6.92
    1,1,2,2-tetrachloroethane 51.17
    2-methyl-cyclohexyl acetate 31.24
    tetrabutyl urea 21.34
    diisobutyl methanol 11.24
    2-phenylethanol 36.03
    styrene 10.0
    dioctyl adipate 23.71
    dimethyl sulfate 140.44
    ethyl butyrate 39.91
    methyl lactate 78.76
    butyl lactate 28.77
    diethyl carbonate 28.48
    propanediol butyl ether 57.04
    triethyl orthoformate 25.99
    p-tert-butyltoluene 7.25
    methyl 4-tert-butylbenzoate 40.27
    morpholine 114.54
    tert-butylamine 21.15
    n-dodecanol 4.59
    dimethoxymethane 179.15
    ethylene carbonate 48.25
    cyrene 67.11
    2-ethoxyethyl acetate 48.87
    2-ethylhexyl acetate 31.07
    1,2,4-trichlorobenzene 28.04
    4-methylpyridine 67.06
    dibutyl ether 9.66
    2,6-dimethyl-4-heptanol 11.24
    DEF 138.59
    dimethyl isosorbide 109.43
    tetrachloroethylene 29.39
    eugenol 43.12
    triacetin 49.0
    span 80 38.92
    1,4-butanediol 39.23
    1,1-dichloroethane 13.65
    2-methyl-1-pentanol 36.22
    methyl formate 152.46
    2-methyl-1-butanol 37.8
    n-decane 0.34
    butyronitrile 26.56
    3,7-dimethyl-1-octanol 12.09
    1-chlorooctane 2.49
    1-chlorotetradecane 1.21
    n-nonane 0.27
    undecane 0.29
    tert-butylcyclohexane 0.89
    cyclooctane 0.14
    cyclopentanol 33.02
    tetrahydropyran 32.04
    tert-amyl methyl ether 33.6
    2,5,8-trioxanonane 130.62
    1-hexene 2.35
    2-isopropoxyethanol 84.94
    2,2,2-trifluoroethanol 47.09
    methyl butyrate 71.76

    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