Bis-coumaramidobutane

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  • Identifiers

    CAS number
    364048-94-2

    Molecular formula
    C22H24N2O4

    SMILES
    C1=CC(=CC=C1/C=C/C(=O)NCCCCNC(=O)/C=C/C2=CC=C(C=C2)O)O

    Safety labels

  • Odor profile

    Fragrance
    Meaty 52.47%
    Savory 49.36%
    Odorless 41.03%
    Cooked 30.18%
    Roasted 28.45%
    Spicy 27.16%
    Burnt 25.44%
    Cooling 22.91%
    Pungent 22.02%
    Cheesy 19.5%

     

    Flavor
    Bitter 65.85%
    Odorless 44.24%
    Mild 26.88%
    Bland 22.37%
    Nitrile 21.6%
    Sweet-like 20.28%
    Orange flower 19.64%
    Very strong 19.13%
    Orange blossom 19.13%
    Lovage 19.12%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    10.15 (weak base)

    Molecular weight
    380.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1045°C

    Flash point

    • 296.08 ˚C est.

  • Synonyms

    • Bis-coumaramidobutane
    • Sid Corn DCP
    • N,N'-Dicoumaroylputrescine
    • 364048-94-2
    • Di-4-coumaroylputrescine
    • UNII-HFN1DLN96K
    • HFN1DLN96K
    • (E)-3-(4-hydroxyphenyl)-N-[4-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]butyl]prop-2-enamide
    • 37946-59-1
    • CHEMBL4468096
    • 2-Propenamide, N,N'-1,4-butanediylbis(3-(4-hydroxyphenyl)-, (2E,2'e)-
    • N,N'-dicoumaroyl putrescine
    • 2-Propenamide, N,N'-1,4-butanediylbis[3-(4-hydroxyphenyl)-
    • orb1991776
    • N1,N4-Di-p-coumaroylputrescine
    • DTXSID70189932
    • CHEBI:175016
    • BDBM50520912
    • AKOS040734981
    • (2E)-3-(4-hydroxyphenyl)-N-{4-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butyl}prop-2-enamide
    • NS00097262
    • N,N'-Bis(4-hydroxycinnamoyl)-1,4-butanediamine
    • Q27279906
    • N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide], 9CI
    • (2E,2'E)-N,N'-(Butane-1,4-diyl)bis(3-(4-hydroxyphenyl)acrylamide)
    • (2E,2'E)-N,N'-(Butane-1,4-diyl)bis[3-(4-hydroxyphenyl)prop-2-enamide]
    • 37946-59-1

  • Applications

    Bis-coumaramidobutane (CAS 364048-94-2) is a diamide derivative of coumaric acid and is considered for industrial applications in plastics and coatings; it may be used as a crosslinking agent for polymers and epoxy/polyurethane systems, as a reactive component in UV-curable coatings and inks, as a synthetic intermediate for specialty polymers and coumarin/chromophore derivatives, and as an additive in adhesive formulations to improve bonding and rigidity; its exact usage and limits depend on local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.74
    methanol 10.51
    isopropanol 6.8
    water 0.06
    ethyl acetate 2.42
    n-propanol 7.51
    acetone 20.9
    n-butanol 5.04
    acetonitrile 2.37
    DMF 37.19
    toluene 1.1
    isobutanol 3.55
    1,4-dioxane 15.99
    methyl acetate 4.86
    THF 110.28
    2-butanone 16.39
    n-pentanol 5.13
    sec-butanol 6.53
    n-hexane 0.23
    ethylene glycol 1.85
    NMP 17.33
    cyclohexane 0.14
    DMSO 170.17
    n-butyl acetate 1.31
    n-octanol 1.8
    chloroform 4.1
    n-propyl acetate 1.94
    acetic acid 10.28
    dichloromethane 3.54
    cyclohexanone 14.37
    propylene glycol 6.59
    isopropyl acetate 1.72
    DMAc 101.89
    2-ethoxyethanol 18.37
    isopentanol 3.26
    n-heptane 0.21
    ethyl formate 3.23
    1,2-dichloroethane 3.18
    n-hexanol 1.91
    2-methoxyethanol 28.34
    isobutyl acetate 1.13
    tetrachloromethane 0.59
    n-pentyl acetate 1.89
    transcutol 26.66
    n-heptanol 1.84
    ethylbenzene 0.83
    MIBK 2.52
    2-propoxyethanol 11.15
    tert-butanol 5.56
    MTBE 3.16
    2-butoxyethanol 7.65
    propionic acid 5.56
    o-xylene 0.79
    formic acid 6.83
    diethyl ether 2.89
    m-xylene 0.53
    p-xylene 1.13
    chlorobenzene 0.9
    dimethyl carbonate 2.87
    n-octane 0.13
    formamide 13.09
    cyclopentanone 26.55
    2-pentanone 6.57
    anisole 2.75
    cyclopentyl methyl ether 5.16
    gamma-butyrolactone 17.83
    1-methoxy-2-propanol 18.04
    pyridine 10.47
    3-pentanone 5.0
    furfural 11.57
    n-dodecane 0.11
    diethylene glycol 7.98
    diisopropyl ether 0.48
    tert-amyl alcohol 5.3
    acetylacetone 6.52
    n-hexadecane 0.12
    acetophenone 3.48
    methyl propionate 4.0
    isopentyl acetate 1.48
    trichloroethylene 5.72
    n-nonanol 2.1
    cyclohexanol 3.82
    benzyl alcohol 4.22
    2-ethylhexanol 1.05
    isooctanol 1.45
    dipropyl ether 2.52
    1,2-dichlorobenzene 0.85
    ethyl lactate 3.0
    propylene carbonate 4.03
    n-methylformamide 10.64
    2-pentanol 2.65
    n-pentane 0.12
    1-propoxy-2-propanol 7.48
    1-methoxy-2-propyl acetate 3.48
    2-(2-methoxypropoxy) propanol 8.6
    mesitylene 0.29
    ε-caprolactone 7.95
    p-cymene 0.44
    epichlorohydrin 22.4
    1,1,1-trichloroethane 1.74
    2-aminoethanol 5.22
    morpholine-4-carbaldehyde 19.95
    sulfolane 27.77
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 14.06
    n-hexyl acetate 2.42
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 11.48
    sec-butyl acetate 1.41
    tert-butyl acetate 2.01
    decalin 0.12
    glycerin 9.19
    diglyme 20.59
    acrylic acid 5.05
    isopropyl myristate 1.25
    n-butyric acid 4.75
    acetyl acetate 1.4
    di(2-ethylhexyl) phthalate 1.59
    ethyl propionate 2.0
    nitromethane 16.15
    1,2-diethoxyethane 6.32
    benzonitrile 1.98
    trioctyl phosphate 1.11
    1-bromopropane 1.75
    gamma-valerolactone 32.07
    n-decanol 1.57
    triethyl phosphate 1.66
    4-methyl-2-pentanol 1.24
    propionitrile 2.62
    vinylene carbonate 3.34
    1,1,2-trichlorotrifluoroethane 15.49
    DMS 2.17
    cumene 0.55
    2-octanol 1.27
    2-hexanone 4.85
    octyl acetate 1.68
    limonene 0.59
    1,2-dimethoxyethane 25.31
    ethyl orthosilicate 1.76
    tributyl phosphate 1.44
    diacetone alcohol 6.04
    N,N-dimethylaniline 2.54
    acrylonitrile 3.28
    aniline 3.09
    1,3-propanediol 8.92
    bromobenzene 0.65
    dibromomethane 2.0
    1,1,2,2-tetrachloroethane 7.47
    2-methyl-cyclohexyl acetate 1.87
    tetrabutyl urea 3.12
    diisobutyl methanol 0.76
    2-phenylethanol 2.27
    styrene 0.91
    dioctyl adipate 2.38
    dimethyl sulfate 5.92
    ethyl butyrate 1.66
    methyl lactate 5.07
    butyl lactate 3.17
    diethyl carbonate 1.15
    propanediol butyl ether 7.23
    triethyl orthoformate 2.47
    p-tert-butyltoluene 0.42
    methyl 4-tert-butylbenzoate 4.28
    morpholine 27.24
    tert-butylamine 1.83
    n-dodecanol 1.13
    dimethoxymethane 19.4
    ethylene carbonate 2.8
    cyrene 8.99
    2-ethoxyethyl acetate 3.7
    2-ethylhexyl acetate 1.03
    1,2,4-trichlorobenzene 1.36
    4-methylpyridine 5.5
    dibutyl ether 2.67
    2,6-dimethyl-4-heptanol 0.76
    DEF 8.09
    dimethyl isosorbide 11.21
    tetrachloroethylene 3.83
    eugenol 4.76
    triacetin 3.7
    span 80 5.5
    1,4-butanediol 4.08
    1,1-dichloroethane 2.19
    2-methyl-1-pentanol 3.54
    methyl formate 7.12
    2-methyl-1-butanol 3.55
    n-decane 0.2
    butyronitrile 2.73
    3,7-dimethyl-1-octanol 1.39
    1-chlorooctane 0.73
    1-chlorotetradecane 0.34
    n-nonane 0.17
    undecane 0.15
    tert-butylcyclohexane 0.09
    cyclooctane 0.06
    cyclopentanol 7.31
    tetrahydropyran 13.7
    tert-amyl methyl ether 2.86
    2,5,8-trioxanonane 15.14
    1-hexene 1.12
    2-isopropoxyethanol 9.25
    2,2,2-trifluoroethanol 3.59
    methyl butyrate 3.15

    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