N-[2-(4-prenyloxyphenyl)ethyl]tiglamide

Overview IFRA Request a quote

  • Identifiers

    CAS number
    172837-74-0

    Molecular formula
    C18H25NO2

    SMILES
    C/C=C(\C)/C(=O)NCCC1=CC=C(C=C1)OCC=C(C)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 44.57%
    Herbal 41.68%
    Grapefruit 34.4%
    Grape 33.06%
    Mint 33.05%
    Citrus 32.83%
    Spicy 32.22%
    Floral 31.3%
    Meaty 30.19%
    Roasted 25.68%

     

    Flavor
    Herbal 38.42%
    Spicy 29.58%
    Sweet 29.1%
    Fruity 27.06%
    Floral 25.88%
    Woody 22.24%
    Bitter 21.12%
    Genet 19.88%
    Balsam 19.87%
    Heather 19.78%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.2

    pKa est.
    8.72 (weak base)

    Molecular weight
    287.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    430°C

    Melting point expt.

    • 69 - 71 °C

    Flash point

    • 177.91 ˚C est.

  • Synonyms

    • N-[2-(4-prenyloxyphenyl)ethyl]tiglamide
    • CHEMBL5191091
    • CHEBI:174049
    • DTXSID401140926
    • (2E)-2-METHYL-N-(2-{4-[(3-METHYLBUT-2-EN-1-YL)OXY]PHENYL}ETHYL)BUT-2-ENAMIDE
    • (E)-2-methyl-N-[2-[4-(3-methylbut-2-enoxy)phenyl]ethyl]but-2-enamide
    • (2E)-2-Methyl-N-[2-[4-[(3-methyl-2-buten-1-yl)oxy]phenyl]ethyl]-2-butenamide
    • 172837-74-0
    • 172837-74-0

  • Applications

    N-[2-(4-prenyloxyphenyl)ethyl]tiglamide is typically considered as an aroma-related intermediate with potential use across fragrance, cosmetics, and related industries. In perfumery and flavor applications, it may function as an odorant or minor scent component. In cosmetics and personal care, it could serve as an aroma ingredient or as a synthetic intermediate for specialty formulations. In household products, it may be used as a fragrance additive in air fresheners and cleaners. In industrial manufacturing, it can act as an intermediate for the synthesis of specialty chemicals used in coatings, inks, or polymer formulations, with the potential for further functionalization. Its aromatic framework may also make it a candidate for evaluation in coatings and adhesives as a fragrance-related additive, subject to regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 113.24
    methanol 129.37
    isopropanol 81.36
    water 0.17
    ethyl acetate 175.61
    n-propanol 105.99
    acetone 120.18
    n-butanol 112.53
    acetonitrile 68.33
    DMF 100.45
    toluene 90.69
    isobutanol 70.22
    1,4-dioxane 310.06
    methyl acetate 125.22
    THF 268.75
    2-butanone 151.6
    n-pentanol 104.62
    sec-butanol 107.7
    n-hexane 13.09
    ethylene glycol 6.7
    NMP 85.4
    cyclohexane 23.37
    DMSO 133.44
    n-butyl acetate 98.36
    n-octanol 27.68
    chloroform 692.25
    n-propyl acetate 104.23
    acetic acid 132.54
    dichloromethane 557.63
    cyclohexanone 193.17
    propylene glycol 25.61
    isopropyl acetate 98.81
    DMAc 283.68
    2-ethoxyethanol 167.53
    isopentanol 97.37
    n-heptane 5.31
    ethyl formate 64.26
    1,2-dichloroethane 317.91
    n-hexanol 80.5
    2-methoxyethanol 149.43
    isobutyl acetate 73.22
    tetrachloromethane 51.18
    n-pentyl acetate 63.01
    transcutol 555.21
    n-heptanol 40.19
    ethylbenzene 53.05
    MIBK 84.04
    2-propoxyethanol 137.66
    tert-butanol 124.8
    MTBE 162.07
    2-butoxyethanol 89.37
    propionic acid 75.18
    o-xylene 55.19
    formic acid 35.71
    diethyl ether 199.44
    m-xylene 51.24
    p-xylene 70.15
    chlorobenzene 116.52
    dimethyl carbonate 37.92
    n-octane 2.86
    formamide 54.8
    cyclopentanone 137.08
    2-pentanone 114.88
    anisole 103.66
    cyclopentyl methyl ether 112.61
    gamma-butyrolactone 126.15
    1-methoxy-2-propanol 115.4
    pyridine 173.51
    3-pentanone 109.64
    furfural 143.78
    n-dodecane 2.5
    diethylene glycol 70.66
    diisopropyl ether 38.04
    tert-amyl alcohol 127.78
    acetylacetone 125.36
    n-hexadecane 2.86
    acetophenone 99.87
    methyl propionate 89.87
    isopentyl acetate 96.6
    trichloroethylene 503.32
    n-nonanol 31.31
    cyclohexanol 93.54
    benzyl alcohol 81.78
    2-ethylhexanol 46.58
    isooctanol 35.95
    dipropyl ether 57.25
    1,2-dichlorobenzene 109.28
    ethyl lactate 44.39
    propylene carbonate 88.33
    n-methylformamide 43.71
    2-pentanol 73.65
    n-pentane 8.22
    1-propoxy-2-propanol 92.24
    1-methoxy-2-propyl acetate 107.85
    2-(2-methoxypropoxy) propanol 102.5
    mesitylene 30.62
    ε-caprolactone 157.15
    p-cymene 25.25
    epichlorohydrin 247.99
    1,1,1-trichloroethane 224.42
    2-aminoethanol 32.05
    morpholine-4-carbaldehyde 146.17
    sulfolane 140.43
    2,2,4-trimethylpentane 9.55
    2-methyltetrahydrofuran 186.4
    n-hexyl acetate 76.66
    isooctane 5.0
    2-(2-butoxyethoxy)ethanol 136.88
    sec-butyl acetate 85.22
    tert-butyl acetate 101.62
    decalin 12.37
    glycerin 33.58
    diglyme 261.75
    acrylic acid 53.61
    isopropyl myristate 31.34
    n-butyric acid 124.41
    acetyl acetate 96.5
    di(2-ethylhexyl) phthalate 38.77
    ethyl propionate 83.68
    nitromethane 160.59
    1,2-diethoxyethane 166.97
    benzonitrile 73.04
    trioctyl phosphate 23.35
    1-bromopropane 183.87
    gamma-valerolactone 202.11
    n-decanol 22.69
    triethyl phosphate 48.52
    4-methyl-2-pentanol 44.81
    propionitrile 69.42
    vinylene carbonate 83.59
    1,1,2-trichlorotrifluoroethane 154.39
    DMS 70.18
    cumene 35.06
    2-octanol 24.18
    2-hexanone 112.31
    octyl acetate 39.78
    limonene 35.57
    1,2-dimethoxyethane 253.69
    ethyl orthosilicate 51.21
    tributyl phosphate 32.52
    diacetone alcohol 97.83
    N,N-dimethylaniline 74.36
    acrylonitrile 63.78
    aniline 88.61
    1,3-propanediol 70.24
    bromobenzene 123.7
    dibromomethane 378.04
    1,1,2,2-tetrachloroethane 447.57
    2-methyl-cyclohexyl acetate 75.29
    tetrabutyl urea 40.34
    diisobutyl methanol 28.54
    2-phenylethanol 74.81
    styrene 63.23
    dioctyl adipate 54.23
    dimethyl sulfate 59.44
    ethyl butyrate 77.47
    methyl lactate 38.26
    butyl lactate 52.52
    diethyl carbonate 57.3
    propanediol butyl ether 63.47
    triethyl orthoformate 69.37
    p-tert-butyltoluene 23.92
    methyl 4-tert-butylbenzoate 79.42
    morpholine 298.04
    tert-butylamine 71.4
    n-dodecanol 16.8
    dimethoxymethane 116.53
    ethylene carbonate 74.07
    cyrene 88.35
    2-ethoxyethyl acetate 104.07
    2-ethylhexyl acetate 78.66
    1,2,4-trichlorobenzene 122.02
    4-methylpyridine 154.0
    dibutyl ether 49.99
    2,6-dimethyl-4-heptanol 28.54
    DEF 115.04
    dimethyl isosorbide 155.44
    tetrachloroethylene 260.18
    eugenol 80.79
    triacetin 92.36
    span 80 78.21
    1,4-butanediol 34.0
    1,1-dichloroethane 268.4
    2-methyl-1-pentanol 108.5
    methyl formate 31.97
    2-methyl-1-butanol 95.1
    n-decane 4.5
    butyronitrile 85.54
    3,7-dimethyl-1-octanol 35.73
    1-chlorooctane 22.11
    1-chlorotetradecane 8.96
    n-nonane 3.81
    undecane 3.19
    tert-butylcyclohexane 10.84
    cyclooctane 5.79
    cyclopentanol 59.41
    tetrahydropyran 284.83
    tert-amyl methyl ether 114.95
    2,5,8-trioxanonane 177.33
    1-hexene 56.89
    2-isopropoxyethanol 115.56
    2,2,2-trifluoroethanol 38.6
    methyl butyrate 110.94

    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