2-Ethenyl-3,5-dimethylpyrazine

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  • Identifiers

    CAS number
    157615-33-3

    Molecular formula
    C8H10N2

    SMILES
    CC1=CN=C(C(=N1)C)C=C

  • Odor profile

    Fragrance
    Roasted 55.03%
    Nutty 53.89%
    Earthy 48.68%
    Burnt 45.62%
    Musty 42.19%
    Hazelnut 40.16%
    Popcorn 39.64%
    Coffee 39.26%
    Cocoa 36.66%
    Potato 35.33%

     

    Flavor
    Nutty 64.92%
    Cocoa 52.61%
    Roasted 51.22%
    Hazelnut 42.09%
    Popcorn 41.23%
    Coffee 40.61%
    Roast 40.1%
    Chocolate 37.74%
    Musty 36.73%
    Corn 36.06%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    4.24 (weak acid)

    Molecular weight
    134.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 183.00 to 184.00 °C. @ 760.00 mm Hg

    Flash point

    • 74.19 ˚C est.

  • Synonyms

    • 2-ethenyl-3,5-dimethylpyrazine
    • 157615-33-3
    • 3,5-Dimethyl-2-vinylpyrazine
    • 2-Ethenyl-3,5-dimethylpyrazine, 9CI
    • ethenyl-dimethylpyrazine,2-ethenyl-3,5-dimethylpyrazine
    • Pyrazine, 2-ethenyl-3,5-dimethyl-
    • ethenyl dimethyl pyrazine
    • X5UEC9D2KU
    • SCHEMBL1311900
    • CHEBI:179426
    • DTXSID801306249
    • Pyrazine, 2-ethenyl-3,5-dimethyl
    • 3,5-Dimethyl-2-vinylpyrazine (stabilized with 0.1% 4-tert-butylcatechol)
    • AKOS006373891
    • EN300-1700138

  • Applications

    For 2-Ethenyl-3,5-dimethylpyrazine (CAS 157615-33-3), its vinyl group on a dimethylpyrazine ring provides a useful building block for organic synthesis; real-world applications include fragrance and odorant components in perfumery and cosmetics, an intermediate in organic synthesis and heterocyclic chemistry, a vinyl-functional monomer or crosslinking precursor in specialty polymers and coatings, and a potential precursor in pharmaceutical and agricultural research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 222.68
    methanol 310.07
    isopropanol 139.92
    water 2.59
    ethyl acetate 217.59
    n-propanol 191.54
    acetone 208.31
    n-butanol 190.48
    acetonitrile 203.75
    DMF 262.51
    toluene 190.23
    isobutanol 153.5
    1,4-dioxane 372.08
    methyl acetate 193.55
    THF 568.65
    2-butanone 218.08
    n-pentanol 168.53
    sec-butanol 166.23
    n-hexane 104.13
    ethylene glycol 45.04
    NMP 363.54
    cyclohexane 151.89
    DMSO 246.17
    n-butyl acetate 290.03
    n-octanol 124.77
    chloroform 651.23
    n-propyl acetate 154.59
    acetic acid 168.18
    dichloromethane 799.65
    cyclohexanone 349.75
    propylene glycol 44.98
    isopropyl acetate 119.01
    DMAc 264.5
    2-ethoxyethanol 169.87
    isopentanol 155.94
    n-heptane 115.64
    ethyl formate 193.46
    1,2-dichloroethane 363.91
    n-hexanol 238.62
    2-methoxyethanol 220.51
    isobutyl acetate 110.26
    tetrachloromethane 198.2
    n-pentyl acetate 158.84
    transcutol 391.02
    n-heptanol 110.93
    ethylbenzene 126.24
    MIBK 116.98
    2-propoxyethanol 259.67
    tert-butanol 150.62
    MTBE 189.09
    2-butoxyethanol 140.21
    propionic acid 140.9
    o-xylene 138.91
    formic acid 78.5
    diethyl ether 296.54
    m-xylene 137.05
    p-xylene 176.52
    chlorobenzene 254.68
    dimethyl carbonate 91.19
    n-octane 44.68
    formamide 89.18
    cyclopentanone 370.44
    2-pentanone 182.41
    anisole 181.56
    cyclopentyl methyl ether 285.75
    gamma-butyrolactone 404.27
    1-methoxy-2-propanol 143.73
    pyridine 302.25
    3-pentanone 186.36
    furfural 341.19
    n-dodecane 33.26
    diethylene glycol 143.41
    diisopropyl ether 93.95
    tert-amyl alcohol 164.18
    acetylacetone 156.14
    n-hexadecane 36.8
    acetophenone 162.08
    methyl propionate 176.78
    isopentyl acetate 211.43
    trichloroethylene 536.93
    n-nonanol 105.72
    cyclohexanol 181.62
    benzyl alcohol 136.75
    2-ethylhexanol 168.67
    isooctanol 86.97
    dipropyl ether 252.67
    1,2-dichlorobenzene 242.82
    ethyl lactate 76.67
    propylene carbonate 233.87
    n-methylformamide 160.55
    2-pentanol 123.65
    n-pentane 91.82
    1-propoxy-2-propanol 183.68
    1-methoxy-2-propyl acetate 181.82
    2-(2-methoxypropoxy) propanol 140.9
    mesitylene 95.75
    ε-caprolactone 281.68
    p-cymene 126.45
    epichlorohydrin 423.44
    1,1,1-trichloroethane 353.82
    2-aminoethanol 84.41
    morpholine-4-carbaldehyde 285.96
    sulfolane 396.08
    2,2,4-trimethylpentane 44.78
    2-methyltetrahydrofuran 435.94
    n-hexyl acetate 205.27
    isooctane 29.0
    2-(2-butoxyethoxy)ethanol 172.57
    sec-butyl acetate 104.82
    tert-butyl acetate 119.91
    decalin 68.93
    glycerin 56.43
    diglyme 300.34
    acrylic acid 119.12
    isopropyl myristate 97.99
    n-butyric acid 199.36
    acetyl acetate 128.23
    di(2-ethylhexyl) phthalate 95.28
    ethyl propionate 148.94
    nitromethane 209.79
    1,2-diethoxyethane 273.82
    benzonitrile 209.26
    trioctyl phosphate 77.54
    1-bromopropane 302.6
    gamma-valerolactone 354.79
    n-decanol 86.59
    triethyl phosphate 109.09
    4-methyl-2-pentanol 75.66
    propionitrile 213.43
    vinylene carbonate 241.14
    1,1,2-trichlorotrifluoroethane 199.48
    DMS 150.88
    cumene 104.13
    2-octanol 88.15
    2-hexanone 166.86
    octyl acetate 122.54
    limonene 171.7
    1,2-dimethoxyethane 330.59
    ethyl orthosilicate 110.11
    tributyl phosphate 101.16
    diacetone alcohol 110.5
    N,N-dimethylaniline 143.37
    acrylonitrile 204.46
    aniline 157.97
    1,3-propanediol 120.48
    bromobenzene 303.88
    dibromomethane 534.62
    1,1,2,2-tetrachloroethane 392.59
    2-methyl-cyclohexyl acetate 167.53
    tetrabutyl urea 119.39
    diisobutyl methanol 91.83
    2-phenylethanol 170.14
    styrene 150.28
    dioctyl adipate 124.81
    dimethyl sulfate 118.32
    ethyl butyrate 210.77
    methyl lactate 70.67
    butyl lactate 97.66
    diethyl carbonate 155.92
    propanediol butyl ether 103.91
    triethyl orthoformate 153.01
    p-tert-butyltoluene 109.35
    methyl 4-tert-butylbenzoate 134.83
    morpholine 336.31
    tert-butylamine 129.87
    n-dodecanol 73.44
    dimethoxymethane 236.81
    ethylene carbonate 197.87
    cyrene 137.99
    2-ethoxyethyl acetate 176.16
    2-ethylhexyl acetate 195.68
    1,2,4-trichlorobenzene 236.11
    4-methylpyridine 296.36
    dibutyl ether 198.36
    2,6-dimethyl-4-heptanol 91.83
    DEF 224.1
    dimethyl isosorbide 267.23
    tetrachloroethylene 306.88
    eugenol 132.06
    triacetin 148.17
    span 80 129.76
    1,4-butanediol 76.97
    1,1-dichloroethane 329.07
    2-methyl-1-pentanol 162.52
    methyl formate 163.0
    2-methyl-1-butanol 161.88
    n-decane 49.83
    butyronitrile 246.79
    3,7-dimethyl-1-octanol 116.18
    1-chlorooctane 124.95
    1-chlorotetradecane 61.63
    n-nonane 55.0
    undecane 38.87
    tert-butylcyclohexane 62.31
    cyclooctane 60.52
    cyclopentanol 207.85
    tetrahydropyran 411.13
    tert-amyl methyl ether 168.41
    2,5,8-trioxanonane 224.97
    1-hexene 185.92
    2-isopropoxyethanol 126.1
    2,2,2-trifluoroethanol 73.36
    methyl butyrate 189.04

    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