2-Methyl-5-vinylpyrazine

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  • Identifiers

    CAS number
    13925-08-1

    Molecular formula
    C7H8N2

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

  • Odor profile

    Fragrance
    Nutty 61.88%
    Roasted 51.53%
    Burnt 42.53%
    Popcorn 41.08%
    Musty 40.18%
    Green 39.49%
    Earthy 38.59%
    Cocoa 37.66%
    Coffee 36.5%
    Hazelnut 34.66%

     

    Flavor
    Nutty 64.41%
    Cocoa 47.02%
    Roasted 42.07%
    Popcorn 40.62%
    Coffee 38.09%
    Hazelnut 36.01%
    Chocolate 35.96%
    Roast 34.65%
    Corn 33.61%
    Musty 33.2%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    3.82 (weak acid)

    Molecular weight
    120.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point

    • 65.00 to 66.00 °C. @ 12.00 mm Hg

    Flash point

    • 72.46 ˚C est.

    Solubility expt.

    • Very slightly soluble in water; Soluble in acetone
    • Soluble (in ethanol)

  • Synonyms

    • 2-METHYL-5-VINYLPYRAZINE
    • 13925-08-1
    • 2-Ethenyl-5-methylpyrazine
    • Pyrazine, 2-ethenyl-5-methyl-
    • 2-methyl-5-vinyl-pyrazine
    • Pyrazine, 2-methyl-5-vinyl-
    • 2-Vinyl-5-methylpyrazine
    • 2-Methyl-5-vinyl pyrazine
    • 2-Methyl-5-ethenylpyrazine
    • 2-ethenyl-5-methyl pyrazine
    • Pyrazine, 2-vinyl,5-methyl
    • UNII-11651I3458
    • 2-ethenyl-5-methyl-pyrazine
    • DTXSID6065680
    • FEMA NO. 3211
    • 5-METHYL-2-VINYLPYRAZINE
    • 2-Ethenyl-5-methylpyrazine, 9CI
    • 11651I3458
    • 2-Methyl-5-vinylpyrazine, 99per cent
    • 2-METHYL-5-VINYLPYRAZINE [FHFI]
    • SCHEMBL934260
    • DTXCID0034516
    • CHEBI:193693
    • AKOS006229447
    • PS-17802
    • NS00122442
    • F89245
    • EN300-1836194
    • Q27251288

  • Applications

    2-Methyl-5-vinylpyrazine (CAS 13925-08-1) is used primarily as an aroma compound in perfumery and cosmetics, delivering roasted and nutty notes; it is also evaluated as a flavor ingredient in select food and beverage formulations under appropriate regulatory control. In household products, it can serve as a fragrance component in cleaners and air fresheners. The vinyl functionality enables exploration as a reactive intermediate or building block in specialty polymers or materials research, and it may be used as an intermediate in organic synthesis for fragrance-related compounds, with usage governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 53.19
    methanol 50.6
    isopropanol 39.0
    water 0.99
    ethyl acetate 41.66
    n-propanol 49.49
    acetone 53.07
    n-butanol 46.39
    acetonitrile 59.43
    DMF 91.95
    toluene 53.29
    isobutanol 42.1
    1,4-dioxane 89.84
    methyl acetate 52.88
    THF 134.28
    2-butanone 64.21
    n-pentanol 43.27
    sec-butanol 45.9
    n-hexane 9.8
    ethylene glycol 14.34
    NMP 106.39
    cyclohexane 19.61
    DMSO 112.93
    n-butyl acetate 60.64
    n-octanol 34.51
    chloroform 194.09
    n-propyl acetate 33.06
    acetic acid 60.43
    dichloromethane 207.93
    cyclohexanone 95.17
    propylene glycol 20.63
    isopropyl acetate 24.53
    DMAc 122.13
    2-ethoxyethanol 48.69
    isopentanol 40.49
    n-heptane 17.78
    ethyl formate 55.29
    1,2-dichloroethane 84.05
    n-hexanol 58.72
    2-methoxyethanol 64.56
    isobutyl acetate 25.3
    tetrachloromethane 38.75
    n-pentyl acetate 34.64
    transcutol 148.61
    n-heptanol 31.52
    ethylbenzene 32.03
    MIBK 27.54
    2-propoxyethanol 65.53
    tert-butanol 47.86
    MTBE 39.92
    2-butoxyethanol 45.71
    propionic acid 49.5
    o-xylene 44.77
    formic acid 22.4
    diethyl ether 36.39
    m-xylene 35.44
    p-xylene 48.75
    chlorobenzene 71.84
    dimethyl carbonate 20.88
    n-octane 7.13
    formamide 29.08
    cyclopentanone 101.3
    2-pentanone 38.63
    anisole 48.43
    cyclopentyl methyl ether 57.91
    gamma-butyrolactone 105.16
    1-methoxy-2-propanol 49.16
    pyridine 117.12
    3-pentanone 39.68
    furfural 131.64
    n-dodecane 7.25
    diethylene glycol 42.96
    diisopropyl ether 14.43
    tert-amyl alcohol 50.05
    acetylacetone 37.82
    n-hexadecane 8.01
    acetophenone 47.42
    methyl propionate 40.92
    isopentyl acetate 49.57
    trichloroethylene 164.22
    n-nonanol 30.73
    cyclohexanol 48.69
    benzyl alcohol 44.42
    2-ethylhexanol 45.9
    isooctanol 25.27
    dipropyl ether 49.27
    1,2-dichlorobenzene 66.24
    ethyl lactate 23.81
    propylene carbonate 70.57
    n-methylformamide 47.31
    2-pentanol 30.52
    n-pentane 10.52
    1-propoxy-2-propanol 55.56
    1-methoxy-2-propyl acetate 43.29
    2-(2-methoxypropoxy) propanol 57.35
    mesitylene 23.23
    ε-caprolactone 79.01
    p-cymene 34.55
    epichlorohydrin 114.52
    1,1,1-trichloroethane 87.84
    2-aminoethanol 28.49
    morpholine-4-carbaldehyde 90.5
    sulfolane 124.03
    2,2,4-trimethylpentane 8.68
    2-methyltetrahydrofuran 99.62
    n-hexyl acetate 49.12
    isooctane 4.96
    2-(2-butoxyethoxy)ethanol 64.27
    sec-butyl acetate 23.35
    tert-butyl acetate 27.12
    decalin 12.63
    glycerin 27.4
    diglyme 104.53
    acrylic acid 45.7
    isopropyl myristate 27.55
    n-butyric acid 62.45
    acetyl acetate 30.76
    di(2-ethylhexyl) phthalate 35.62
    ethyl propionate 30.67
    nitromethane 73.24
    1,2-diethoxyethane 58.59
    benzonitrile 67.67
    trioctyl phosphate 24.4
    1-bromopropane 66.34
    gamma-valerolactone 101.58
    n-decanol 26.07
    triethyl phosphate 31.59
    4-methyl-2-pentanol 21.52
    propionitrile 59.92
    vinylene carbonate 74.99
    1,1,2-trichlorotrifluoroethane 78.38
    DMS 38.22
    cumene 27.37
    2-octanol 22.59
    2-hexanone 39.43
    octyl acetate 34.26
    limonene 44.77
    1,2-dimethoxyethane 83.4
    ethyl orthosilicate 30.77
    tributyl phosphate 29.26
    diacetone alcohol 35.31
    N,N-dimethylaniline 44.13
    acrylonitrile 68.82
    aniline 55.5
    1,3-propanediol 38.47
    bromobenzene 76.5
    dibromomethane 141.34
    1,1,2,2-tetrachloroethane 121.01
    2-methyl-cyclohexyl acetate 47.91
    tetrabutyl urea 38.11
    diisobutyl methanol 26.65
    2-phenylethanol 53.09
    styrene 38.36
    dioctyl adipate 41.98
    dimethyl sulfate 38.32
    ethyl butyrate 50.79
    methyl lactate 27.36
    butyl lactate 32.05
    diethyl carbonate 40.57
    propanediol butyl ether 39.81
    triethyl orthoformate 41.01
    p-tert-butyltoluene 29.84
    methyl 4-tert-butylbenzoate 50.28
    morpholine 87.54
    tert-butylamine 36.06
    n-dodecanol 23.25
    dimethoxymethane 50.72
    ethylene carbonate 56.57
    cyrene 53.94
    2-ethoxyethyl acetate 41.6
    2-ethylhexyl acetate 44.31
    1,2,4-trichlorobenzene 78.01
    4-methylpyridine 99.66
    dibutyl ether 43.52
    2,6-dimethyl-4-heptanol 26.65
    DEF 59.89
    dimethyl isosorbide 92.46
    tetrachloroethylene 82.38
    eugenol 50.89
    triacetin 45.34
    span 80 52.07
    1,4-butanediol 22.24
    1,1-dichloroethane 85.69
    2-methyl-1-pentanol 43.8
    methyl formate 40.92
    2-methyl-1-butanol 42.95
    n-decane 10.08
    butyronitrile 65.63
    3,7-dimethyl-1-octanol 35.12
    1-chlorooctane 28.58
    1-chlorotetradecane 15.43
    n-nonane 9.35
    undecane 8.36
    tert-butylcyclohexane 11.52
    cyclooctane 7.06
    cyclopentanol 58.75
    tetrahydropyran 85.24
    tert-amyl methyl ether 37.57
    2,5,8-trioxanonane 90.39
    1-hexene 29.57
    2-isopropoxyethanol 37.29
    2,2,2-trifluoroethanol 25.67
    methyl butyrate 43.84

    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