2-Ethenyl-6-methylpyrazine

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  • Identifiers

    CAS number
    13925-09-2

    Molecular formula
    C7H8N2

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

    Safety labels

  • Odor profile

    Fragrance
    Nutty 52.26%
    Roasted 49.5%
    Burnt 40.71%
    Popcorn 37.41%
    Coffee 33.97%
    Musty 33.04%
    Cocoa 32.0%
    Earthy 31.93%
    Hazelnut 31.74%
    Potato 29.8%

     

    Flavor
    Nutty 55.44%
    Cocoa 42.52%
    Roasted 39.88%
    Popcorn 33.21%
    Hazelnut 32.28%
    Coffee 32.19%
    Chocolate 30.26%
    Roast 29.83%
    Bitter 27.87%
    Corn 27.45%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    3.91 (weak acid)

    Molecular weight
    120.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    190°C

    Flash point

    • 64.97 ˚C est.

  • Synonyms

    • 2-Ethenyl-6-methylpyrazine
    • 13925-09-2
    • DTXSID70930406
    • RefChem:1062981
    • DTXCID201359133
    • Pyrazine, 2-ethenyl-6-methyl-
    • 2-Methyl-6-vinylpyrazine
    • 2-Methyl-6-vinyl-pyrazine
    • Pyrazine, 2-methyl-6-vinyl-
    • MFCD22200211
    • 2-Methyl-6-vinyl-pyrazine (~1% Hydroquinone as stabilizer)
    • 2-Vinyl-6-methylpyrazine
    • 2-ethenyl-6-methyl pyrazine
    • 2-Ethenyl-6-methylpyrazine; 2-Methyl-6-ethenylpyrazine; 2-Methyl-6-vinylpyrazine; 2-Vinyl-6-methylpyrazine; 6-Methyl-2-vinylpyrazine; 2-Ethenyl-6-methyl-pyrazine
    • 6-methyl-2-vinylpyrazine
    • SCHEMBL5212754
    • CHEBI:184348
    • KZXOOWGVLDEHDT-UHFFFAOYSA-N
    • BS-52425
    • SY024425
    • E84653
    • EN300-263260
    • F828204
    • 13925-09-2

  • Applications

    2-Ethenyl-6-methylpyrazine (CAS 13925-09-2) is primarily used as an odorant in perfumery and as a flavor/aroma component in food-related formulations, reflecting its pyrazine-derived aroma profile; it can also serve as a fragrance ingredient in cosmetics and personal care products, and as a volatile additive in household cleaners and air fresheners; the vinyl substituent enables it to function as a reactive monomer or chemical intermediate for organic synthesis, including the preparation of specialty polymers or functional materials; and it is often evaluated as a building block or precursor for agrochemical or pharmaceutical syntheses, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 87.13
    methanol 113.13
    isopropanol 73.58
    water 1.68
    ethyl acetate 146.88
    n-propanol 90.31
    acetone 192.05
    n-butanol 86.44
    acetonitrile 107.05
    DMF 259.85
    toluene 104.01
    isobutanol 77.55
    1,4-dioxane 246.92
    methyl acetate 135.35
    THF 347.9
    2-butanone 180.26
    n-pentanol 86.29
    sec-butanol 86.93
    n-hexane 39.78
    ethylene glycol 35.83
    NMP 341.56
    cyclohexane 37.13
    DMSO 296.56
    n-butyl acetate 148.66
    n-octanol 67.58
    chloroform 301.48
    n-propyl acetate 101.75
    acetic acid 107.79
    dichloromethane 321.49
    cyclohexanone 243.21
    propylene glycol 39.06
    isopropyl acetate 88.3
    DMAc 295.24
    2-ethoxyethanol 118.99
    isopentanol 80.85
    n-heptane 34.62
    ethyl formate 104.52
    1,2-dichloroethane 208.08
    n-hexanol 121.2
    2-methoxyethanol 149.52
    isobutyl acetate 77.64
    tetrachloromethane 78.65
    n-pentyl acetate 90.6
    transcutol 307.12
    n-heptanol 61.59
    ethylbenzene 68.7
    MIBK 94.36
    2-propoxyethanol 167.11
    tert-butanol 98.49
    MTBE 128.05
    2-butoxyethanol 92.17
    propionic acid 99.04
    o-xylene 83.52
    formic acid 39.73
    diethyl ether 144.0
    m-xylene 84.74
    p-xylene 90.92
    chlorobenzene 146.1
    dimethyl carbonate 72.75
    n-octane 17.3
    formamide 39.59
    cyclopentanone 312.97
    2-pentanone 138.22
    anisole 116.73
    cyclopentyl methyl ether 194.12
    gamma-butyrolactone 312.56
    1-methoxy-2-propanol 121.31
    pyridine 173.58
    3-pentanone 144.34
    furfural 279.83
    n-dodecane 14.79
    diethylene glycol 120.09
    diisopropyl ether 59.2
    tert-amyl alcohol 106.07
    acetylacetone 152.42
    n-hexadecane 16.56
    acetophenone 115.89
    methyl propionate 132.34
    isopentyl acetate 124.95
    trichloroethylene 343.4
    n-nonanol 59.64
    cyclohexanol 99.38
    benzyl alcohol 86.76
    2-ethylhexanol 95.24
    isooctanol 54.19
    dipropyl ether 115.33
    1,2-dichlorobenzene 144.43
    ethyl lactate 62.12
    propylene carbonate 172.01
    n-methylformamide 99.7
    2-pentanol 70.33
    n-pentane 30.72
    1-propoxy-2-propanol 130.24
    1-methoxy-2-propyl acetate 123.36
    2-(2-methoxypropoxy) propanol 108.43
    mesitylene 61.1
    ε-caprolactone 198.73
    p-cymene 63.16
    epichlorohydrin 295.27
    1,1,1-trichloroethane 200.41
    2-aminoethanol 51.77
    morpholine-4-carbaldehyde 267.38
    sulfolane 419.87
    2,2,4-trimethylpentane 27.09
    2-methyltetrahydrofuran 255.98
    n-hexyl acetate 125.62
    isooctane 18.54
    2-(2-butoxyethoxy)ethanol 130.2
    sec-butyl acetate 74.66
    tert-butyl acetate 99.15
    decalin 32.52
    glycerin 61.35
    diglyme 223.81
    acrylic acid 96.11
    isopropyl myristate 60.05
    n-butyric acid 117.16
    acetyl acetate 93.6
    di(2-ethylhexyl) phthalate 64.85
    ethyl propionate 102.26
    nitromethane 173.43
    1,2-diethoxyethane 147.84
    benzonitrile 125.06
    trioctyl phosphate 50.57
    1-bromopropane 143.42
    gamma-valerolactone 294.26
    n-decanol 50.51
    triethyl phosphate 66.23
    4-methyl-2-pentanol 50.48
    propionitrile 103.51
    vinylene carbonate 162.36
    1,1,2-trichlorotrifluoroethane 180.78
    DMS 112.71
    cumene 60.36
    2-octanol 49.92
    2-hexanone 124.15
    octyl acetate 76.03
    limonene 83.93
    1,2-dimethoxyethane 212.63
    ethyl orthosilicate 65.73
    tributyl phosphate 62.46
    diacetone alcohol 102.73
    N,N-dimethylaniline 97.99
    acrylonitrile 121.29
    aniline 98.38
    1,3-propanediol 71.05
    bromobenzene 161.96
    dibromomethane 230.58
    1,1,2,2-tetrachloroethane 274.87
    2-methyl-cyclohexyl acetate 96.05
    tetrabutyl urea 78.37
    diisobutyl methanol 56.13
    2-phenylethanol 105.28
    styrene 80.17
    dioctyl adipate 80.76
    dimethyl sulfate 137.53
    ethyl butyrate 113.23
    methyl lactate 71.18
    butyl lactate 70.49
    diethyl carbonate 79.68
    propanediol butyl ether 87.46
    triethyl orthoformate 82.34
    p-tert-butyltoluene 59.98
    methyl 4-tert-butylbenzoate 97.01
    morpholine 207.94
    tert-butylamine 70.62
    n-dodecanol 43.43
    dimethoxymethane 171.2
    ethylene carbonate 131.58
    cyrene 115.03
    2-ethoxyethyl acetate 111.04
    2-ethylhexyl acetate 109.89
    1,2,4-trichlorobenzene 170.6
    4-methylpyridine 191.48
    dibutyl ether 101.04
    2,6-dimethyl-4-heptanol 56.13
    DEF 181.79
    dimethyl isosorbide 186.43
    tetrachloroethylene 187.25
    eugenol 101.0
    triacetin 109.08
    span 80 91.48
    1,4-butanediol 49.6
    1,1-dichloroethane 190.71
    2-methyl-1-pentanol 90.72
    methyl formate 104.55
    2-methyl-1-butanol 88.93
    n-decane 21.58
    butyronitrile 109.43
    3,7-dimethyl-1-octanol 69.47
    1-chlorooctane 65.83
    1-chlorotetradecane 33.17
    n-nonane 23.13
    undecane 17.42
    tert-butylcyclohexane 33.05
    cyclooctane 19.32
    cyclopentanol 117.91
    tetrahydropyran 212.16
    tert-amyl methyl ether 122.08
    2,5,8-trioxanonane 162.25
    1-hexene 83.68
    2-isopropoxyethanol 97.5
    2,2,2-trifluoroethanol 53.71
    methyl butyrate 131.04

    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