2-Ethyl-3-methoxypyrazine

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  • Identifiers

    CAS number
    25680-58-4

    Molecular formula
    C7H10N2O

    SMILES
    CCC1=NC=CN=C1OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 79.92%
    Green 74.58%
    Earthy 74.54%
    Roasted 63.67%
    Potato 54.85%
    Musty 54.06%
    Vegetable 53.8%
    Cocoa 48.27%
    Hazelnut 48.22%
    Chocolate 37.39%

     

    Flavor
    Nutty 67.81%
    Earthy 58.21%
    Potato 49.01%
    Roasted 43.37%
    Musty 40.49%
    Green 37.33%
    Coffee 36.32%
    Hazelnut 35.84%
    Raw 35.0%
    Vegetable 34.58%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    5.44 (weak acid)

    Molecular weight
    138.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 90.00 °C. @ 40.00 mm Hg

    Flash point

    • 82.18 ˚C est.

  • Synonyms

    • 2-ETHYL-3-METHOXYPYRAZINE
    • 25680-58-4
    • 2-Methoxy-3-ethylpyrazine
    • Pyrazine, 2-ethyl-3-methoxy-
    • 3-ethyl-2-methoxypyrazine
    • UNII-ZBM5LD0WE9
    • ZBM5LD0WE9
    • 2-Ethyl-3-methoxy-pyrazine
    • Pyrazine, 3-ethyl-2-methoxy
    • EINECS 247-184-0
    • MFCD00006129
    • DTXSID1067124
    • FEMA NO. 3280, 2-ETHYL-3-METHOXY-
    • CHEMBL328465
    • SCHEMBL1607631
    • DTXCID0037360
    • CHEBI:193648
    • 2-Ethyl-3-methoxypyrazine, 99%
    • AC7777
    • AKOS006222986
    • DS-14874
    • SY032230
    • 2-Ethyl-3-methoxypyrazine, >=99%, FG
    • DB-046757
    • CS-0152548
    • NS00021949
    • A817971
    • Q27295282
    • 247-184-0

  • Applications

    2-Ethyl-3-methoxypyrazine (2E3MP, CAS 25680-58-4) is an ultra-potent aroma molecule with a sub-ppt odour threshold that imparts the characteristic “green” notes of bell pepper, fresh peas, asparagus and grape leaves; consequently it is widely employed by flavourists to add freshness and naturality to soft drinks, craft beers, plant-based meats, instant soups, vegetable snacks, salsa sauces, barbecue seasonings and fine fragrances inspired by “cool garden” or “rain-washed forest”; in oenology it serves as a tuning agent to rebalance overly jammy wines and as an internal GC-MS standard when quantifying the green character of Cabernet grapes; in pest-management research it acts as a kairomone, luring parasitic wasps and leaf-feeding flies for the design of biological traps; its thermal stability also makes 2E3MP useful in roasted coffee flavour compositions and in deodorising pellets for smart packaging, while in sensory science it is an indispensable reference compound for training panels to recognise damp-earth and cut-grass nuances.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 526.17
    methanol 833.13
    isopropanol 339.82
    water 14.78
    ethyl acetate 944.47
    n-propanol 418.9
    acetone 1235.66
    n-butanol 370.31
    acetonitrile 1385.78
    DMF 1256.55
    toluene 309.18
    isobutanol 331.69
    1,4-dioxane 1182.38
    methyl acetate 838.92
    THF 1191.33
    2-butanone 728.96
    n-pentanol 325.67
    sec-butanol 321.45
    n-hexane 60.72
    ethylene glycol 263.59
    NMP 976.68
    cyclohexane 109.51
    DMSO 1664.38
    n-butyl acetate 615.15
    n-octanol 173.0
    chloroform 2509.32
    n-propyl acetate 579.55
    acetic acid 1405.71
    dichloromethane 3389.0
    cyclohexanone 1032.33
    propylene glycol 173.77
    isopropyl acetate 433.89
    DMAc 704.71
    2-ethoxyethanol 709.53
    isopentanol 298.45
    n-heptane 49.96
    ethyl formate 912.12
    1,2-dichloroethane 1781.44
    n-hexanol 259.56
    2-methoxyethanol 973.47
    isobutyl acetate 278.3
    tetrachloromethane 547.73
    n-pentyl acetate 356.18
    transcutol 924.23
    n-heptanol 166.65
    ethylbenzene 198.07
    MIBK 296.75
    2-propoxyethanol 525.81
    tert-butanol 408.91
    MTBE 394.53
    2-butoxyethanol 351.41
    propionic acid 673.26
    o-xylene 223.98
    formic acid 732.75
    diethyl ether 575.02
    m-xylene 218.46
    p-xylene 296.26
    chlorobenzene 817.56
    dimethyl carbonate 380.93
    n-octane 28.69
    formamide 974.19
    cyclopentanone 1226.62
    2-pentanone 591.5
    anisole 416.04
    cyclopentyl methyl ether 556.26
    gamma-butyrolactone 1866.12
    1-methoxy-2-propanol 530.95
    pyridine 1162.38
    3-pentanone 494.09
    furfural 1763.35
    n-dodecane 24.69
    diethylene glycol 472.84
    diisopropyl ether 155.45
    tert-amyl alcohol 371.01
    acetylacetone 744.67
    n-hexadecane 28.77
    acetophenone 419.5
    methyl propionate 707.28
    isopentyl acetate 415.25
    trichloroethylene 3165.82
    n-nonanol 148.67
    cyclohexanol 345.73
    benzyl alcohol 367.38
    2-ethylhexanol 184.74
    isooctanol 145.79
    dipropyl ether 250.78
    1,2-dichlorobenzene 755.86
    ethyl lactate 253.99
    propylene carbonate 987.27
    n-methylformamide 1076.12
    2-pentanol 237.87
    n-pentane 58.77
    1-propoxy-2-propanol 340.74
    1-methoxy-2-propyl acetate 382.92
    2-(2-methoxypropoxy) propanol 224.47
    mesitylene 157.29
    ε-caprolactone 941.63
    p-cymene 142.39
    epichlorohydrin 1857.26
    1,1,1-trichloroethane 1474.99
    2-aminoethanol 352.67
    morpholine-4-carbaldehyde 1095.46
    sulfolane 1979.39
    2,2,4-trimethylpentane 46.01
    2-methyltetrahydrofuran 849.4
    n-hexyl acetate 410.81
    isooctane 29.37
    2-(2-butoxyethoxy)ethanol 338.99
    sec-butyl acetate 295.62
    tert-butyl acetate 381.2
    decalin 61.52
    glycerin 315.39
    diglyme 777.14
    acrylic acid 773.11
    isopropyl myristate 141.37
    n-butyric acid 795.03
    acetyl acetate 649.9
    di(2-ethylhexyl) phthalate 143.41
    ethyl propionate 480.19
    nitromethane 2606.58
    1,2-diethoxyethane 461.85
    benzonitrile 783.1
    trioctyl phosphate 128.17
    1-bromopropane 742.83
    gamma-valerolactone 1583.34
    n-decanol 112.38
    triethyl phosphate 193.46
    4-methyl-2-pentanol 135.66
    propionitrile 825.71
    vinylene carbonate 1103.91
    1,1,2-trichlorotrifluoroethane 1184.04
    DMS 400.12
    cumene 144.05
    2-octanol 139.41
    2-hexanone 443.19
    octyl acetate 195.38
    limonene 180.46
    1,2-dimethoxyethane 1088.27
    ethyl orthosilicate 177.55
    tributyl phosphate 168.44
    diacetone alcohol 347.95
    N,N-dimethylaniline 253.04
    acrylonitrile 1332.89
    aniline 457.0
    1,3-propanediol 469.28
    bromobenzene 897.57
    dibromomethane 1923.84
    1,1,2,2-tetrachloroethane 2080.93
    2-methyl-cyclohexyl acetate 241.49
    tetrabutyl urea 194.62
    diisobutyl methanol 118.67
    2-phenylethanol 293.95
    styrene 279.67
    dioctyl adipate 195.91
    dimethyl sulfate 627.84
    ethyl butyrate 417.6
    methyl lactate 304.84
    butyl lactate 256.51
    diethyl carbonate 324.68
    propanediol butyl ether 276.02
    triethyl orthoformate 257.26
    p-tert-butyltoluene 127.79
    methyl 4-tert-butylbenzoate 274.3
    morpholine 1035.83
    tert-butylamine 252.48
    n-dodecanol 88.63
    dimethoxymethane 780.92
    ethylene carbonate 910.74
    cyrene 277.1
    2-ethoxyethyl acetate 429.44
    2-ethylhexyl acetate 340.26
    1,2,4-trichlorobenzene 857.98
    4-methylpyridine 920.38
    dibutyl ether 229.29
    2,6-dimethyl-4-heptanol 118.67
    DEF 691.94
    dimethyl isosorbide 446.21
    tetrachloroethylene 1701.25
    eugenol 307.34
    triacetin 336.41
    span 80 209.93
    1,4-butanediol 273.02
    1,1-dichloroethane 1492.27
    2-methyl-1-pentanol 273.12
    methyl formate 1113.95
    2-methyl-1-butanol 309.21
    n-decane 36.84
    butyronitrile 814.23
    3,7-dimethyl-1-octanol 156.61
    1-chlorooctane 158.71
    1-chlorotetradecane 65.86
    n-nonane 37.04
    undecane 29.25
    tert-butylcyclohexane 56.8
    cyclooctane 42.22
    cyclopentanol 437.89
    tetrahydropyran 811.53
    tert-amyl methyl ether 309.19
    2,5,8-trioxanonane 430.28
    1-hexene 189.34
    2-isopropoxyethanol 406.24
    2,2,2-trifluoroethanol 612.42
    methyl butyrate 672.43

    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