2-Ethoxy-3-methylpyrazine

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  • Identifiers

    CAS number
    32737-14-7

    Molecular formula
    C7H10N2O

    SMILES
    CCOC1=NC=CN=C1C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 76.29%
    Roasted 71.57%
    Earthy 60.86%
    Hazelnut 52.33%
    Cocoa 44.97%
    Potato 43.7%
    Musty 42.9%
    Almond 40.35%
    Chocolate 38.84%
    Coffee 38.58%

     

    Flavor
    Nutty 49.84%
    Earthy 42.83%
    Sweet 38.18%
    Potato 37.53%
    Roasted 37.44%
    Coffee 37.31%
    Musty 34.25%
    Cocoa 32.3%
    Caramel 29.94%
    Burnt 28.29%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    4.47 (weak acid)

    Molecular weight
    138.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    216°C

    Flash point

    • 81.54 ˚C est.

  • Synonyms

    • 2-Ethoxy-3-methylpyrazine
    • 32737-14-7
    • 3-Ethoxy-2-methylpyrazine
    • 2-Methyl-3-ethoxypyrazine
    • Pyrazine, 2-ethoxy-3-methyl-
    • EINECS 251-184-6
    • UNII-P35895BBAF
    • Pyrazine, 3-ethoxy-2-methyl
    • P35895BBAF
    • DTXSID0067713
    • FEMA NO. 3569, 3-ETHOXY
    • 2-Ethoxyl-3-methylpyrazine
    • MFCD00038025
    • 2-Ethoxy-3-methyl-pyrazine
    • 2-Ethoxy-3(5)-methylpyrazine
    • CHEMBL330720
    • SCHEMBL2490706
    • DTXCID3038565
    • CHEBI:169119
    • AKOS008901338
    • AC-11167
    • AS-58503
    • BP-10747
    • DB-003266
    • CS-0207212
    • M0809
    • NS00022055
    • D91388
    • Q27286068

  • Applications

    2-Methyl-3(5 or 6)-ethoxypyrazine (CAS 32737-14-7) is an ultra-potent pyrazine odorant employed in flavor and fragrance creation to impart green bell-pepper, fresh pea, grassy and herbal nuances to seasonings, snacks, soups and canned foods; in oenology to adjust and deepen the varietal bouquet of Cabernet Sauvignon, Sauvignon Blanc and other musts lacking methoxypyrazines; as a GC-MS calibration standard for monitoring crop residues and quality; as a model compound in studies on flavor–protein interactions and chemical ecology (simulating insect alarm signals); and its powerful yet precise aroma allows niche perfumery, green-woody ambient scents for bio-based packaging, and environmentally friendly insect attractant or repellent formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 430.39
    methanol 730.07
    isopropanol 291.26
    water 12.36
    ethyl acetate 437.05
    n-propanol 356.44
    acetone 523.6
    n-butanol 283.27
    acetonitrile 740.52
    DMF 771.12
    toluene 282.34
    isobutanol 268.2
    1,4-dioxane 580.66
    methyl acetate 457.29
    THF 587.18
    2-butanone 429.76
    n-pentanol 254.86
    sec-butanol 285.7
    n-hexane 62.24
    ethylene glycol 179.58
    NMP 644.85
    cyclohexane 120.53
    DMSO 886.25
    n-butyl acetate 336.93
    n-octanol 169.68
    chloroform 1722.53
    n-propyl acetate 280.72
    acetic acid 669.72
    dichloromethane 2278.01
    cyclohexanone 553.01
    propylene glycol 136.23
    isopropyl acetate 210.8
    DMAc 671.58
    2-ethoxyethanol 426.85
    isopentanol 219.83
    n-heptane 69.63
    ethyl formate 512.85
    1,2-dichloroethane 1060.44
    n-hexanol 225.38
    2-methoxyethanol 576.57
    isobutyl acetate 159.59
    tetrachloromethane 372.66
    n-pentyl acetate 215.85
    transcutol 537.84
    n-heptanol 143.98
    ethylbenzene 187.44
    MIBK 161.27
    2-propoxyethanol 354.96
    tert-butanol 290.06
    MTBE 242.07
    2-butoxyethanol 234.11
    propionic acid 407.47
    o-xylene 223.28
    formic acid 336.59
    diethyl ether 319.0
    m-xylene 182.85
    p-xylene 286.54
    chlorobenzene 525.55
    dimethyl carbonate 214.74
    n-octane 37.81
    formamide 410.47
    cyclopentanone 589.76
    2-pentanone 287.25
    anisole 307.78
    cyclopentyl methyl ether 301.28
    gamma-butyrolactone 806.88
    1-methoxy-2-propanol 327.3
    pyridine 755.59
    3-pentanone 303.11
    furfural 896.6
    n-dodecane 36.81
    diethylene glycol 294.68
    diisopropyl ether 96.87
    tert-amyl alcohol 268.39
    acetylacetone 322.28
    n-hexadecane 41.1
    acetophenone 312.23
    methyl propionate 380.08
    isopentyl acetate 253.06
    trichloroethylene 1777.05
    n-nonanol 143.79
    cyclohexanol 273.03
    benzyl alcohol 289.49
    2-ethylhexanol 177.5
    isooctanol 116.74
    dipropyl ether 211.48
    1,2-dichlorobenzene 523.29
    ethyl lactate 182.06
    propylene carbonate 484.01
    n-methylformamide 531.9
    2-pentanol 181.66
    n-pentane 66.89
    1-propoxy-2-propanol 239.93
    1-methoxy-2-propyl acetate 230.95
    2-(2-methoxypropoxy) propanol 199.89
    mesitylene 128.42
    ε-caprolactone 490.07
    p-cymene 153.04
    epichlorohydrin 928.01
    1,1,1-trichloroethane 837.98
    2-aminoethanol 256.85
    morpholine-4-carbaldehyde 607.03
    sulfolane 900.9
    2,2,4-trimethylpentane 47.28
    2-methyltetrahydrofuran 481.92
    n-hexyl acetate 294.71
    isooctane 26.04
    2-(2-butoxyethoxy)ethanol 242.59
    sec-butyl acetate 168.2
    tert-butyl acetate 183.73
    decalin 68.95
    glycerin 199.79
    diglyme 550.32
    acrylic acid 433.59
    isopropyl myristate 129.98
    n-butyric acid 463.8
    acetyl acetate 293.08
    di(2-ethylhexyl) phthalate 139.35
    ethyl propionate 281.6
    nitromethane 861.99
    1,2-diethoxyethane 289.94
    benzonitrile 558.74
    trioctyl phosphate 106.28
    1-bromopropane 547.58
    gamma-valerolactone 676.23
    n-decanol 114.32
    triethyl phosphate 167.76
    4-methyl-2-pentanol 98.55
    propionitrile 574.07
    vinylene carbonate 593.33
    1,1,2-trichlorotrifluoroethane 641.88
    DMS 247.79
    cumene 143.68
    2-octanol 118.76
    2-hexanone 248.5
    octyl acetate 171.16
    limonene 195.87
    1,2-dimethoxyethane 683.44
    ethyl orthosilicate 150.77
    tributyl phosphate 138.6
    diacetone alcohol 190.79
    N,N-dimethylaniline 240.75
    acrylonitrile 757.35
    aniline 325.08
    1,3-propanediol 310.42
    bromobenzene 611.24
    dibromomethane 1336.54
    1,1,2,2-tetrachloroethane 1228.94
    2-methyl-cyclohexyl acetate 200.94
    tetrabutyl urea 170.4
    diisobutyl methanol 105.68
    2-phenylethanol 253.94
    styrene 246.73
    dioctyl adipate 185.88
    dimethyl sulfate 312.0
    ethyl butyrate 314.16
    methyl lactate 200.58
    butyl lactate 171.6
    diethyl carbonate 258.03
    propanediol butyl ether 187.41
    triethyl orthoformate 209.04
    p-tert-butyltoluene 132.52
    methyl 4-tert-butylbenzoate 236.06
    morpholine 553.55
    tert-butylamine 208.07
    n-dodecanol 94.15
    dimethoxymethane 466.31
    ethylene carbonate 456.8
    cyrene 217.39
    2-ethoxyethyl acetate 249.92
    2-ethylhexyl acetate 212.88
    1,2,4-trichlorobenzene 546.43
    4-methylpyridine 666.69
    dibutyl ether 214.39
    2,6-dimethyl-4-heptanol 105.68
    DEF 477.91
    dimethyl isosorbide 332.28
    tetrachloroethylene 971.24
    eugenol 244.98
    triacetin 261.9
    span 80 185.85
    1,4-butanediol 190.27
    1,1-dichloroethane 884.82
    2-methyl-1-pentanol 221.92
    methyl formate 513.73
    2-methyl-1-butanol 243.67
    n-decane 50.94
    butyronitrile 574.97
    3,7-dimethyl-1-octanol 148.57
    1-chlorooctane 166.24
    1-chlorotetradecane 76.93
    n-nonane 51.06
    undecane 42.14
    tert-butylcyclohexane 55.53
    cyclooctane 44.84
    cyclopentanol 346.6
    tetrahydropyran 457.9
    tert-amyl methyl ether 218.35
    2,5,8-trioxanonane 363.88
    1-hexene 172.79
    2-isopropoxyethanol 256.77
    2,2,2-trifluoroethanol 263.11
    methyl butyrate 389.19

    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