2-Methoxypyrazine

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  • Identifiers

    CAS number
    3149-28-8

    Molecular formula
    C5H6N2O

    SMILES
    COC1=NC=CN=C1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 81.52%
    Green 69.23%
    Roasted 65.3%
    Earthy 60.96%
    Sweet 58.59%
    Musty 54.06%
    Hazelnut 48.08%
    Cocoa 47.66%
    Vegetable 45.22%
    Almond 44.67%

     

    Flavor
    Sweet 68.7%
    Nutty 66.59%
    Cocoa 45.84%
    Coffee 40.47%
    Musty 38.13%
    Peanut 37.68%
    Caramel 34.07%
    Potato 31.71%
    Bitter 31.67%
    Earthy 31.49%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    3.71 (weak acid)

    Molecular weight
    110.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point

    • 60.00 to 61.00 °C. @ 29.00 mm Hg

    Flash point

    • 82.62 ˚C est.

    Solubility expt.

    • miscible with water, organic solvents; soluble in oils
    • miscible at room temperature (in ethanol)

  • Synonyms

    • 2-Methoxypyrazine
    • 3149-28-8
    • Pyrazine, methoxy-
    • METHOXYPYRAZINE
    • Pyrazine, 2-methoxy-
    • 2-Methoxy-1,4-diazine
    • 2-Methoxy-pyrazine
    • FEMA No. 3302
    • EINECS 221-579-8
    • RYD35T7F4T
    • MONOMETHOXYPYRAZINE
    • METHOXYPYRAZINE [FHFI]
    • 2-METHOXYPYRAZINE [FCC]
    • DTXSID4047676
    • UNII-RYD35T7F4T
    • Methoxy-Pyrazine
    • MFCD00006126
    • 2-Methoxypyrazine, 95%
    • CHEMBL97794
    • SCHEMBL391812
    • DTXCID2027676
    • FEMA 3302
    • CHEBI:180127
    • STL451613
    • AKOS006222496
    • CS-W011278
    • HY-W010562
    • 2-Methoxypyrazine, >=99%, FCC, FG
    • AC-16647
    • AS-18283
    • PD158856
    • M0798
    • NS00021117
    • EN300-156562
    • O10825
    • Q27288351
    • InChI=1/C5H6N2O/c1-8-5-4-6-2-3-7-5/h2-4H,1H
    • 221-579-8

  • Applications

    2-Methoxypyrazine (CAS 3149-28-8) is commonly used as an odorant and flavoring agent, contributing green, herbaceous notes and a pepper-like character in fragrance formulations and savory foods; in perfumery and cosmetics, it serves as a fragrance ingredient to impart fresh, green nuances; in the flavor sector, it is employed to enhance vegetal and bell-pepper aromas in products such as sauces, soups, and certain beverages; it also functions as an intermediate in the synthesis of related pyrazine aroma compounds in industrial manufacturing; and in household cleaning products it may be used to provide green, fresh odor profiles, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 112.26
    methanol 150.61
    isopropanol 87.77
    water 28.08
    ethyl acetate 178.6
    n-propanol 88.83
    acetone 254.9
    n-butanol 72.34
    acetonitrile 296.84
    DMF 441.65
    toluene 58.08
    isobutanol 69.36
    1,4-dioxane 284.83
    methyl acetate 194.24
    THF 256.1
    2-butanone 176.39
    n-pentanol 54.33
    sec-butanol 80.91
    n-hexane 6.08
    ethylene glycol 73.53
    NMP 384.65
    cyclohexane 11.53
    DMSO 742.26
    n-butyl acetate 65.91
    n-octanol 21.77
    chloroform 332.58
    n-propyl acetate 64.86
    acetic acid 339.34
    dichloromethane 441.77
    cyclohexanone 187.1
    propylene glycol 48.7
    isopropyl acetate 70.31
    DMAc 392.45
    2-ethoxyethanol 145.66
    isopentanol 61.38
    n-heptane 8.2
    ethyl formate 178.21
    1,2-dichloroethane 271.47
    n-hexanol 40.73
    2-methoxyethanol 255.47
    isobutyl acetate 31.28
    tetrachloromethane 75.83
    n-pentyl acetate 39.81
    transcutol 184.34
    n-heptanol 23.81
    ethylbenzene 23.99
    MIBK 51.36
    2-propoxyethanol 97.57
    tert-butanol 110.73
    MTBE 88.03
    2-butoxyethanol 57.4
    propionic acid 165.72
    o-xylene 50.17
    formic acid 237.92
    diethyl ether 88.59
    m-xylene 38.75
    p-xylene 39.47
    chlorobenzene 117.59
    dimethyl carbonate 68.09
    n-octane 3.46
    formamide 306.35
    cyclopentanone 251.69
    2-pentanone 111.64
    anisole 69.99
    cyclopentyl methyl ether 111.85
    gamma-butyrolactone 369.42
    1-methoxy-2-propanol 135.35
    pyridine 262.36
    3-pentanone 105.2
    furfural 397.54
    n-dodecane 3.16
    diethylene glycol 112.86
    diisopropyl ether 20.26
    tert-amyl alcohol 97.46
    acetylacetone 139.25
    n-hexadecane 3.55
    acetophenone 77.17
    methyl propionate 149.76
    isopentyl acetate 49.82
    trichloroethylene 452.85
    n-nonanol 20.48
    cyclohexanol 78.52
    benzyl alcohol 66.46
    2-ethylhexanol 30.1
    isooctanol 21.2
    dipropyl ether 41.55
    1,2-dichlorobenzene 110.98
    ethyl lactate 47.33
    propylene carbonate 171.66
    n-methylformamide 280.01
    2-pentanol 46.13
    n-pentane 7.58
    1-propoxy-2-propanol 68.19
    1-methoxy-2-propyl acetate 69.95
    2-(2-methoxypropoxy) propanol 57.01
    mesitylene 24.8
    ε-caprolactone 171.32
    p-cymene 24.22
    epichlorohydrin 361.7
    1,1,1-trichloroethane 204.05
    2-aminoethanol 96.77
    morpholine-4-carbaldehyde 317.0
    sulfolane 430.08
    2,2,4-trimethylpentane 7.41
    2-methyltetrahydrofuran 203.91
    n-hexyl acetate 44.09
    isooctane 3.77
    2-(2-butoxyethoxy)ethanol 70.72
    sec-butyl acetate 36.51
    tert-butyl acetate 59.82
    decalin 7.3
    glycerin 109.12
    diglyme 164.87
    acrylic acid 177.74
    isopropyl myristate 19.2
    n-butyric acid 180.19
    acetyl acetate 98.33
    di(2-ethylhexyl) phthalate 24.19
    ethyl propionate 66.13
    nitromethane 631.12
    1,2-diethoxyethane 67.8
    benzonitrile 126.13
    trioctyl phosphate 17.36
    1-bromopropane 110.64
    gamma-valerolactone 332.74
    n-decanol 16.55
    triethyl phosphate 37.75
    4-methyl-2-pentanol 27.36
    propionitrile 166.6
    vinylene carbonate 171.59
    1,1,2-trichlorotrifluoroethane 285.23
    DMS 51.16
    cumene 19.4
    2-octanol 18.03
    2-hexanone 57.99
    octyl acetate 26.33
    limonene 32.86
    1,2-dimethoxyethane 208.72
    ethyl orthosilicate 34.03
    tributyl phosphate 22.59
    diacetone alcohol 82.36
    N,N-dimethylaniline 55.08
    acrylonitrile 260.78
    aniline 111.3
    1,3-propanediol 122.49
    bromobenzene 109.49
    dibromomethane 267.42
    1,1,2,2-tetrachloroethane 308.07
    2-methyl-cyclohexyl acetate 37.06
    tetrabutyl urea 32.32
    diisobutyl methanol 21.35
    2-phenylethanol 49.38
    styrene 33.04
    dioctyl adipate 31.28
    dimethyl sulfate 145.26
    ethyl butyrate 59.18
    methyl lactate 82.0
    butyl lactate 36.2
    diethyl carbonate 47.81
    propanediol butyl ether 46.59
    triethyl orthoformate 44.91
    p-tert-butyltoluene 21.98
    methyl 4-tert-butylbenzoate 58.8
    morpholine 273.46
    tert-butylamine 59.33
    n-dodecanol 13.73
    dimethoxymethane 162.94
    ethylene carbonate 139.66
    cyrene 77.73
    2-ethoxyethyl acetate 60.75
    2-ethylhexyl acetate 39.81
    1,2,4-trichlorobenzene 129.52
    4-methylpyridine 211.98
    dibutyl ether 27.61
    2,6-dimethyl-4-heptanol 21.35
    DEF 194.73
    dimethyl isosorbide 98.14
    tetrachloroethylene 231.96
    eugenol 59.58
    triacetin 52.28
    span 80 40.59
    1,4-butanediol 56.45
    1,1-dichloroethane 228.97
    2-methyl-1-pentanol 47.71
    methyl formate 222.31
    2-methyl-1-butanol 62.93
    n-decane 4.64
    butyronitrile 144.36
    3,7-dimethyl-1-octanol 24.52
    1-chlorooctane 17.33
    1-chlorotetradecane 8.6
    n-nonane 4.33
    undecane 3.74
    tert-butylcyclohexane 6.44
    cyclooctane 4.66
    cyclopentanol 107.34
    tetrahydropyran 152.53
    tert-amyl methyl ether 71.72
    2,5,8-trioxanonane 108.89
    1-hexene 20.81
    2-isopropoxyethanol 79.74
    2,2,2-trifluoroethanol 172.49
    methyl butyrate 96.78

    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