2-Methoxy-3-methylpyrazine

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  • Identifiers

    CAS number
    2847-30-5

    Molecular formula
    C6H8N2O

    SMILES
    CC1=NC=CN=C1OC

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Nutty 78.55%
    Roasted 70.68%
    Earthy 66.6%
    Hazelnut 55.85%
    Potato 49.41%
    Musty 49.33%
    Cocoa 48.25%
    Chocolate 42.2%
    Almond 41.89%
    Coffee 40.88%

    Scent© AI

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    4.06 (weak acid)

    Molecular weight
    124.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    200°C

    Flash point est.
    78.07 ˚C

  • Synonyms

    • 2-METHOXY-3-METHYLPYRAZINE
    • 2847-30-5
    • Pyrazine, 2-methoxy-3-methyl-
    • 2-Methyl-3-methoxypyrazine
    • 2-Methoxy-3-methyl-pyrazine
    • 2-methoxy-3-methyl pyrazine
    • Pyrazine, 2-methoxy-3(or 5)-methyl-
    • Pyrazine, 2-methyl-3-methoxy
    • 04O7CN9Q85
    • chocolate pyrazine A
    • (Methoxy)methylpyrazine
    • 3-Methoxy-2-methylpyrazine
    • UNII-04O7CN9Q85
    • 2-Methoxy-3(or5)-methylpyrazine
    • EINECS 220-651-6
    • EINECS 269-881-9
    • MFCD00006127
    • SCHEMBL422296
    • CHEMBL329881
    • VKJIAEQRKBQLLA-UHFFFAOYSA-
    • DTXSID80863034
    • CHEBI:180378
    • 2-Methoxy-3-methylpyrazine, 99%
    • AKOS015852303
    • METHOXY-3-METHYLPYRAZINE, 2-
    • CS-W016571
    • AC-16642
    • AS-31022
    • DB-003285
    • M0810
    • NS00012836
    • EN300-157679
    • FEMA NO. 3183, 2-METHYL-3-METHOXY
    • 2-Methoxy-3-methylpyrazine, >=99%, FCC, FG
    • FEMA NO. 3280, 2-METHYL-3-METHOXY-
    • A836123
    • Q27247662
    • InChI=1/C6H8N2O/c1-5-6(9-2)8-4-3-7-5/h3-4H,1-2H3

  • Applications

    2-Methoxy-3-methylpyrazine (CAS 2847-30-5) is an ultra-potent odorant with a characteristic “green bell-pepper, earthy, roasted coffee bean” note, widely used as a flavor additive to enrich soups, sauces, snacks, meat products, instant coffee, beer and wine, as well as a reference standard in GC-MS analysis for monitoring grape, coffee and pepper ripening, supporting crop breeding programs, sensory panel training, aroma research, development of volatile biosensors, and as a niche perfumery ingredient that lends a crisp herbal-green facet to masculine fragrances.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 377.02
    methanol 665.86
    isopropanol 239.17
    water 58.17
    ethyl acetate 370.11
    n-propanol 308.46
    acetone 439.83
    n-butanol 254.32
    acetonitrile 606.47
    DMF 576.09
    toluene 191.91
    isobutanol 224.25
    1,4-dioxane 674.3
    methyl acetate 350.94
    THF 656.29
    2-butanone 342.09
    n-pentanol 222.26
    sec-butanol 232.8
    n-hexane 48.12
    ethylene glycol 194.04
    NMP 496.84
    cyclohexane 68.08
    DMSO 854.72
    n-butyl acetate 224.14
    n-octanol 79.81
    chloroform 1029.68
    n-propyl acetate 227.93
    acetic acid 604.15
    dichloromethane 1475.68
    cyclohexanone 425.26
    propylene glycol 111.72
    isopropyl acetate 187.32
    DMAc 421.82
    2-ethoxyethanol 473.07
    isopentanol 207.75
    n-heptane 39.2
    ethyl formate 417.49
    1,2-dichloroethane 775.6
    n-hexanol 148.46
    2-methoxyethanol 629.41
    isobutyl acetate 117.4
    tetrachloromethane 295.36
    n-pentyl acetate 144.53
    transcutol 461.25
    n-heptanol 86.52
    ethylbenzene 104.33
    MIBK 155.41
    2-propoxyethanol 298.13
    tert-butanol 288.23
    MTBE 272.97
    2-butoxyethanol 181.56
    propionic acid 301.29
    o-xylene 141.12
    formic acid 515.98
    diethyl ether 352.03
    m-xylene 122.37
    p-xylene 154.2
    chlorobenzene 353.98
    dimethyl carbonate 160.57
    n-octane 17.66
    formamide 556.85
    cyclopentanone 495.85
    2-pentanone 264.33
    anisole 232.63
    cyclopentyl methyl ether 318.3
    gamma-butyrolactone 713.73
    1-methoxy-2-propanol 307.03
    pyridine 532.57
    3-pentanone 252.67
    furfural 728.12
    n-dodecane 13.51
    diethylene glycol 283.94
    diisopropyl ether 96.99
    tert-amyl alcohol 265.33
    acetylacetone 287.12
    n-hexadecane 15.28
    acetophenone 199.35
    methyl propionate 289.33
    isopentyl acetate 174.22
    trichloroethylene 1189.0
    n-nonanol 70.44
    cyclohexanol 222.31
    benzyl alcohol 195.71
    2-ethylhexanol 104.33
    isooctanol 75.67
    dipropyl ether 159.52
    1,2-dichlorobenzene 332.32
    ethyl lactate 118.15
    propylene carbonate 364.51
    n-methylformamide 488.69
    2-pentanol 170.25
    n-pentane 50.48
    1-propoxy-2-propanol 188.2
    1-methoxy-2-propyl acetate 180.42
    2-(2-methoxypropoxy) propanol 131.08
    mesitylene 86.14
    ε-caprolactone 400.48
    p-cymene 79.94
    epichlorohydrin 805.32
    1,1,1-trichloroethane 621.4
    2-aminoethanol 260.14
    morpholine-4-carbaldehyde 554.82
    sulfolane 738.09
    2,2,4-trimethylpentane 38.25
    2-methyltetrahydrofuran 498.62
    n-hexyl acetate 154.03
    isooctane 20.55
    2-(2-butoxyethoxy)ethanol 179.67
    sec-butyl acetate 133.2
    tert-butyl acetate 182.26
    decalin 37.39
    glycerin 203.38
    diglyme 423.5
    acrylic acid 319.0
    isopropyl myristate 64.81
    n-butyric acid 369.06
    acetyl acetate 241.6
    di(2-ethylhexyl) phthalate 68.67
    ethyl propionate 208.01
    nitromethane 948.09
    1,2-diethoxyethane 241.56
    benzonitrile 338.83
    trioctyl phosphate 55.44
    1-bromopropane 393.0
    gamma-valerolactone 671.39
    n-decanol 54.39
    triethyl phosphate 108.89
    4-methyl-2-pentanol 97.18
    propionitrile 426.25
    vinylene carbonate 398.25
    1,1,2-trichlorotrifluoroethane 499.93
    DMS 147.63
    cumene 80.53
    2-octanol 70.64
    2-hexanone 199.88
    octyl acetate 81.53
    limonene 100.38
    1,2-dimethoxyethane 674.76
    ethyl orthosilicate 104.85
    tributyl phosphate 71.77
    diacetone alcohol 183.77
    N,N-dimethylaniline 161.35
    acrylonitrile 536.35
    aniline 263.4
    1,3-propanediol 315.56
    bromobenzene 369.01
    dibromomethane 882.95
    1,1,2,2-tetrachloroethane 782.06
    2-methyl-cyclohexyl acetate 121.74
    tetrabutyl urea 90.39
    diisobutyl methanol 70.98
    2-phenylethanol 148.12
    styrene 138.93
    dioctyl adipate 91.5
    dimethyl sulfate 257.99
    ethyl butyrate 195.24
    methyl lactate 137.39
    butyl lactate 104.4
    diethyl carbonate 156.06
    propanediol butyl ether 123.14
    triethyl orthoformate 141.76
    p-tert-butyltoluene 73.48
    methyl 4-tert-butylbenzoate 144.72
    morpholine 598.95
    tert-butylamine 185.46
    n-dodecanol 43.79
    dimethoxymethane 432.38
    ethylene carbonate 346.52
    cyrene 174.36
    2-ethoxyethyl acetate 179.05
    2-ethylhexyl acetate 145.43
    1,2,4-trichlorobenzene 344.79
    4-methylpyridine 457.94
    dibutyl ether 117.11
    2,6-dimethyl-4-heptanol 70.98
    DEF 362.65
    dimethyl isosorbide 244.44
    tetrachloroethylene 674.92
    eugenol 150.2
    triacetin 136.59
    span 80 102.22
    1,4-butanediol 188.94
    1,1-dichloroethane 629.73
    2-methyl-1-pentanol 195.53
    methyl formate 471.51
    2-methyl-1-butanol 219.6
    n-decane 21.13
    butyronitrile 417.13
    3,7-dimethyl-1-octanol 80.08
    1-chlorooctane 72.53
    1-chlorotetradecane 32.23
    n-nonane 20.95
    undecane 16.34
    tert-butylcyclohexane 34.42
    cyclooctane 28.09
    cyclopentanol 278.88
    tetrahydropyran 457.15
    tert-amyl methyl ether 232.3
    2,5,8-trioxanonane 249.44
    1-hexene 118.96
    2-isopropoxyethanol 251.9
    2,2,2-trifluoroethanol 313.52
    methyl butyrate 286.5

    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