2-Methylpyrazine

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    109-08-0

    Molecular formula
    C5H6N2

    SMILES
    CC1=NC=CN=C1

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 827.0
    • Carbowax: 1255.0

  • Odor profile

    Nutty 90.27%
    Roasted 83.41%
    Cocoa 72.51%
    Musty 67.41%
    Hazelnut 66.27%
    Green 63.39%
    Coffee 62.79%
    Earthy 57.92%
    Chocolate 57.56%
    Potato 56.63%

    Scent© AI

  • Properties

    XLogP3-AA
    0.2

    Molecular weight
    94.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -29 °C

    Boiling point

    • 135.00 °C. @ 761.00 mm Hg

    Flash point est.
    58.8 ˚C

    Solubility expt.

    • 1000 mg/mL at 20 °C
    • soluble in water and oils
    • miscible at room temperature (in ethanol)

  • Synonyms

    • 2-METHYLPYRAZINE
    • 109-08-0
    • Methylpyrazine
    • Pyrazine, methyl-
    • Pyrazine, 2-methyl-
    • 2-METHYL PYRAZINE
    • 2-Methyl-1,4-diazine
    • methyl-pyrazine
    • FEMA No. 3309
    • 2-methyl-pyrazine
    • CCRIS 2927
    • EINECS 203-645-8
    • UNII-RVC6500U9C
    • MFCD00006142
    • NSC 30412
    • pyrazine, 2-methyl
    • RVC6500U9C
    • DTXSID4047620
    • CHEBI:89015
    • AI3-36550
    • NSC-30412
    • NSC-49138
    • 2-METHYLPYRAZINE [FCC]
    • 2-METHYLPYRAZINE [FHFI]
    • DTXCID2027620
    • FEMA 3309
    • WLN: T6N DNJ B1
    • 3-methylpyrazine
    • methyl pyrazine
    • 5-methylpyrazine
    • monomethylpyrazine
    • Pyrazine, methyl
    • 5-methyl pyrazine
    • Pyrazine, 2methyl
    • NSC30412
    • 2Methyl1,4diazine
    • 2-Methyl-1,4-diazinen
    • 2-Methylpyrazine (Standard)
    • 2-Methylpyrazine, >=99%
    • CHEMBL479791
    • HY-W067358R
    • NSC49138
    • Tox21_303776
    • AKOS009156584
    • AC-3331
    • HY-W067358
    • 2-Methylpyrazine, >=99%, FCC, FG
    • NCGC00188126-01
    • NCGC00357068-01
    • 10-98-0
    • AS-13593
    • CAS-109-08-0
    • PD158410
    • DB-002464
    • CS-0059136
    • M0736
    • NS00020926
    • EN300-40909
    • D73175
    • Q27161158
    • F8889-9211
    • Z415628164
    • 2-Methylpyrazine, European Pharmacopoeia (EP) Reference Standard
    • 2-Methylpyrazine, Pharmaceutical Secondary Standard; Certified Reference Material
    • 203-645-8

  • Applications

    2-Methylpyrazine (CAS 109-08-0) is an important heterocyclic flavor molecule widely used to impart roasted, nutty and cocoa notes to coffee, chocolate, baked goods, peanuts, breakfast cereals, soy sauce, processed meats and instant seasonings; in the tobacco industry to tailor aroma; as an intermediate in the synthesis of pyrazine derivatives for pharmaceuticals, agrochemicals and metal-complex catalysts; as a calibration standard in GC-MS flavor analysis, and, being FEMA/GRAS approved as a safe flavor additive, it is supplied across industrial, food-grade and laboratory markets.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 189.87
    methanol 327.13
    isopropanol 96.84
    water 25.3
    ethyl acetate 144.89
    n-propanol 135.47
    acetone 157.19
    n-butanol 113.39
    acetonitrile 185.43
    DMF 273.82
    toluene 105.8
    isobutanol 87.78
    1,4-dioxane 193.78
    methyl acetate 163.9
    THF 285.16
    2-butanone 162.54
    n-pentanol 85.17
    sec-butanol 96.05
    n-hexane 16.34
    ethylene glycol 55.55
    NMP 400.91
    cyclohexane 21.12
    DMSO 285.23
    n-butyl acetate 144.64
    n-octanol 27.03
    chloroform 513.26
    n-propyl acetate 63.2
    acetic acid 270.66
    dichloromethane 499.12
    cyclohexanone 190.66
    propylene glycol 48.19
    isopropyl acetate 60.96
    DMAc 360.08
    2-ethoxyethanol 115.95
    isopentanol 79.68
    n-heptane 18.16
    ethyl formate 142.59
    1,2-dichloroethane 209.5
    n-hexanol 76.83
    2-methoxyethanol 202.13
    isobutyl acetate 34.75
    tetrachloromethane 102.63
    n-pentyl acetate 58.66
    transcutol 289.11
    n-heptanol 33.33
    ethylbenzene 24.62
    MIBK 49.33
    2-propoxyethanol 139.07
    tert-butanol 88.21
    MTBE 85.67
    2-butoxyethanol 69.13
    propionic acid 166.15
    o-xylene 58.52
    formic acid 245.91
    diethyl ether 118.72
    m-xylene 50.82
    p-xylene 39.27
    chlorobenzene 137.81
    dimethyl carbonate 41.92
    n-octane 5.41
    formamide 227.39
    cyclopentanone 239.7
    2-pentanone 100.71
    anisole 60.98
    cyclopentyl methyl ether 127.22
    gamma-butyrolactone 307.75
    1-methoxy-2-propanol 108.07
    pyridine 257.71
    3-pentanone 100.0
    furfural 303.31
    n-dodecane 3.74
    diethylene glycol 107.43
    diisopropyl ether 25.8
    tert-amyl alcohol 88.92
    acetylacetone 86.66
    n-hexadecane 4.13
    acetophenone 58.36
    methyl propionate 121.67
    isopentyl acetate 80.45
    trichloroethylene 419.25
    n-nonanol 24.72
    cyclohexanol 84.78
    benzyl alcohol 64.73
    2-ethylhexanol 46.54
    isooctanol 26.18
    dipropyl ether 69.8
    1,2-dichlorobenzene 99.96
    ethyl lactate 29.34
    propylene carbonate 135.69
    n-methylformamide 204.88
    2-pentanol 59.19
    n-pentane 19.17
    1-propoxy-2-propanol 100.02
    1-methoxy-2-propyl acetate 89.59
    2-(2-methoxypropoxy) propanol 66.14
    mesitylene 25.19
    ε-caprolactone 168.33
    p-cymene 28.24
    epichlorohydrin 270.98
    1,1,1-trichloroethane 198.71
    2-aminoethanol 95.86
    morpholine-4-carbaldehyde 272.59
    sulfolane 274.73
    2,2,4-trimethylpentane 10.05
    2-methyltetrahydrofuran 250.15
    n-hexyl acetate 56.24
    isooctane 5.31
    2-(2-butoxyethoxy)ethanol 83.99
    sec-butyl acetate 37.03
    tert-butyl acetate 50.61
    decalin 8.99
    glycerin 72.74
    diglyme 150.53
    acrylic acid 152.54
    isopropyl myristate 22.88
    n-butyric acid 174.2
    acetyl acetate 81.07
    di(2-ethylhexyl) phthalate 28.97
    ethyl propionate 52.86
    nitromethane 333.87
    1,2-diethoxyethane 127.47
    benzonitrile 117.0
    trioctyl phosphate 18.95
    1-bromopropane 146.59
    gamma-valerolactone 282.0
    n-decanol 18.55
    triethyl phosphate 33.7
    4-methyl-2-pentanol 29.7
    propionitrile 146.75
    vinylene carbonate 137.68
    1,1,2-trichlorotrifluoroethane 200.02
    DMS 54.61
    cumene 18.86
    2-octanol 21.35
    2-hexanone 62.99
    octyl acetate 30.7
    limonene 41.73
    1,2-dimethoxyethane 145.27
    ethyl orthosilicate 34.27
    tributyl phosphate 28.82
    diacetone alcohol 57.07
    N,N-dimethylaniline 46.05
    acrylonitrile 177.59
    aniline 146.59
    1,3-propanediol 112.89
    bromobenzene 126.38
    dibromomethane 305.63
    1,1,2,2-tetrachloroethane 282.27
    2-methyl-cyclohexyl acetate 44.58
    tetrabutyl urea 39.03
    diisobutyl methanol 25.65
    2-phenylethanol 65.08
    styrene 38.73
    dioctyl adipate 33.81
    dimethyl sulfate 78.26
    ethyl butyrate 75.13
    methyl lactate 51.35
    butyl lactate 40.96
    diethyl carbonate 46.54
    propanediol butyl ether 47.74
    triethyl orthoformate 52.73
    p-tert-butyltoluene 25.52
    methyl 4-tert-butylbenzoate 48.2
    morpholine 233.31
    tert-butylamine 62.01
    n-dodecanol 14.74
    dimethoxymethane 122.63
    ethylene carbonate 111.79
    cyrene 60.06
    2-ethoxyethyl acetate 93.54
    2-ethylhexyl acetate 72.7
    1,2,4-trichlorobenzene 126.28
    4-methylpyridine 250.47
    dibutyl ether 44.92
    2,6-dimethyl-4-heptanol 25.65
    DEF 160.0
    dimethyl isosorbide 110.2
    tetrachloroethylene 223.97
    eugenol 49.61
    triacetin 56.6
    span 80 48.79
    1,4-butanediol 51.07
    1,1-dichloroethane 225.7
    2-methyl-1-pentanol 70.01
    methyl formate 141.92
    2-methyl-1-butanol 87.5
    n-decane 6.05
    butyronitrile 138.94
    3,7-dimethyl-1-octanol 32.38
    1-chlorooctane 21.43
    1-chlorotetradecane 9.2
    n-nonane 6.23
    undecane 4.56
    tert-butylcyclohexane 8.57
    cyclooctane 6.88
    cyclopentanol 111.85
    tetrahydropyran 174.13
    tert-amyl methyl ether 73.16
    2,5,8-trioxanonane 111.32
    1-hexene 43.7
    2-isopropoxyethanol 67.54
    2,2,2-trifluoroethanol 112.08
    methyl butyrate 70.61

    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

Botanical

Name CAS Botanical Proportion
Orris butter 8002-73-1 Iris florentina L., fam. Iridaceae 0.01%
Zizyphus jujuba fruit (Malaysia) Zizyphus jujuba Mill. var. inermis, fam. Rhamnaceae 0.06%
Chicory root, roasted 2 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 1.01%
Chicory root, roasted 1a 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 0.07%
Chicory root, roasted 1b 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 0.09%