Methyl pyrazinoate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    6164-79-0

    Molecular formula
    C6H6N2O2

    SMILES
    COC(=O)C1=NC=CN=C1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 64.06%
    Roasted 45.27%
    Musty 35.16%
    Fruity 34.46%
    Burnt 34.29%
    Popcorn 33.61%
    Caramellic 32.95%
    Hazelnut 30.62%
    Earthy 30.33%
    Coffee 30.2%

     

    Flavor
    Nutty 42.52%
    Bitter 35.25%
    Fruity 34.04%
    Popcorn 31.42%
    Musty 27.44%
    Tobacco 27.41%
    Roast 25.84%
    Corn 25.74%
    Bread crust 24.29%
    Hazelnut 24.27%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    3.51 (weak acid)

    Molecular weight
    138.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    241°C

    Flash point

    • 107.65 ˚C est.

  • Synonyms

    • methyl pyrazine-2-carboxylate
    • 6164-79-0
    • Methyl 2-pyrazinecarboxylate
    • Methyl pyrazinoate
    • Pyrazinoic acid methyl ester
    • Pyrazinecarboxylic acid, methyl ester
    • Methyl pyrazinecarboxylate
    • Methylpyrazine-2-carboxylate
    • Pyrazine-2-carboxylic acid, methyl ester
    • 2-methoxycarbonylpyrazine
    • 2-Pyrazinecarboxylic acid, methyl ester
    • Pyrazine-2-carboxylic acid methyl ester
    • 90NZ6P9NG2
    • EINECS 228-198-6
    • MFCD00014611
    • NSC 32337
    • NSC-32337
    • Methyl pyrazine 2-carboxylate
    • DTXSID4064131
    • NSC32337
    • PYRAZINAMIDE IMPURITY A [EP IMPURITY]
    • PYRAZINAMIDE IMPURITY A (EP IMPURITY)
    • Methyl2-Pyrazinecarboxylate
    • 2-methylpyrazine carboxylate
    • 2-Pyrazinecarboxylic Acid Methyl Ester
    • UNII-90NZ6P9NG2
    • Methyl pyrazin-2-carboxylate
    • methyl 2-pyrazine carboxylate
    • methyl-2-pyrazine carboxylate
    • SCHEMBL108950
    • CHEMBL114792
    • DTXCID6043092
    • pyrazine carboxylate methyl ester
    • OSM-S-147
    • TWIIRMSFZNYMQE-UHFFFAOYSA-
    • ALBB-014717
    • BCP23402
    • Methyl 2-pyrazinecarboxylate, 97%
    • RB3190
    • AKOS000266751
    • CCG-321173
    • AC-23437
    • SY006191
    • TS-03568
    • DB-013427
    • CS-0080007
    • M2015
    • NS00014421
    • EN300-100508
    • M23850
    • AN-652/40184635
    • Q63399729
    • Z18351140
    • F2145-0361
    • InChI=1/C6H6N2O2/c1-10-6(9)5-4-7-2-3-8-5/h2-4H,1H3
    • 228-198-6

  • Applications

    Methyl pyrazinoate (CAS 6164-79-0) is primarily used as an intermediate in the synthesis of heterocyclic pyrazine/pyrazinone compounds in pharmaceutical development, and also serves as an ester building block or coupling precursor in general organic synthesis. It is also evaluated as a precursor or starting material for pyrazine-based derivatives in fragrance and flavor chemistry, and may be used as a feedstock for agrochemical synthesis. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 22.11
    methanol 39.65
    isopropanol 13.51
    water 9.62
    ethyl acetate 13.34
    n-propanol 16.62
    acetone 17.24
    n-butanol 14.58
    acetonitrile 28.38
    DMF 123.02
    toluene 11.78
    isobutanol 13.26
    1,4-dioxane 36.18
    methyl acetate 19.9
    THF 30.11
    2-butanone 15.79
    n-pentanol 14.07
    sec-butanol 12.39
    n-hexane 0.8
    ethylene glycol 31.85
    NMP 128.65
    cyclohexane 3.04
    DMSO 158.07
    n-butyl acetate 10.76
    n-octanol 8.72
    chloroform 42.23
    n-propyl acetate 10.17
    acetic acid 38.39
    dichloromethane 86.96
    cyclohexanone 37.29
    propylene glycol 12.11
    isopropyl acetate 6.18
    DMAc 125.48
    2-ethoxyethanol 44.41
    isopentanol 13.77
    n-heptane 2.07
    ethyl formate 38.66
    1,2-dichloroethane 48.77
    n-hexanol 12.76
    2-methoxyethanol 77.54
    isobutyl acetate 5.09
    tetrachloromethane 8.65
    n-pentyl acetate 9.03
    transcutol 55.2
    n-heptanol 9.92
    ethylbenzene 8.11
    MIBK 6.88
    2-propoxyethanol 31.76
    tert-butanol 17.58
    MTBE 7.78
    2-butoxyethanol 23.72
    propionic acid 24.61
    o-xylene 15.59
    formic acid 83.96
    diethyl ether 6.67
    m-xylene 9.42
    p-xylene 12.22
    chlorobenzene 22.36
    dimethyl carbonate 15.04
    n-octane 0.94
    formamide 116.66
    cyclopentanone 31.97
    2-pentanone 10.15
    anisole 17.22
    cyclopentyl methyl ether 13.05
    gamma-butyrolactone 54.13
    1-methoxy-2-propanol 36.76
    pyridine 60.23
    3-pentanone 9.82
    furfural 106.97
    n-dodecane 0.96
    diethylene glycol 47.03
    diisopropyl ether 2.2
    tert-amyl alcohol 15.82
    acetylacetone 14.41
    n-hexadecane 1.1
    acetophenone 24.78
    methyl propionate 18.67
    isopentyl acetate 9.72
    trichloroethylene 76.2
    n-nonanol 8.06
    cyclohexanol 19.96
    benzyl alcohol 28.98
    2-ethylhexanol 10.33
    isooctanol 8.33
    dipropyl ether 7.34
    1,2-dichlorobenzene 29.28
    ethyl lactate 15.12
    propylene carbonate 35.61
    n-methylformamide 78.79
    2-pentanol 7.1
    n-pentane 1.1
    1-propoxy-2-propanol 18.99
    1-methoxy-2-propyl acetate 14.4
    2-(2-methoxypropoxy) propanol 23.46
    mesitylene 6.53
    ε-caprolactone 36.55
    p-cymene 9.16
    epichlorohydrin 58.08
    1,1,1-trichloroethane 18.69
    2-aminoethanol 31.45
    morpholine-4-carbaldehyde 103.3
    sulfolane 90.27
    2,2,4-trimethylpentane 1.12
    2-methyltetrahydrofuran 21.98
    n-hexyl acetate 10.7
    isooctane 0.57
    2-(2-butoxyethoxy)ethanol 28.92
    sec-butyl acetate 5.35
    tert-butyl acetate 6.77
    decalin 1.91
    glycerin 37.01
    diglyme 59.59
    acrylic acid 34.38
    isopropyl myristate 5.37
    n-butyric acid 25.79
    acetyl acetate 9.46
    di(2-ethylhexyl) phthalate 10.86
    ethyl propionate 10.52
    nitromethane 67.6
    1,2-diethoxyethane 13.67
    benzonitrile 38.06
    trioctyl phosphate 7.42
    1-bromopropane 15.51
    gamma-valerolactone 65.06
    n-decanol 6.48
    triethyl phosphate 12.7
    4-methyl-2-pentanol 5.09
    propionitrile 24.97
    vinylene carbonate 47.77
    1,1,2-trichlorotrifluoroethane 79.93
    DMS 12.49
    cumene 6.98
    2-octanol 5.97
    2-hexanone 9.4
    octyl acetate 7.51
    limonene 10.9
    1,2-dimethoxyethane 57.67
    ethyl orthosilicate 11.0
    tributyl phosphate 8.27
    diacetone alcohol 17.44
    N,N-dimethylaniline 20.41
    acrylonitrile 50.6
    aniline 27.59
    1,3-propanediol 34.89
    bromobenzene 20.89
    dibromomethane 43.52
    1,1,2,2-tetrachloroethane 56.13
    2-methyl-cyclohexyl acetate 12.12
    tetrabutyl urea 15.07
    diisobutyl methanol 6.27
    2-phenylethanol 22.64
    styrene 9.67
    dioctyl adipate 11.01
    dimethyl sulfate 36.98
    ethyl butyrate 13.17
    methyl lactate 25.11
    butyl lactate 12.76
    diethyl carbonate 13.13
    propanediol butyl ether 18.35
    triethyl orthoformate 11.74
    p-tert-butyltoluene 7.57
    methyl 4-tert-butylbenzoate 23.85
    morpholine 45.85
    tert-butylamine 10.2
    n-dodecanol 5.32
    dimethoxymethane 38.09
    ethylene carbonate 32.6
    cyrene 35.59
    2-ethoxyethyl acetate 13.59
    2-ethylhexyl acetate 7.88
    1,2,4-trichlorobenzene 35.6
    4-methylpyridine 47.1
    dibutyl ether 6.57
    2,6-dimethyl-4-heptanol 6.27
    DEF 38.71
    dimethyl isosorbide 38.47
    tetrachloroethylene 44.22
    eugenol 28.3
    triacetin 14.92
    span 80 17.9
    1,4-butanediol 19.57
    1,1-dichloroethane 21.07
    2-methyl-1-pentanol 13.46
    methyl formate 63.07
    2-methyl-1-butanol 13.42
    n-decane 1.31
    butyronitrile 24.05
    3,7-dimethyl-1-octanol 8.48
    1-chlorooctane 5.16
    1-chlorotetradecane 2.63
    n-nonane 1.18
    undecane 1.11
    tert-butylcyclohexane 1.27
    cyclooctane 1.11
    cyclopentanol 19.9
    tetrahydropyran 18.83
    tert-amyl methyl ether 8.77
    2,5,8-trioxanonane 48.04
    1-hexene 2.92
    2-isopropoxyethanol 22.45
    2,2,2-trifluoroethanol 33.04
    methyl butyrate 18.95

    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