2,3-Dimethylpyrazine

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  • Identifiers

    CAS number
    5910-89-4

    Molecular formula
    C6H8N2

    SMILES
    CC1=NC=CN=C1C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 910.0
    • Carbowax: 1320.67

  • Odor profile

    Nutty 89.05%
    Roasted 83.25%
    Cocoa 75.3%
    Musty 71.15%
    Hazelnut 66.64%
    Coffee 64.84%
    Earthy 63.59%
    Chocolate 61.68%
    Potato 58.28%
    Burnt 58.14%

    Scent© AI

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    4.21 (weak acid)

    Molecular weight
    108.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point

    • 155.00 to 157.00 °C. @ 760.00 mm Hg

    Flash point est.
    60.96 ˚C

    Solubility expt.

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

  • Synonyms

    • 2,3-DIMETHYLPYRAZINE
    • 5910-89-4
    • Pyrazine, 2,3-dimethyl-
    • 2,3-Dimethyl-1,4-diazine
    • 2,3-Dimethyl-pyrazine
    • FEMA No. 3271
    • CCRIS 2928
    • Dimethylpyrazine
    • 2,3-Dimethylpyrazine (natural)
    • EINECS 227-630-0
    • WHF7883D0V
    • 25704-73-8
    • 2,3-DIMETHLPYRAZINE
    • DTXSID4064058
    • 2,3-DIMETHYLPYRAZINE [FCC]
    • 2,3-DIMETHYLPYRAZINE [FHFI]
    • Pyrazine, dimethyl-
    • 2,3-dimethyl pyrazine
    • UNII-WHF7883D0V
    • MFCD00006144
    • 2,3-DMP pyrazine
    • Pyrazine, 2,3dimethyl
    • 2,3Dimethyl1,4diazine
    • 2,3-Dimethylpyrazine, 99%
    • CHEMBL96425
    • SCHEMBL151026
    • 2,3Dimethylpyrazine (natural)
    • DTXCID3042552
    • SCHEMBL19919479
    • FEMA 3271
    • CHEBI:193606
    • AKOS007930710
    • CS-W016630
    • FD35641
    • HY-W015914
    • s12348
    • AS-14037
    • 2,3-Dimethylpyrazine, >=95%, FCC, FG
    • DB-003230
    • D1525
    • NS00020320
    • EN300-44307
    • A832162
    • 2,3-Dimethylpyrazine, analytical reference material
    • Q27292638
    • Z448248230
    • InChI=1/C6H8N2/c1-5-6(2)8-4-3-7-5/h3-4H,1-2H
    • 227-630-0

  • Applications

    2,3-Dimethylpyrazine (CAS 5910-89-4) is widely used as a flavouring ingredient delivering roasted, nutty, cocoa and coffee notes in confectionery, beverages, instant soups, meat analogues and tobacco products; it functions as an analytical standard for Maillard reaction studies, GC-MS aroma profiling, sensory evaluation and quality control; it also serves as a versatile intermediate in the synthesis of pharmaceuticals, agrochemicals and specialty materials built on the pyrazine scaffold.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 110.58
    methanol 236.9
    isopropanol 62.62
    water 13.27
    ethyl acetate 66.31
    n-propanol 90.9
    acetone 70.0
    n-butanol 73.62
    acetonitrile 89.3
    DMF 157.18
    toluene 60.45
    isobutanol 63.66
    1,4-dioxane 111.1
    methyl acetate 78.91
    THF 183.17
    2-butanone 89.71
    n-pentanol 55.25
    sec-butanol 64.56
    n-hexane 21.82
    ethylene glycol 29.33
    NMP 242.58
    cyclohexane 22.47
    DMSO 147.9
    n-butyl acetate 49.34
    n-octanol 18.03
    chloroform 399.49
    n-propyl acetate 34.33
    acetic acid 86.45
    dichloromethane 394.16
    cyclohexanone 121.0
    propylene glycol 24.41
    isopropyl acetate 34.37
    DMAc 181.76
    2-ethoxyethanol 71.58
    isopentanol 52.28
    n-heptane 14.24
    ethyl formate 77.58
    1,2-dichloroethane 180.63
    n-hexanol 41.99
    2-methoxyethanol 133.25
    isobutyl acetate 22.94
    tetrachloromethane 111.87
    n-pentyl acetate 36.93
    transcutol 123.94
    n-heptanol 23.96
    ethylbenzene 28.63
    MIBK 32.11
    2-propoxyethanol 72.69
    tert-butanol 56.29
    MTBE 60.54
    2-butoxyethanol 45.17
    propionic acid 78.52
    o-xylene 47.94
    formic acid 98.27
    diethyl ether 83.69
    m-xylene 33.93
    p-xylene 44.93
    chlorobenzene 99.16
    dimethyl carbonate 23.75
    n-octane 6.08
    formamide 128.81
    cyclopentanone 154.5
    2-pentanone 59.09
    anisole 52.48
    cyclopentyl methyl ether 87.93
    gamma-butyrolactone 180.54
    1-methoxy-2-propanol 70.3
    pyridine 148.57
    3-pentanone 66.58
    furfural 203.73
    n-dodecane 3.74
    diethylene glycol 48.71
    diisopropyl ether 20.69
    tert-amyl alcohol 61.66
    acetylacetone 48.36
    n-hexadecane 4.18
    acetophenone 49.63
    methyl propionate 63.78
    isopentyl acetate 45.12
    trichloroethylene 296.35
    n-nonanol 17.84
    cyclohexanol 52.95
    benzyl alcohol 49.02
    2-ethylhexanol 29.59
    isooctanol 20.13
    dipropyl ether 42.78
    1,2-dichlorobenzene 100.99
    ethyl lactate 20.5
    propylene carbonate 88.17
    n-methylformamide 132.53
    2-pentanol 41.29
    n-pentane 21.32
    1-propoxy-2-propanol 47.06
    1-methoxy-2-propyl acetate 44.84
    2-(2-methoxypropoxy) propanol 38.34
    mesitylene 21.49
    ε-caprolactone 106.58
    p-cymene 24.32
    epichlorohydrin 203.6
    1,1,1-trichloroethane 178.37
    2-aminoethanol 60.84
    morpholine-4-carbaldehyde 152.94
    sulfolane 215.26
    2,2,4-trimethylpentane 11.37
    2-methyltetrahydrofuran 147.41
    n-hexyl acetate 37.9
    isooctane 5.26
    2-(2-butoxyethoxy)ethanol 45.88
    sec-butyl acetate 23.6
    tert-butyl acetate 33.17
    decalin 12.59
    glycerin 37.1
    diglyme 102.14
    acrylic acid 73.57
    isopropyl myristate 17.9
    n-butyric acid 85.32
    acetyl acetate 40.19
    di(2-ethylhexyl) phthalate 21.98
    ethyl propionate 36.51
    nitromethane 144.46
    1,2-diethoxyethane 64.57
    benzonitrile 73.04
    trioctyl phosphate 14.12
    1-bromopropane 128.69
    gamma-valerolactone 177.27
    n-decanol 13.47
    triethyl phosphate 29.48
    4-methyl-2-pentanol 20.28
    propionitrile 95.34
    vinylene carbonate 90.5
    1,1,2-trichlorotrifluoroethane 136.14
    DMS 39.7
    cumene 23.64
    2-octanol 16.61
    2-hexanone 41.32
    octyl acetate 21.49
    limonene 32.47
    1,2-dimethoxyethane 103.98
    ethyl orthosilicate 30.38
    tributyl phosphate 21.09
    diacetone alcohol 36.91
    N,N-dimethylaniline 44.07
    acrylonitrile 107.39
    aniline 79.77
    1,3-propanediol 69.9
    bromobenzene 98.92
    dibromomethane 261.84
    1,1,2,2-tetrachloroethane 244.83
    2-methyl-cyclohexyl acetate 36.91
    tetrabutyl urea 27.7
    diisobutyl methanol 17.47
    2-phenylethanol 40.66
    styrene 35.56
    dioctyl adipate 25.14
    dimethyl sulfate 51.44
    ethyl butyrate 42.75
    methyl lactate 30.82
    butyl lactate 25.24
    diethyl carbonate 33.04
    propanediol butyl ether 24.52
    triethyl orthoformate 37.5
    p-tert-butyltoluene 22.73
    methyl 4-tert-butylbenzoate 42.62
    morpholine 132.69
    tert-butylamine 43.51
    n-dodecanol 10.7
    dimethoxymethane 76.79
    ethylene carbonate 72.13
    cyrene 44.2
    2-ethoxyethyl acetate 50.68
    2-ethylhexyl acetate 41.29
    1,2,4-trichlorobenzene 116.03
    4-methylpyridine 137.64
    dibutyl ether 31.36
    2,6-dimethyl-4-heptanol 17.47
    DEF 89.06
    dimethyl isosorbide 87.26
    tetrachloroethylene 195.45
    eugenol 38.14
    triacetin 37.59
    span 80 28.81
    1,4-butanediol 28.59
    1,1-dichloroethane 176.15
    2-methyl-1-pentanol 46.94
    methyl formate 82.73
    2-methyl-1-butanol 61.12
    n-decane 6.13
    butyronitrile 85.49
    3,7-dimethyl-1-octanol 19.78
    1-chlorooctane 18.64
    1-chlorotetradecane 8.76
    n-nonane 6.05
    undecane 4.6
    tert-butylcyclohexane 11.36
    cyclooctane 8.59
    cyclopentanol 75.48
    tetrahydropyran 101.14
    tert-amyl methyl ether 57.95
    2,5,8-trioxanonane 73.96
    1-hexene 42.12
    2-isopropoxyethanol 41.55
    2,2,2-trifluoroethanol 55.95
    methyl butyrate 47.43

    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
Tamarind 1 dried fruit Tamarindus indica L., fam. Leguminosae 0.1%
Orris butter 8002-73-1 Iris florentina L., fam. Iridaceae 0.01%
Chicory root, roasted 1a 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 0.06%
Chicory root, roasted 1b 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 0.02%
Mandarin (Italy) 8 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.01%