2,3-Dimethyl-5-(2-propenyl)pyrazine

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  • Identifiers

    CAS number
    55138-68-6

    Molecular formula
    C9H12N2

    SMILES
    CC1=NC=C(N=C1C)CC=C

    Safety labels

  • Odor profile

    Fragrance
    Roasted 54.28%
    Nutty 53.15%
    Earthy 46.54%
    Burnt 40.83%
    Musty 39.82%
    Hazelnut 37.16%
    Cocoa 35.67%
    Green 34.31%
    Potato 32.04%
    Coffee 31.99%

     

    Flavor
    Nutty 52.46%
    Roasted 49.32%
    Cocoa 39.7%
    Roast 34.72%
    Musty 33.61%
    Hazelnut 33.48%
    Meaty 33.33%
    Coffee 31.93%
    Popcorn 30.88%
    Potato 30.81%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    4.32 (weak acid)

    Molecular weight
    148.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    229°C

    Flash point

    • 89.2 ˚C est.

  • Synonyms

    • 2,3-Dimethyl-5-(2-propenyl)pyrazine
    • 2,3-dimethyl-5-(prop-2-en-1-yl)pyrazine
    • 5-Allyl-2,3-dimethylpyrazine
    • 2,3-dimethyl-5-prop-2-enylpyrazine
    • SCHEMBL18677541
    • 5-Allyl-2,3-dimethylpyrazine #
    • CHEBI:192293
    • WBJYPKOZOKJWSD-UHFFFAOYSA-N
    • DTXSID101282040
    • 55138-68-6
    • 2,3-Dimethyl-5-(2-propen-1-yl)pyrazine
    • Pyrazine, 2,3-dimethyl-5-(2-propenyl)-
    • 55138-68-6

  • Applications

    2,3-Dimethyl-5-(2-propenyl)pyrazine (CAS 55138-68-6) is primarily employed as an aroma compound in perfumery and flavor applications, contributing characteristic roasted or cocoa-like notes typical of pyrazine-based aroma chemistry. It is also used as a fragrance ingredient in cosmetics and personal care products, and may be present in household cleaning products to impart a pleasant scent. In industrial manufacturing, it can serve as an intermediate for the synthesis of other aroma chemicals and may be evaluated for use as an odorant additive in polymer, coating, or related formulations, subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 144.94
    methanol 192.14
    isopropanol 107.46
    water 1.98
    ethyl acetate 109.71
    n-propanol 138.08
    acetone 102.3
    n-butanol 148.32
    acetonitrile 92.12
    DMF 196.31
    toluene 146.19
    isobutanol 127.34
    1,4-dioxane 226.91
    methyl acetate 108.91
    THF 311.18
    2-butanone 138.99
    n-pentanol 122.26
    sec-butanol 130.0
    n-hexane 59.32
    ethylene glycol 29.32
    NMP 265.42
    cyclohexane 90.8
    DMSO 166.66
    n-butyl acetate 153.1
    n-octanol 79.65
    chloroform 653.01
    n-propyl acetate 82.19
    acetic acid 127.99
    dichloromethane 514.44
    cyclohexanone 251.61
    propylene glycol 40.86
    isopropyl acetate 70.06
    DMAc 266.12
    2-ethoxyethanol 110.43
    isopentanol 130.91
    n-heptane 45.38
    ethyl formate 110.54
    1,2-dichloroethane 239.83
    n-hexanol 163.84
    2-methoxyethanol 147.55
    isobutyl acetate 68.02
    tetrachloromethane 150.06
    n-pentyl acetate 93.38
    transcutol 291.84
    n-heptanol 82.11
    ethylbenzene 86.64
    MIBK 74.2
    2-propoxyethanol 161.96
    tert-butanol 120.67
    MTBE 126.76
    2-butoxyethanol 107.62
    propionic acid 103.7
    o-xylene 109.67
    formic acid 51.74
    diethyl ether 135.17
    m-xylene 98.43
    p-xylene 121.59
    chlorobenzene 197.77
    dimethyl carbonate 50.33
    n-octane 20.17
    formamide 52.03
    cyclopentanone 238.23
    2-pentanone 99.74
    anisole 115.47
    cyclopentyl methyl ether 164.22
    gamma-butyrolactone 245.04
    1-methoxy-2-propanol 110.46
    pyridine 234.28
    3-pentanone 114.39
    furfural 258.41
    n-dodecane 16.39
    diethylene glycol 103.72
    diisopropyl ether 48.89
    tert-amyl alcohol 140.17
    acetylacetone 91.67
    n-hexadecane 18.18
    acetophenone 109.11
    methyl propionate 94.86
    isopentyl acetate 133.08
    trichloroethylene 461.02
    n-nonanol 72.37
    cyclohexanol 149.11
    benzyl alcohol 107.53
    2-ethylhexanol 114.66
    isooctanol 66.38
    dipropyl ether 114.25
    1,2-dichlorobenzene 179.81
    ethyl lactate 54.24
    propylene carbonate 169.84
    n-methylformamide 88.94
    2-pentanol 95.39
    n-pentane 51.07
    1-propoxy-2-propanol 124.87
    1-methoxy-2-propyl acetate 104.67
    2-(2-methoxypropoxy) propanol 106.88
    mesitylene 66.37
    ε-caprolactone 198.28
    p-cymene 74.93
    epichlorohydrin 256.09
    1,1,1-trichloroethane 258.86
    2-aminoethanol 60.76
    morpholine-4-carbaldehyde 202.14
    sulfolane 280.29
    2,2,4-trimethylpentane 32.3
    2-methyltetrahydrofuran 254.86
    n-hexyl acetate 125.45
    isooctane 16.91
    2-(2-butoxyethoxy)ethanol 126.36
    sec-butyl acetate 64.63
    tert-butyl acetate 76.91
    decalin 41.91
    glycerin 52.49
    diglyme 203.3
    acrylic acid 93.64
    isopropyl myristate 58.19
    n-butyric acid 153.39
    acetyl acetate 81.76
    di(2-ethylhexyl) phthalate 71.95
    ethyl propionate 76.47
    nitromethane 124.84
    1,2-diethoxyethane 140.51
    benzonitrile 150.94
    trioctyl phosphate 49.07
    1-bromopropane 205.75
    gamma-valerolactone 230.61
    n-decanol 57.12
    triethyl phosphate 68.56
    4-methyl-2-pentanol 59.51
    propionitrile 120.06
    vinylene carbonate 172.99
    1,1,2-trichlorotrifluoroethane 191.14
    DMS 95.23
    cumene 71.79
    2-octanol 59.88
    2-hexanone 98.82
    octyl acetate 75.06
    limonene 102.95
    1,2-dimethoxyethane 191.51
    ethyl orthosilicate 70.13
    tributyl phosphate 61.77
    diacetone alcohol 80.25
    N,N-dimethylaniline 103.54
    acrylonitrile 119.93
    aniline 141.46
    1,3-propanediol 88.68
    bromobenzene 221.39
    dibromomethane 372.13
    1,1,2,2-tetrachloroethane 392.61
    2-methyl-cyclohexyl acetate 107.24
    tetrabutyl urea 75.69
    diisobutyl methanol 62.82
    2-phenylethanol 128.82
    styrene 104.72
    dioctyl adipate 81.04
    dimethyl sulfate 85.48
    ethyl butyrate 107.23
    methyl lactate 55.58
    butyl lactate 75.14
    diethyl carbonate 82.89
    propanediol butyl ether 86.1
    triethyl orthoformate 88.13
    p-tert-butyltoluene 67.31
    methyl 4-tert-butylbenzoate 101.08
    morpholine 211.59
    tert-butylamine 100.66
    n-dodecanol 46.92
    dimethoxymethane 115.41
    ethylene carbonate 139.22
    cyrene 107.58
    2-ethoxyethyl acetate 104.96
    2-ethylhexyl acetate 120.29
    1,2,4-trichlorobenzene 205.85
    4-methylpyridine 234.92
    dibutyl ether 106.42
    2,6-dimethyl-4-heptanol 62.82
    DEF 144.75
    dimethyl isosorbide 181.57
    tetrachloroethylene 285.97
    eugenol 105.45
    triacetin 99.77
    span 80 99.09
    1,4-butanediol 50.15
    1,1-dichloroethane 244.62
    2-methyl-1-pentanol 130.29
    methyl formate 78.06
    2-methyl-1-butanol 148.44
    n-decane 25.17
    butyronitrile 145.2
    3,7-dimethyl-1-octanol 82.87
    1-chlorooctane 75.96
    1-chlorotetradecane 34.91
    n-nonane 25.99
    undecane 19.34
    tert-butylcyclohexane 38.02
    cyclooctane 32.09
    cyclopentanol 148.96
    tetrahydropyran 248.26
    tert-amyl methyl ether 119.02
    2,5,8-trioxanonane 156.76
    1-hexene 127.88
    2-isopropoxyethanol 85.08
    2,2,2-trifluoroethanol 57.75
    methyl butyrate 107.15

    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