Pyrazine, 2-chloro-3-methyl-

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  • Identifiers

    CAS number
    95-58-9

    Molecular formula
    C5H5ClN2

    SMILES
    CC1=NC=CN=C1Cl

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 81.57%
    Roasted 76.09%
    Cocoa 60.61%
    Hazelnut 57.72%
    Musty 55.36%
    Coffee 53.31%
    Earthy 53.09%
    Burnt 52.66%
    Chocolate 47.02%
    Potato 46.22%

     

    Flavor
    Nutty 59.99%
    Roasted 53.68%
    Coffee 47.33%
    Cocoa 46.73%
    Roast 44.69%
    Bitter 42.71%
    Hazelnut 39.53%
    Chocolate 39.34%
    Musty 39.2%
    Popcorn 38.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    2.75 (strong acid)

    Molecular weight
    128.56 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    197°C

    Flash point

    • 83.77 ˚C est.

  • Synonyms

    • 2-Chloro-3-methylpyrazine
    • 95-58-9
    • 2-Methyl-3-chloropyrazine
    • Pyrazine, 2-chloro-3-methyl-
    • ZWK9VBZ5ZX
    • EINECS 202-434-8
    • NSC 41093
    • NSC-41093
    • DTXSID4059124
    • RefChem:870432
    • DTXCID7048954
    • 202-434-8
    • 2-Chloro-3-methyl-pyrazine
    • MFCD00023279
    • NSC41093
    • UNII-ZWK9VBZ5ZX
    • 2-chloro-3-methylpyrazin
    • 3-Chloro-2-methyl pyrazine
    • SCHEMBL610054
    • SCHEMBL790231
    • SCHEMBL790756
    • SCHEMBL17892787
    • SCHEMBL30338480
    • WZHWPZQQPWKEAV-UHFFFAOYSA-
    • BBL102668
    • STL556472
    • AKOS006274807
    • 2-chloro-3-methylpyrazine, AldrichCPR
    • CS-W002135
    • PB18413
    • SY008899
    • DB-005217
    • NS00040995
    • EN300-100267
    • F077109
    • Z1198147877
    • InChI=1/C5H5ClN2/c1-4-5(6)8-3-2-7-4/h2-3H,1H3
    • 95-58-9

  • Applications

    2-chloro-3-methylpyrazine (CAS 95-58-9) is primarily used as an intermediate in the synthesis of heteroaromatic pyrazine compounds for pharmaceutical and agrochemical applications; it is also employed as a precursor for pyrazine odor-active compounds in fragrance and flavor research; due to its heteroaromatic ring, it can serve as a building block for polymer and organic electronic materials, and it may be used in coatings/inks formulations as a specialty intermediate, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.45
    methanol 64.45
    isopropanol 30.99
    water 2.06
    ethyl acetate 58.45
    n-propanol 37.85
    acetone 112.35
    n-butanol 35.13
    acetonitrile 89.78
    DMF 172.8
    toluene 43.39
    isobutanol 28.83
    1,4-dioxane 111.45
    methyl acetate 68.9
    THF 169.19
    2-butanone 91.28
    n-pentanol 33.59
    sec-butanol 32.2
    n-hexane 7.64
    ethylene glycol 15.17
    NMP 239.31
    cyclohexane 10.0
    DMSO 247.09
    n-butyl acetate 58.37
    n-octanol 11.94
    chloroform 156.86
    n-propyl acetate 48.17
    acetic acid 67.88
    dichloromethane 209.35
    cyclohexanone 118.04
    propylene glycol 11.45
    isopropyl acetate 36.44
    DMAc 189.56
    2-ethoxyethanol 67.72
    isopentanol 31.84
    n-heptane 8.48
    ethyl formate 69.66
    1,2-dichloroethane 127.04
    n-hexanol 24.81
    2-methoxyethanol 85.09
    isobutyl acetate 29.68
    tetrachloromethane 43.43
    n-pentyl acetate 36.91
    transcutol 170.22
    n-heptanol 15.58
    ethylbenzene 21.22
    MIBK 36.41
    2-propoxyethanol 59.17
    tert-butanol 40.97
    MTBE 48.63
    2-butoxyethanol 39.47
    propionic acid 37.59
    o-xylene 34.08
    formic acid 51.93
    diethyl ether 56.48
    m-xylene 26.8
    p-xylene 36.26
    chlorobenzene 75.41
    dimethyl carbonate 29.5
    n-octane 3.24
    formamide 79.57
    cyclopentanone 146.18
    2-pentanone 60.89
    anisole 61.32
    cyclopentyl methyl ether 63.39
    gamma-butyrolactone 156.04
    1-methoxy-2-propanol 50.3
    pyridine 128.05
    3-pentanone 59.19
    furfural 205.81
    n-dodecane 2.31
    diethylene glycol 49.71
    diisopropyl ether 18.02
    tert-amyl alcohol 39.6
    acetylacetone 77.91
    n-hexadecane 2.63
    acetophenone 66.14
    methyl propionate 48.75
    isopentyl acetate 52.06
    trichloroethylene 209.64
    n-nonanol 12.48
    cyclohexanol 33.77
    benzyl alcohol 45.7
    2-ethylhexanol 22.58
    isooctanol 14.95
    dipropyl ether 40.59
    1,2-dichlorobenzene 76.47
    ethyl lactate 22.92
    propylene carbonate 84.52
    n-methylformamide 85.31
    2-pentanol 23.3
    n-pentane 7.79
    1-propoxy-2-propanol 42.66
    1-methoxy-2-propyl acetate 55.22
    2-(2-methoxypropoxy) propanol 51.29
    mesitylene 18.46
    ε-caprolactone 93.17
    p-cymene 21.04
    epichlorohydrin 171.65
    1,1,1-trichloroethane 110.62
    2-aminoethanol 25.2
    morpholine-4-carbaldehyde 180.96
    sulfolane 234.69
    2,2,4-trimethylpentane 5.52
    2-methyltetrahydrofuran 120.09
    n-hexyl acetate 33.5
    isooctane 3.05
    2-(2-butoxyethoxy)ethanol 60.04
    sec-butyl acetate 31.62
    tert-butyl acetate 40.03
    decalin 6.36
    glycerin 22.05
    diglyme 136.28
    acrylic acid 42.52
    isopropyl myristate 18.41
    n-butyric acid 49.06
    acetyl acetate 42.63
    di(2-ethylhexyl) phthalate 24.66
    ethyl propionate 42.02
    nitromethane 169.63
    1,2-diethoxyethane 79.11
    benzonitrile 81.03
    trioctyl phosphate 16.18
    1-bromopropane 64.9
    gamma-valerolactone 191.63
    n-decanol 10.4
    triethyl phosphate 34.56
    4-methyl-2-pentanol 15.1
    propionitrile 63.06
    vinylene carbonate 87.47
    1,1,2-trichlorotrifluoroethane 102.87
    DMS 44.8
    cumene 17.75
    2-octanol 12.01
    2-hexanone 52.88
    octyl acetate 21.51
    limonene 28.49
    1,2-dimethoxyethane 139.89
    ethyl orthosilicate 32.75
    tributyl phosphate 23.07
    diacetone alcohol 43.23
    N,N-dimethylaniline 48.68
    acrylonitrile 81.3
    aniline 56.39
    1,3-propanediol 35.21
    bromobenzene 73.3
    dibromomethane 126.54
    1,1,2,2-tetrachloroethane 141.19
    2-methyl-cyclohexyl acetate 42.84
    tetrabutyl urea 32.46
    diisobutyl methanol 16.4
    2-phenylethanol 38.72
    styrene 29.72
    dioctyl adipate 32.16
    dimethyl sulfate 65.68
    ethyl butyrate 53.88
    methyl lactate 26.74
    butyl lactate 27.28
    diethyl carbonate 42.29
    propanediol butyl ether 26.63
    triethyl orthoformate 43.87
    p-tert-butyltoluene 19.4
    methyl 4-tert-butylbenzoate 50.94
    morpholine 106.84
    tert-butylamine 27.98
    n-dodecanol 8.78
    dimethoxymethane 85.51
    ethylene carbonate 70.34
    cyrene 66.61
    2-ethoxyethyl acetate 62.63
    2-ethylhexyl acetate 45.26
    1,2,4-trichlorobenzene 91.14
    4-methylpyridine 124.64
    dibutyl ether 26.44
    2,6-dimethyl-4-heptanol 16.4
    DEF 85.22
    dimethyl isosorbide 109.18
    tetrachloroethylene 109.9
    eugenol 50.46
    triacetin 47.79
    span 80 35.63
    1,4-butanediol 21.71
    1,1-dichloroethane 98.18
    2-methyl-1-pentanol 33.38
    methyl formate 75.83
    2-methyl-1-butanol 30.65
    n-decane 3.43
    butyronitrile 63.64
    3,7-dimethyl-1-octanol 16.83
    1-chlorooctane 11.91
    1-chlorotetradecane 6.48
    n-nonane 3.26
    undecane 2.71
    tert-butylcyclohexane 6.21
    cyclooctane 3.71
    cyclopentanol 45.91
    tetrahydropyran 82.41
    tert-amyl methyl ether 41.17
    2,5,8-trioxanonane 104.52
    1-hexene 20.79
    2-isopropoxyethanol 43.95
    2,2,2-trifluoroethanol 42.01
    methyl butyrate 57.3

    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