2,6-Dichloropyrazine

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  • Identifiers

    CAS number
    4774-14-5

    Molecular formula
    C4H2Cl2N2

    SMILES
    C1=C(N=C(C=N1)Cl)Cl

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Roasted 54.1%
    Nutty 49.56%
    Odorless 43.89%
    Meaty 41.66%
    Burnt 35.88%
    Cocoa 33.43%
    Hazelnut 30.46%
    Coffee 30.26%
    Musty 28.64%
    Cooked 28.54%

     

    Flavor
    Bitter 53.35%
    Roasted 35.09%
    Odorless 30.13%
    Nutty 29.59%
    Coffee 25.1%
    Cocoa 24.19%
    Mild 22.43%
    Bread crust 21.74%
    Scallion 21.64%
    Roast 21.3%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    3.87 (weak acid)

    Molecular weight
    148.98 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    206°C

    Flash point

    • 106.33 ˚C est.

  • Synonyms

    • 2,6-Dichloropyrazine
    • 4774-14-5
    • Pyrazine, 2,6-dichloro-
    • 2NX2PQ9HSL
    • DTXSID0063602
    • RefChem:445476
    • DTXCID1040582
    • 225-316-8
    • MFCD00006125
    • 2,6-dichloro-pyrazine
    • 2,6-dichloro pyrazine
    • EINECS 225-316-8
    • 2,6-dicloropyrazine
    • 2,6 dichloropyrazine
    • 2,6-dichloro-pyrazin
    • 2, 6-dichloropyrazine
    • AI3-61780
    • UNII-2NX2PQ9HSL
    • 2,6-Dichloropyrazine, 98%
    • SCHEMBL138054
    • SCHEMBL440213
    • orb2940320
    • SBB054463
    • AKOS000121129
    • AC-2465
    • CS-W010976
    • HY-W010260
    • PB14072
    • AS-10765
    • SY001394
    • DB-020190
    • D1867
    • NS00031720
    • ST50412065
    • EN300-25752
    • 74D145
    • P16520
    • F002758
    • F0001-1266
    • Z217291786
    • InChI=1/C4H2Cl2N2/c5-3-1-7-2-4(6)8-3/h1-2
    • 4774-14-5

  • Applications

    2,6-Dichloropyrazine (CAS 4774-14-5) is a versatile intermediate in organic synthesis, enabling access to a range of heterocyclic pyrazine-containing compounds. In pharmaceutical and agrochemical development, it is commonly used as a building block to access pyrazine-based scaffolds and related bioactive molecules. In coatings and inks, it serves as a precursor for specialty dyes and pigments or as a coupling substrate to introduce pyrazine units into pigment systems. In polymers and plastics, it is used to incorporate pyrazine motifs into functional polymers to enhance thermal stability and electronic properties. In electronics and related advanced materials, it is explored as a precursor for organic semiconductors and other pyrazine-based materials. These applications reflect its role as an intermediate, with use limited by formulation constraints and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 55.23
    methanol 59.14
    isopropanol 49.31
    water 1.44
    ethyl acetate 84.69
    n-propanol 63.23
    acetone 165.38
    n-butanol 59.63
    acetonitrile 144.59
    DMF 255.19
    toluene 31.94
    isobutanol 48.83
    1,4-dioxane 126.63
    methyl acetate 100.52
    THF 246.64
    2-butanone 142.48
    n-pentanol 57.12
    sec-butanol 56.8
    n-hexane 5.25
    ethylene glycol 23.48
    NMP 270.54
    cyclohexane 6.06
    DMSO 292.19
    n-butyl acetate 80.88
    n-octanol 28.62
    chloroform 59.21
    n-propyl acetate 70.12
    acetic acid 75.71
    dichloromethane 74.82
    cyclohexanone 135.81
    propylene glycol 23.11
    isopropyl acetate 46.92
    DMAc 275.03
    2-ethoxyethanol 114.42
    isopentanol 51.53
    n-heptane 13.34
    ethyl formate 69.76
    1,2-dichloroethane 70.98
    n-hexanol 48.42
    2-methoxyethanol 135.03
    isobutyl acetate 45.12
    tetrachloromethane 8.62
    n-pentyl acetate 48.2
    transcutol 212.1
    n-heptanol 28.14
    ethylbenzene 18.1
    MIBK 52.97
    2-propoxyethanol 105.56
    tert-butanol 54.85
    MTBE 61.82
    2-butoxyethanol 61.08
    propionic acid 46.81
    o-xylene 26.93
    formic acid 43.03
    diethyl ether 77.66
    m-xylene 24.81
    p-xylene 25.92
    chlorobenzene 37.71
    dimethyl carbonate 50.18
    n-octane 4.61
    formamide 72.65
    cyclopentanone 163.51
    2-pentanone 104.48
    anisole 59.64
    cyclopentyl methyl ether 103.67
    gamma-butyrolactone 162.5
    1-methoxy-2-propanol 91.97
    pyridine 114.7
    3-pentanone 93.34
    furfural 164.81
    n-dodecane 4.15
    diethylene glycol 92.22
    diisopropyl ether 21.41
    tert-amyl alcohol 56.68
    acetylacetone 93.25
    n-hexadecane 4.56
    acetophenone 68.36
    methyl propionate 84.82
    isopentyl acetate 61.68
    trichloroethylene 109.96
    n-nonanol 27.65
    cyclohexanol 57.73
    benzyl alcohol 54.48
    2-ethylhexanol 40.33
    isooctanol 24.7
    dipropyl ether 69.2
    1,2-dichlorobenzene 34.55
    ethyl lactate 38.82
    propylene carbonate 83.07
    n-methylformamide 108.99
    2-pentanol 42.1
    n-pentane 6.93
    1-propoxy-2-propanol 84.96
    1-methoxy-2-propyl acetate 80.78
    2-(2-methoxypropoxy) propanol 80.09
    mesitylene 14.95
    ε-caprolactone 114.75
    p-cymene 25.59
    epichlorohydrin 168.14
    1,1,1-trichloroethane 45.11
    2-aminoethanol 38.13
    morpholine-4-carbaldehyde 218.56
    sulfolane 177.12
    2,2,4-trimethylpentane 5.22
    2-methyltetrahydrofuran 160.8
    n-hexyl acetate 48.38
    isooctane 3.46
    2-(2-butoxyethoxy)ethanol 90.96
    sec-butyl acetate 44.82
    tert-butyl acetate 49.01
    decalin 5.19
    glycerin 36.57
    diglyme 163.58
    acrylic acid 47.33
    isopropyl myristate 25.42
    n-butyric acid 57.32
    acetyl acetate 47.51
    di(2-ethylhexyl) phthalate 29.36
    ethyl propionate 61.24
    nitromethane 177.2
    1,2-diethoxyethane 99.48
    benzonitrile 72.87
    trioctyl phosphate 22.36
    1-bromopropane 48.65
    gamma-valerolactone 203.4
    n-decanol 23.49
    triethyl phosphate 38.83
    4-methyl-2-pentanol 26.51
    propionitrile 91.7
    vinylene carbonate 75.56
    1,1,2-trichlorotrifluoroethane 97.4
    DMS 48.22
    cumene 15.76
    2-octanol 21.61
    2-hexanone 84.26
    octyl acetate 34.61
    limonene 38.91
    1,2-dimethoxyethane 197.72
    ethyl orthosilicate 37.87
    tributyl phosphate 28.75
    diacetone alcohol 66.52
    N,N-dimethylaniline 51.81
    acrylonitrile 101.07
    aniline 50.89
    1,3-propanediol 50.52
    bromobenzene 31.38
    dibromomethane 51.96
    1,1,2,2-tetrachloroethane 75.55
    2-methyl-cyclohexyl acetate 50.43
    tetrabutyl urea 48.1
    diisobutyl methanol 27.59
    2-phenylethanol 56.41
    styrene 22.72
    dioctyl adipate 42.52
    dimethyl sulfate 85.47
    ethyl butyrate 70.22
    methyl lactate 45.53
    butyl lactate 41.59
    diethyl carbonate 49.46
    propanediol butyl ether 52.47
    triethyl orthoformate 56.91
    p-tert-butyltoluene 23.56
    methyl 4-tert-butylbenzoate 54.59
    morpholine 164.22
    tert-butylamine 35.96
    n-dodecanol 19.88
    dimethoxymethane 143.63
    ethylene carbonate 65.69
    cyrene 92.09
    2-ethoxyethyl acetate 69.7
    2-ethylhexyl acetate 53.02
    1,2,4-trichlorobenzene 47.42
    4-methylpyridine 115.65
    dibutyl ether 43.2
    2,6-dimethyl-4-heptanol 27.59
    DEF 126.72
    dimethyl isosorbide 132.52
    tetrachloroethylene 43.36
    eugenol 60.24
    triacetin 55.29
    span 80 54.24
    1,4-butanediol 36.49
    1,1-dichloroethane 54.98
    2-methyl-1-pentanol 51.06
    methyl formate 92.65
    2-methyl-1-butanol 53.25
    n-decane 5.98
    butyronitrile 85.32
    3,7-dimethyl-1-octanol 32.53
    1-chlorooctane 19.32
    1-chlorotetradecane 9.74
    n-nonane 5.7
    undecane 4.87
    tert-butylcyclohexane 5.38
    cyclooctane 2.95
    cyclopentanol 68.72
    tetrahydropyran 127.54
    tert-amyl methyl ether 60.64
    2,5,8-trioxanonane 128.3
    1-hexene 20.85
    2-isopropoxyethanol 78.67
    2,2,2-trifluoroethanol 39.22
    methyl butyrate 74.53

    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