2-Amino-6-Chloropyrazine

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  • Identifiers

    CAS number
    33332-28-4

    Molecular formula
    C4H4ClN3

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Roasted 48.83%
    Odorless 48.78%
    Nutty 42.38%
    Meaty 41.4%
    Burnt 33.35%
    Cooked 28.98%
    Cocoa 28.93%
    Coffee 25.64%
    Hazelnut 25.55%
    Musty 25.42%

     

    Flavor
    Bitter 52.01%
    Roasted 38.41%
    Nutty 33.12%
    Odorless 28.93%
    Coffee 28.9%
    Cocoa 26.78%
    Roast 24.15%
    Mild 23.61%
    Bread crust 22.35%
    Meaty 21.94%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    4.18 (weak acid)

    Molecular weight
    129.55 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    265°C

    Flash point

    • 148.28 ˚C est.

  • Synonyms

    • 2-AMINO-6-CHLOROPYRAZINE
    • 33332-28-4
    • 6-chloropyrazin-2-amine
    • 2-chloro-6-aminopyrazine
    • Pyrazinamine, 6-chloro-
    • 6-CHLORO-2-PYRAZINAMINE
    • 2-Pyrazinamine, 6-chloro-
    • CVL0CMW8XR
    • AI3-61778
    • DTXSID0067761
    • RefChem:464751
    • DTXCID0038673
    • 636-487-7
    • MFCD00055024
    • 6-CHLOROPYRAZINE-2-AMINE
    • 2-amino-6-chloro-pyrazine
    • 6-Chloro-pyrazin-2-ylamine
    • CHEMBL191632
    • 6-chloropyrazin-2-ylamine
    • 1wcc
    • 2-Amino-6-chloropyrazine; 2-Chloro-6-aminopyrazine; 6-Amino-2-chloropyrazine; 6-Chloro-2-aminopyrazine; 6-Chloro-2-pyrazinylamine;
    • CIG
    • UNII-CVL0CMW8XR
    • 6-chloro-pyrazine-2-amine
    • 6-chloropyrazine-2-ylamine
    • SCHEMBL67803
    • 6-chloro-pyrazin-2-yl-amine
    • 6-chloropyrazin-2-amine, 5
    • orb2940519
    • SCHEMBL2879898
    • SCHEMBL27082517
    • SCHEMBL30876844
    • BDBM24626
    • 6-AMINO-2-CHLOROPYRAZINE
    • 6-CHLORO-2-AMINOPYRAZINE
    • BB_SC-09567
    • CS-D1094
    • BBL028064
    • EBC-48208
    • SBB005488
    • STL146905
    • 2-amino-6-chloropyrazine, AldrichCPR
    • AKOS005257543
    • AC-1747
    • DB02297
    • FA15341
    • PB12992
    • PS-3478
    • HY-59335
    • PD008069
    • SY007507
    • DB-010207
    • A2145
    • NS00068450
    • EN300-60304
    • 332A284
    • F002753
    • Q27093316
    • Z850999210
    • 33332-28-4

  • Applications

    2-Amino-6-Chloropyrazine is mainly used as a functionalized heteroaromatic building block in organic synthesis. In industry, it is commonly evaluated as an intermediate for pharmaceutical development and for agrochemical development, enabling diversification via substitutions at the chloro substituent on the pyrazine ring and coupling at the amino group. It may also serve as a precursor to dyes and pigments and as a scaffold in polymer and materials chemistry for functionalized pyrazine derivatives. Additionally, it can find use in electronics-related research as a structural component in heteroaryl compounds, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.67
    methanol 10.65
    isopropanol 11.88
    water 1.02
    ethyl acetate 12.44
    n-propanol 13.62
    acetone 40.65
    n-butanol 9.3
    acetonitrile 37.86
    DMF 45.64
    toluene 2.23
    isobutanol 8.5
    1,4-dioxane 20.6
    methyl acetate 17.74
    THF 58.19
    2-butanone 26.03
    n-pentanol 8.76
    sec-butanol 9.56
    n-hexane 0.33
    ethylene glycol 5.96
    NMP 67.16
    cyclohexane 0.21
    DMSO 113.98
    n-butyl acetate 17.28
    n-octanol 3.86
    chloroform 3.47
    n-propyl acetate 11.69
    acetic acid 37.54
    dichloromethane 5.31
    cyclohexanone 22.51
    propylene glycol 5.39
    isopropyl acetate 7.61
    DMAc 53.52
    2-ethoxyethanol 22.2
    isopentanol 7.63
    n-heptane 1.05
    ethyl formate 15.07
    1,2-dichloroethane 5.47
    n-hexanol 8.38
    2-methoxyethanol 29.82
    isobutyl acetate 8.05
    tetrachloromethane 0.75
    n-pentyl acetate 9.57
    transcutol 46.74
    n-heptanol 4.56
    ethylbenzene 0.86
    MIBK 9.0
    2-propoxyethanol 25.49
    tert-butanol 12.95
    MTBE 8.09
    2-butoxyethanol 14.27
    propionic acid 14.16
    o-xylene 2.0
    formic acid 24.61
    diethyl ether 7.83
    m-xylene 2.22
    p-xylene 1.6
    chlorobenzene 3.19
    dimethyl carbonate 8.24
    n-octane 0.31
    formamide 26.17
    cyclopentanone 38.66
    2-pentanone 16.46
    anisole 5.59
    cyclopentyl methyl ether 12.93
    gamma-butyrolactone 44.7
    1-methoxy-2-propanol 19.5
    pyridine 14.33
    3-pentanone 12.35
    furfural 43.03
    n-dodecane 0.27
    diethylene glycol 25.69
    diisopropyl ether 2.33
    tert-amyl alcohol 9.48
    acetylacetone 19.59
    n-hexadecane 0.3
    acetophenone 8.73
    methyl propionate 12.69
    isopentyl acetate 13.39
    trichloroethylene 9.05
    n-nonanol 3.81
    cyclohexanol 5.78
    benzyl alcohol 7.04
    2-ethylhexanol 5.95
    isooctanol 4.06
    dipropyl ether 10.1
    1,2-dichlorobenzene 2.99
    ethyl lactate 8.72
    propylene carbonate 20.96
    n-methylformamide 23.92
    2-pentanol 5.66
    n-pentane 0.38
    1-propoxy-2-propanol 21.0
    1-methoxy-2-propyl acetate 19.78
    2-(2-methoxypropoxy) propanol 19.34
    mesitylene 1.46
    ε-caprolactone 20.14
    p-cymene 2.82
    epichlorohydrin 31.86
    1,1,1-trichloroethane 3.82
    2-aminoethanol 9.35
    morpholine-4-carbaldehyde 46.11
    sulfolane 59.73
    2,2,4-trimethylpentane 0.37
    2-methyltetrahydrofuran 27.76
    n-hexyl acetate 8.41
    isooctane 0.31
    2-(2-butoxyethoxy)ethanol 20.7
    sec-butyl acetate 6.5
    tert-butyl acetate 8.75
    decalin 0.27
    glycerin 12.36
    diglyme 38.07
    acrylic acid 15.16
    isopropyl myristate 4.2
    n-butyric acid 14.95
    acetyl acetate 9.32
    di(2-ethylhexyl) phthalate 7.31
    ethyl propionate 8.79
    nitromethane 68.67
    1,2-diethoxyethane 18.78
    benzonitrile 9.57
    trioctyl phosphate 5.21
    1-bromopropane 3.25
    gamma-valerolactone 50.61
    n-decanol 3.11
    triethyl phosphate 8.05
    4-methyl-2-pentanol 3.77
    propionitrile 14.24
    vinylene carbonate 17.38
    1,1,2-trichlorotrifluoroethane 23.6
    DMS 8.76
    cumene 1.07
    2-octanol 3.19
    2-hexanone 13.53
    octyl acetate 5.9
    limonene 3.98
    1,2-dimethoxyethane 34.46
    ethyl orthosilicate 7.46
    tributyl phosphate 6.44
    diacetone alcohol 14.87
    N,N-dimethylaniline 5.3
    acrylonitrile 18.03
    aniline 6.56
    1,3-propanediol 12.33
    bromobenzene 2.19
    dibromomethane 3.5
    1,1,2,2-tetrachloroethane 6.2
    2-methyl-cyclohexyl acetate 9.61
    tetrabutyl urea 9.27
    diisobutyl methanol 4.39
    2-phenylethanol 8.83
    styrene 1.08
    dioctyl adipate 8.04
    dimethyl sulfate 18.88
    ethyl butyrate 12.82
    methyl lactate 11.22
    butyl lactate 10.02
    diethyl carbonate 9.54
    propanediol butyl ether 12.78
    triethyl orthoformate 10.98
    p-tert-butyltoluene 2.73
    methyl 4-tert-butylbenzoate 12.69
    morpholine 27.14
    tert-butylamine 5.48
    n-dodecanol 2.47
    dimethoxymethane 24.89
    ethylene carbonate 14.05
    cyrene 23.41
    2-ethoxyethyl acetate 15.9
    2-ethylhexyl acetate 10.37
    1,2,4-trichlorobenzene 4.52
    4-methylpyridine 14.0
    dibutyl ether 4.92
    2,6-dimethyl-4-heptanol 4.39
    DEF 16.41
    dimethyl isosorbide 35.82
    tetrachloroethylene 3.62
    eugenol 14.53
    triacetin 12.42
    span 80 12.91
    1,4-butanediol 7.51
    1,1-dichloroethane 4.18
    2-methyl-1-pentanol 6.98
    methyl formate 22.68
    2-methyl-1-butanol 7.39
    n-decane 0.39
    butyronitrile 12.33
    3,7-dimethyl-1-octanol 4.55
    1-chlorooctane 1.62
    1-chlorotetradecane 0.85
    n-nonane 0.36
    undecane 0.32
    tert-butylcyclohexane 0.37
    cyclooctane 0.13
    cyclopentanol 12.41
    tetrahydropyran 13.1
    tert-amyl methyl ether 6.87
    2,5,8-trioxanonane 31.59
    1-hexene 1.32
    2-isopropoxyethanol 16.12
    2,2,2-trifluoroethanol 16.86
    methyl butyrate 11.2

    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