5-Methyl-2-pyrazinecarboxylic acid

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  • Identifiers

    CAS number
    5521-55-1

    Molecular formula
    C6H6N2O2

    SMILES
    CC1=CN=C(C=N1)C(=O)O

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Odorless 62.44%
    Roasted 52.96%
    Nutty 49.26%
    Popcorn 36.77%
    Meaty 30.21%
    Burnt 29.72%
    Cooked 26.71%
    Hazelnut 25.38%
    Coffee 24.24%
    Caramellic 21.88%

     

    Flavor
    Nutty 52.76%
    Odorless 46.51%
    Popcorn 37.83%
    Mild 32.16%
    Musty 30.01%
    Sour 29.26%
    Roast 29.04%
    Bread 27.24%
    Roasted 27.22%
    Hazelnut 27.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    5.33 (weak acid)

    Molecular weight
    138.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    304°C

    Flash point

    • 160.31 ˚C est.

  • Synonyms

    • 5-Methylpyrazine-2-carboxylic Acid
    • 5521-55-1
    • 5-Methyl-2-pyrazinecarboxylic acid
    • 2-Methylpyrazine-5-carboxylic acid
    • Pyrazinecarboxylic acid, 5-methyl-
    • UNII-B861RS5NHI
    • B861RS5NHI
    • 2-Pyrazinecarboxylic acid, 5-methyl-
    • RBYJWCRKFLGNDB-UHFFFAOYSA-
    • DTXSID10203707
    • EC 413-260-9
    • PARITAPREVIR METABOLITE M13
    • 5-METHYL-2-PYRAZINOIC ACID
    • 5-METHYLPYRAZINE CARBOXYLIC ACID
    • RefChem:103129
    • DTXCID00126198
    • 413-260-9
    • 611-241-1
    • InChI=1/C6H6N2O2/c1-4-2-8-5(3-7-4)6(9)10/h2-3H,1H3,(H,9,10)
    • RBYJWCRKFLGNDB-UHFFFAOYSA-N
    • 5-Methyl-pyrazine-2-carboxylic acid
    • MFCD00068241
    • 5-methylpyrazinecarboxylic acid
    • 2-Carboxy-5-methylpyrazine
    • 5-methyl pyrazine-2-carboxylic acid
    • SCHEMBL89539
    • CHEMBL126651
    • orb3029365
    • SCHEMBL20853601
    • SCHEMBL27769408
    • SCHEMBL29930363
    • 5-methyl pyrazine carboxylic acid
    • 5-Methylpyrazine-2-carboxylicAcid
    • BDBM236555
    • 5-methylpyrazine 2-carboxylic acid
    • 5-methyl-2-pyrazine carboxylic acid
    • AC-623
    • SBB006622
    • 5-Methyl-2-pyrazinecarboxylic acid #
    • AKOS000119524
    • FM11058
    • PB12995
    • PS-4584
    • NCGC00167497-02
    • NCGC00167497-03
    • HY-32739
    • PD013730
    • SY003142
    • 5-Methyl-2-pyrazinecarboxylic acid, 98%
    • DB-025268
    • CS-0007012
    • M1003
    • NS00021209
    • ST50949422
    • EN300-20405
    • AB01330432-02
    • 521M551
    • F019499
    • SR-01000944796
    • SR-01000944796-1
    • Q27274494
    • F2191-0074
    • Z104478058
    • 5521-55-1

  • Applications

    5-Methyl-2-pyrazinecarboxylic acid (CAS 5521-55-1) is primarily used as a building block in the synthesis of pharmaceutical substances and agrochemical agents, serving as a core unit in heteroaromatic pyrazine frameworks and related derivatives. It is commonly used as a precursor for fragrance compounds in the perfume and fragrance industries, and is often evaluated as an intermediate for other aroma-related applications. In materials science, the compound can function as a functional unit for polymer synthesis and advanced materials (for example, metal-organic frameworks and coordination polymers), or as a ligand in metal-catalyzed systems. It is also studied as a precursor for organic-electronic applications (organic semiconductors and OLED-related materials) and can be employed as a functional monomer or linking group in coatings and inks. The versatility of the carboxyl group and the pyrazine ring makes it a useful building block across multiple synthetic routes, subject to regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.05
    methanol 0.06
    isopropanol 0.03
    water 0.07
    ethyl acetate 0.02
    n-propanol 0.04
    acetone 0.03
    n-butanol 0.03
    acetonitrile 0.02
    DMF 1.5
    toluene 0.0
    isobutanol 0.04
    1,4-dioxane 0.05
    methyl acetate 0.02
    THF 0.26
    2-butanone 0.02
    n-pentanol 0.06
    sec-butanol 0.03
    n-hexane 0.0
    ethylene glycol 0.32
    NMP 16.4
    cyclohexane 0.0
    DMSO 3.13
    n-butyl acetate 0.21
    n-octanol 0.14
    chloroform 0.01
    n-propyl acetate 0.05
    acetic acid 0.53
    dichloromethane 0.03
    cyclohexanone 0.21
    propylene glycol 0.35
    isopropyl acetate 0.03
    DMAc 3.46
    2-ethoxyethanol 0.39
    isopentanol 0.06
    n-heptane 0.02
    ethyl formate 0.07
    1,2-dichloroethane 0.02
    n-hexanol 0.16
    2-methoxyethanol 0.6
    isobutyl acetate 0.07
    tetrachloromethane 0.01
    n-pentyl acetate 0.18
    transcutol 2.98
    n-heptanol 0.24
    ethylbenzene 0.01
    MIBK 0.05
    2-propoxyethanol 1.05
    tert-butanol 0.13
    MTBE 0.02
    2-butoxyethanol 1.26
    propionic acid 0.23
    o-xylene 0.02
    formic acid 1.41
    diethyl ether 0.0
    m-xylene 0.01
    p-xylene 0.03
    chlorobenzene 0.01
    dimethyl carbonate 0.1
    n-octane 0.01
    formamide 1.16
    cyclopentanone 0.35
    2-pentanone 0.02
    anisole 0.05
    cyclopentyl methyl ether 0.06
    gamma-butyrolactone 1.01
    1-methoxy-2-propanol 0.45
    pyridine 0.06
    3-pentanone 0.02
    furfural 2.02
    n-dodecane 0.01
    diethylene glycol 2.16
    diisopropyl ether 0.01
    tert-amyl alcohol 0.15
    acetylacetone 0.12
    n-hexadecane 0.01
    acetophenone 0.24
    methyl propionate 0.04
    isopentyl acetate 0.43
    trichloroethylene 0.03
    n-nonanol 0.17
    cyclohexanol 0.07
    benzyl alcohol 0.16
    2-ethylhexanol 0.26
    isooctanol 0.3
    dipropyl ether 0.07
    1,2-dichlorobenzene 0.07
    ethyl lactate 0.46
    propylene carbonate 1.02
    n-methylformamide 0.34
    2-pentanol 0.02
    n-pentane 0.0
    1-propoxy-2-propanol 1.01
    1-methoxy-2-propyl acetate 0.67
    2-(2-methoxypropoxy) propanol 3.56
    mesitylene 0.03
    ε-caprolactone 0.49
    p-cymene 0.17
    epichlorohydrin 0.23
    1,1,1-trichloroethane 0.01
    2-aminoethanol 0.41
    morpholine-4-carbaldehyde 4.75
    sulfolane 8.78
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.09
    n-hexyl acetate 0.24
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.95
    sec-butyl acetate 0.05
    tert-butyl acetate 0.13
    decalin 0.01
    glycerin 1.97
    diglyme 3.46
    acrylic acid 0.5
    isopropyl myristate 0.2
    n-butyric acid 0.16
    acetyl acetate 0.06
    di(2-ethylhexyl) phthalate 1.23
    ethyl propionate 0.05
    nitromethane 0.39
    1,2-diethoxyethane 0.13
    benzonitrile 0.15
    trioctyl phosphate 0.71
    1-bromopropane 0.01
    gamma-valerolactone 1.52
    n-decanol 0.15
    triethyl phosphate 0.87
    4-methyl-2-pentanol 0.05
    propionitrile 0.02
    vinylene carbonate 0.72
    1,1,2-trichlorotrifluoroethane 1.53
    DMS 0.36
    cumene 0.04
    2-octanol 0.12
    2-hexanone 0.06
    octyl acetate 0.27
    limonene 0.19
    1,2-dimethoxyethane 0.4
    ethyl orthosilicate 0.7
    tributyl phosphate 0.7
    diacetone alcohol 0.68
    N,N-dimethylaniline 0.25
    acrylonitrile 0.05
    aniline 0.02
    1,3-propanediol 0.32
    bromobenzene 0.01
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.05
    2-methyl-cyclohexyl acetate 0.92
    tetrabutyl urea 1.49
    diisobutyl methanol 0.26
    2-phenylethanol 0.36
    styrene 0.01
    dioctyl adipate 0.63
    dimethyl sulfate 1.08
    ethyl butyrate 0.24
    methyl lactate 0.64
    butyl lactate 0.94
    diethyl carbonate 0.35
    propanediol butyl ether 1.71
    triethyl orthoformate 0.51
    p-tert-butyltoluene 0.2
    methyl 4-tert-butylbenzoate 1.99
    morpholine 0.11
    tert-butylamine 0.05
    n-dodecanol 0.13
    dimethoxymethane 0.15
    ethylene carbonate 0.4
    cyrene 6.37
    2-ethoxyethyl acetate 0.3
    2-ethylhexyl acetate 0.35
    1,2,4-trichlorobenzene 0.13
    4-methylpyridine 0.05
    dibutyl ether 0.07
    2,6-dimethyl-4-heptanol 0.26
    DEF 0.19
    dimethyl isosorbide 7.82
    tetrachloroethylene 0.03
    eugenol 2.29
    triacetin 0.84
    span 80 2.66
    1,4-butanediol 0.25
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.13
    methyl formate 0.2
    2-methyl-1-butanol 0.05
    n-decane 0.01
    butyronitrile 0.02
    3,7-dimethyl-1-octanol 0.24
    1-chlorooctane 0.03
    1-chlorotetradecane 0.03
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.02
    cyclooctane 0.0
    cyclopentanol 0.14
    tetrahydropyran 0.02
    tert-amyl methyl ether 0.05
    2,5,8-trioxanonane 4.94
    1-hexene 0.01
    2-isopropoxyethanol 0.29
    2,2,2-trifluoroethanol 0.45
    methyl butyrate 0.11

    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