5-Hydroxypyrazine-2-carboxylic acid

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  • Identifiers

    CAS number
    34604-60-9

    Molecular formula
    C5H4N2O3

    SMILES
    C1=C(N=CC(=O)N1)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 78.0%
    Burnt 31.54%
    Nutty 28.5%
    Roasted 25.33%
    Sour 22.0%
    Cooked 20.42%
    Popcorn 19.54%
    Caramellic 19.4%
    Bitter 18.65%
    Savory 16.01%

     

    Flavor
    Odorless 57.3%
    Nutty 45.08%
    Bitter 32.69%
    Mild 31.07%
    Sour 30.84%
    Very mild 27.9%
    Bread 24.37%
    Popcorn 24.22%
    Faint 24.1%
    Bread crust 23.43%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.0

    pKa est.
    8.0 (neutral)

    Molecular weight
    140.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    462°C

    Flash point

    • 221.15 ˚C est.

  • Synonyms

    • 5-hydroxypyrazine-2-carboxylic acid
    • 34604-60-9
    • 5-Hydroxypyrazinoic acid
    • Pyrazinecarboxylic acid, 4,5-dihydro-5-oxo-
    • M2V0DP3ENP
    • DTXSID40188179
    • RefChem:536259
    • DTXCID20110670
    • 640-522-1
    • 5-Hydroxy-2-pyrazinecarboxylic acid
    • 5-oxo-4,5-dihydropyrazine-2-carboxylic acid
    • MFCD00190599
    • 5-Hydroxy-pyrazine-2-carboxylic acid
    • 6-oxo-1H-pyrazine-3-carboxylic acid
    • 2-Pyrazinecarboxylicacid, 4,5-dihydro-5-oxo-, sodium salt (1:1)
    • UNII-M2V0DP3ENP
    • 2-carboxy-5-hydroxy-pyrazine
    • SCHEMBL241781
    • SCHEMBL287080
    • orb1710542
    • 5-Hydroxypyrazinecarboxylic acid
    • CHEMBL5171056
    • SCHEMBL29957141
    • 2-hydroxy-5-pyrazinecarboxylic acid
    • MFCD11978170
    • SBB047806
    • STK503412
    • AKOS000121905
    • AKOS005171548
    • AC-8941
    • CS-0876
    • DS-0397
    • FH24492
    • PB32161
    • 4,5-Dihydro-5-oxopyrazinecarboxylic acid
    • DA-70220
    • HY-76210
    • PD012196
    • SY008215
    • TS-00040
    • 5-oxo-4,5-dihydropyrazine-2-carboxylicacid
    • 4,5-dihydro-5-oxo-2-Pyrazinecarboxylic acid
    • EN300-29829
    • 5-oxo-4,5-dihydro-pyrazine-2-carboxylic acid
    • 604H609
    • F037360
    • 5-Hydroxy-2-pyrazinecarboxylic acid, >=96.0% (T)
    • Q63392308
    • F8881-7682
    • 34604-60-9

  • Applications

    5-Hydroxypyrazine-2-carboxylic acid (CAS 34604-60-9) is primarily used as an intermediate and building block for the organic synthesis of heterocyclic compounds; in the fragrance and flavor industries, it serves as a precursor to pyrazine-based aroma compounds and may contribute to roasted or nutty notes; in cosmetics and personal care, it may be evaluated as an aroma-related intermediate; in pharmaceuticals, it provides a heterocyclic core for the synthesis of drug-like molecules; in agriculture, it is used as a precursor for agrochemical syntheses; in polymers and plastics, it can serve as a building block for specialty materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.78
    methanol 1.66
    isopropanol 0.5
    water 0.48
    ethyl acetate 0.18
    n-propanol 0.7
    acetone 0.38
    n-butanol 0.55
    acetonitrile 0.18
    DMF 10.81
    toluene 0.04
    isobutanol 0.41
    1,4-dioxane 0.45
    methyl acetate 0.24
    THF 1.37
    2-butanone 0.52
    n-pentanol 0.44
    sec-butanol 0.51
    n-hexane 0.01
    ethylene glycol 2.26
    NMP 47.52
    cyclohexane 0.01
    DMSO 27.51
    n-butyl acetate 0.7
    n-octanol 0.46
    chloroform 0.01
    n-propyl acetate 0.31
    acetic acid 1.38
    dichloromethane 0.03
    cyclohexanone 1.15
    propylene glycol 2.26
    isopropyl acetate 0.16
    DMAc 17.34
    2-ethoxyethanol 4.06
    isopentanol 0.53
    n-heptane 0.06
    ethyl formate 0.43
    1,2-dichloroethane 0.06
    n-hexanol 0.54
    2-methoxyethanol 7.48
    isobutyl acetate 0.12
    tetrachloromethane 0.0
    n-pentyl acetate 0.6
    transcutol 16.41
    n-heptanol 0.64
    ethylbenzene 0.04
    MIBK 0.25
    2-propoxyethanol 4.46
    tert-butanol 0.62
    MTBE 0.18
    2-butoxyethanol 3.61
    propionic acid 1.11
    o-xylene 0.1
    formic acid 5.09
    diethyl ether 0.14
    m-xylene 0.07
    p-xylene 0.05
    chlorobenzene 0.02
    dimethyl carbonate 0.44
    n-octane 0.02
    formamide 7.24
    cyclopentanone 1.85
    2-pentanone 0.41
    anisole 0.16
    cyclopentyl methyl ether 0.53
    gamma-butyrolactone 3.26
    1-methoxy-2-propanol 4.62
    pyridine 0.41
    3-pentanone 0.35
    furfural 4.65
    n-dodecane 0.02
    diethylene glycol 6.81
    diisopropyl ether 0.06
    tert-amyl alcohol 0.72
    acetylacetone 0.49
    n-hexadecane 0.02
    acetophenone 0.49
    methyl propionate 0.47
    isopentyl acetate 0.57
    trichloroethylene 0.05
    n-nonanol 0.5
    cyclohexanol 0.42
    benzyl alcohol 0.38
    2-ethylhexanol 0.43
    isooctanol 0.5
    dipropyl ether 0.51
    1,2-dichlorobenzene 0.03
    ethyl lactate 1.18
    propylene carbonate 1.13
    n-methylformamide 4.46
    2-pentanol 0.31
    n-pentane 0.02
    1-propoxy-2-propanol 3.32
    1-methoxy-2-propyl acetate 1.48
    2-(2-methoxypropoxy) propanol 5.53
    mesitylene 0.06
    ε-caprolactone 1.86
    p-cymene 0.16
    epichlorohydrin 1.08
    1,1,1-trichloroethane 0.01
    2-aminoethanol 3.21
    morpholine-4-carbaldehyde 16.34
    sulfolane 15.47
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 0.75
    n-hexyl acetate 0.73
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 6.79
    sec-butyl acetate 0.17
    tert-butyl acetate 0.28
    decalin 0.01
    glycerin 7.3
    diglyme 9.58
    acrylic acid 1.84
    isopropyl myristate 0.31
    n-butyric acid 0.85
    acetyl acetate 0.1
    di(2-ethylhexyl) phthalate 0.77
    ethyl propionate 0.32
    nitromethane 2.17
    1,2-diethoxyethane 0.97
    benzonitrile 0.24
    trioctyl phosphate 0.61
    1-bromopropane 0.04
    gamma-valerolactone 7.04
    n-decanol 0.38
    triethyl phosphate 0.65
    4-methyl-2-pentanol 0.21
    propionitrile 0.21
    vinylene carbonate 0.9
    1,1,2-trichlorotrifluoroethane 2.67
    DMS 0.61
    cumene 0.05
    2-octanol 0.34
    2-hexanone 0.42
    octyl acetate 0.48
    limonene 0.23
    1,2-dimethoxyethane 3.06
    ethyl orthosilicate 0.55
    tributyl phosphate 0.63
    diacetone alcohol 1.53
    N,N-dimethylaniline 0.35
    acrylonitrile 0.43
    aniline 0.21
    1,3-propanediol 3.17
    bromobenzene 0.01
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.06
    2-methyl-cyclohexyl acetate 0.68
    tetrabutyl urea 1.65
    diisobutyl methanol 0.3
    2-phenylethanol 0.53
    styrene 0.03
    dioctyl adipate 0.77
    dimethyl sulfate 2.47
    ethyl butyrate 0.66
    methyl lactate 2.34
    butyl lactate 1.7
    diethyl carbonate 0.43
    propanediol butyl ether 4.63
    triethyl orthoformate 0.78
    p-tert-butyltoluene 0.15
    methyl 4-tert-butylbenzoate 1.87
    morpholine 1.47
    tert-butylamine 0.22
    n-dodecanol 0.27
    dimethoxymethane 2.02
    ethylene carbonate 0.54
    cyrene 6.91
    2-ethoxyethyl acetate 1.22
    2-ethylhexyl acetate 0.47
    1,2,4-trichlorobenzene 0.07
    4-methylpyridine 0.43
    dibutyl ether 0.33
    2,6-dimethyl-4-heptanol 0.3
    DEF 2.18
    dimethyl isosorbide 6.51
    tetrachloroethylene 0.04
    eugenol 2.54
    triacetin 1.4
    span 80 3.37
    1,4-butanediol 1.41
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.41
    methyl formate 1.69
    2-methyl-1-butanol 0.56
    n-decane 0.03
    butyronitrile 0.2
    3,7-dimethyl-1-octanol 0.37
    1-chlorooctane 0.08
    1-chlorotetradecane 0.04
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 0.67
    tetrahydropyran 0.22
    tert-amyl methyl ether 0.31
    2,5,8-trioxanonane 7.86
    1-hexene 0.04
    2-isopropoxyethanol 1.76
    2,2,2-trifluoroethanol 1.01
    methyl butyrate 0.53

    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