4-Pyridinecarboxylic acid, 1-oxide

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  • Identifiers

    CAS number
    13602-12-5

    Molecular formula
    C6H5NO3

    SMILES
    C1=C[N+](=CC=C1C(=O)O)[O-]

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 57.47%
    Phenolic 48.56%
    Burnt 34.63%
    Nutty 34.48%
    Vanilla 32.11%
    Balsamic 29.89%
    Bitter 27.71%
    Sweet 26.59%
    Sour 26.14%
    Creamy 25.09%

     

    Flavor
    Odorless 54.27%
    Mild 45.82%
    Phenolic 45.69%
    Nutty 43.92%
    Faint 36.01%
    Sour 33.51%
    Balsam 27.11%
    Bitter 26.12%
    Balsamic 25.37%
    Very mild 25.34%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.6

    pKa est.
    5.04 (weak acid)

    Molecular weight
    139.11 g/mol

    Flash point

    • 160.73 ˚C est.

  • Synonyms

    • 4-Pyridinecarboxylic acid 1-oxide
    • 4-Pyridinecarboxylic acid, 1-oxide
    • Pyridin-N-oxide-4-carboxylic acid
    • EINECS 237-086-6
    • NSC 63044
    • DTXSID6065557
    • RefChem:526632
    • DTXCID5034355
    • 237-086-6
    • 13602-12-5
    • ISONICOTINIC ACID N-OXIDE
    • Pyridine-4-carboxylic Acid N-Oxide
    • 4-Carboxypyridine 1-oxide
    • 4-carboxypyridin-1-ium-1-olate
    • Isonicotinic acid 1-oxide
    • 1-oxidopyridin-1-ium-4-carboxylic acid
    • MFCD00006209
    • 1-hydroxypyridine-4-carboxylic acid
    • Topiroxostat Impurity 3
    • 4-Carboxypyridine1-oxide
    • NCIOpen2_000126
    • SCHEMBL1270758
    • pyridine, 1-oxide, 4-carboxy-
    • Isonicotinic acid N-oxide, 99%
    • 4-Pyridinecarboxylic acid N-oxide
    • 4-pyridinecarboxylic acid-1-oxide
    • CHEBI:169994
    • pyridine-4-carboxylic acid-N-oxide
    • BB_SC-12681
    • NSC63044
    • STR06379
    • AC9176
    • NSC-63044
    • SBB052968
    • STL002622
    • AKOS000120190
    • EBC-155063
    • SY112139
    • DB-042327
    • I0500
    • NS00015044
    • ST51016234
    • 1-Oxo-1lambda~5~-pyridine-4-carboxylic acid
    • EN300-20580
    • F8881-3256
    • Z104478980
    • 13602-12-5

  • Applications

    4-Pyridinecarboxylic acid, 1-oxide (CAS number: 13602-12-5) can function as a chelating ligand for transition-metal complexes in coordination chemistry and catalysis, owing to the pyridine N-oxide functionality paired with the picolinic acid moiety. It can be used as an intermediate in organic synthesis to prepare heterocyclic and metal-binding derivatives, and may find utility in analytical chemistry for metal ion separation or determination. As a versatile building block, it may serve as a precursor to other picolinic acid derivatives and related ligands, enabling further development in catalysis and coordination chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 25.22
    methanol 49.44
    isopropanol 15.58
    water 4.91
    ethyl acetate 36.27
    n-propanol 16.42
    acetone 69.31
    n-butanol 13.92
    acetonitrile 30.75
    DMF 267.39
    toluene 5.44
    isobutanol 12.01
    1,4-dioxane 102.77
    methyl acetate 57.91
    THF 129.75
    2-butanone 51.59
    n-pentanol 14.58
    sec-butanol 13.54
    n-hexane 0.32
    ethylene glycol 26.25
    NMP 453.43
    cyclohexane 0.35
    DMSO 275.8
    n-butyl acetate 29.5
    n-octanol 17.93
    chloroform 3.29
    n-propyl acetate 31.45
    acetic acid 66.68
    dichloromethane 13.18
    cyclohexanone 52.12
    propylene glycol 16.79
    isopropyl acetate 22.66
    DMAc 270.63
    2-ethoxyethanol 78.06
    isopentanol 17.07
    n-heptane 1.02
    ethyl formate 33.41
    1,2-dichloroethane 17.87
    n-hexanol 13.56
    2-methoxyethanol 105.6
    isobutyl acetate 13.54
    tetrachloromethane 0.65
    n-pentyl acetate 27.57
    transcutol 411.74
    n-heptanol 14.84
    ethylbenzene 3.51
    MIBK 23.26
    2-propoxyethanol 59.21
    tert-butanol 27.39
    MTBE 22.28
    2-butoxyethanol 47.51
    propionic acid 36.36
    o-xylene 6.82
    formic acid 91.29
    diethyl ether 19.27
    m-xylene 5.43
    p-xylene 5.0
    chlorobenzene 7.24
    dimethyl carbonate 47.12
    n-octane 0.56
    formamide 168.02
    cyclopentanone 115.64
    2-pentanone 33.7
    anisole 31.67
    cyclopentyl methyl ether 39.05
    gamma-butyrolactone 190.15
    1-methoxy-2-propanol 65.98
    pyridine 58.43
    3-pentanone 29.64
    furfural 178.2
    n-dodecane 0.73
    diethylene glycol 76.53
    diisopropyl ether 5.72
    tert-amyl alcohol 23.5
    acetylacetone 61.56
    n-hexadecane 0.84
    acetophenone 46.38
    methyl propionate 49.07
    isopentyl acetate 25.67
    trichloroethylene 24.77
    n-nonanol 17.55
    cyclohexanol 13.35
    benzyl alcohol 29.43
    2-ethylhexanol 10.96
    isooctanol 11.66
    dipropyl ether 14.21
    1,2-dichlorobenzene 9.66
    ethyl lactate 26.95
    propylene carbonate 67.96
    n-methylformamide 106.84
    2-pentanol 10.22
    n-pentane 0.45
    1-propoxy-2-propanol 40.67
    1-methoxy-2-propyl acetate 49.43
    2-(2-methoxypropoxy) propanol 78.41
    mesitylene 3.56
    ε-caprolactone 77.44
    p-cymene 5.36
    epichlorohydrin 137.68
    1,1,1-trichloroethane 4.48
    2-aminoethanol 29.04
    morpholine-4-carbaldehyde 306.37
    sulfolane 245.67
    2,2,4-trimethylpentane 0.51
    2-methyltetrahydrofuran 72.67
    n-hexyl acetate 41.07
    isooctane 0.37
    2-(2-butoxyethoxy)ethanol 110.7
    sec-butyl acetate 18.8
    tert-butyl acetate 30.32
    decalin 0.54
    glycerin 47.22
    diglyme 192.33
    acrylic acid 53.7
    isopropyl myristate 15.82
    n-butyric acid 27.7
    acetyl acetate 28.09
    di(2-ethylhexyl) phthalate 20.2
    ethyl propionate 26.57
    nitromethane 195.57
    1,2-diethoxyethane 64.0
    benzonitrile 27.69
    trioctyl phosphate 14.11
    1-bromopropane 4.52
    gamma-valerolactone 192.18
    n-decanol 13.49
    triethyl phosphate 20.2
    4-methyl-2-pentanol 8.51
    propionitrile 18.27
    vinylene carbonate 61.05
    1,1,2-trichlorotrifluoroethane 82.07
    DMS 53.36
    cumene 3.3
    2-octanol 9.81
    2-hexanone 28.57
    octyl acetate 23.37
    limonene 7.63
    1,2-dimethoxyethane 105.67
    ethyl orthosilicate 17.25
    tributyl phosphate 17.89
    diacetone alcohol 52.16
    N,N-dimethylaniline 23.23
    acrylonitrile 35.71
    aniline 19.02
    1,3-propanediol 35.8
    bromobenzene 4.41
    dibromomethane 4.24
    1,1,2,2-tetrachloroethane 17.47
    2-methyl-cyclohexyl acetate 22.99
    tetrabutyl urea 28.5
    diisobutyl methanol 7.38
    2-phenylethanol 24.2
    styrene 4.77
    dioctyl adipate 30.15
    dimethyl sulfate 112.41
    ethyl butyrate 26.93
    methyl lactate 45.56
    butyl lactate 28.05
    diethyl carbonate 21.07
    propanediol butyl ether 59.58
    triethyl orthoformate 22.51
    p-tert-butyltoluene 4.88
    methyl 4-tert-butylbenzoate 46.7
    morpholine 101.57
    tert-butylamine 9.5
    n-dodecanol 9.86
    dimethoxymethane 100.04
    ethylene carbonate 42.27
    cyrene 86.97
    2-ethoxyethyl acetate 66.69
    2-ethylhexyl acetate 19.38
    1,2,4-trichlorobenzene 16.38
    4-methylpyridine 50.56
    dibutyl ether 18.64
    2,6-dimethyl-4-heptanol 7.38
    DEF 76.9
    dimethyl isosorbide 114.77
    tetrachloroethylene 11.03
    eugenol 49.42
    triacetin 71.41
    span 80 49.99
    1,4-butanediol 20.66
    1,1-dichloroethane 6.11
    2-methyl-1-pentanol 14.81
    methyl formate 98.35
    2-methyl-1-butanol 14.21
    n-decane 1.14
    butyronitrile 14.74
    3,7-dimethyl-1-octanol 15.15
    1-chlorooctane 5.51
    1-chlorotetradecane 2.66
    n-nonane 0.92
    undecane 0.91
    tert-butylcyclohexane 0.54
    cyclooctane 0.26
    cyclopentanol 22.57
    tetrahydropyran 33.34
    tert-amyl methyl ether 20.85
    2,5,8-trioxanonane 151.81
    1-hexene 1.71
    2-isopropoxyethanol 51.15
    2,2,2-trifluoroethanol 48.16
    methyl butyrate 33.99

    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