2-Hydroxypyridine

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  • Identifiers

    CAS number
    142-08-5

    Molecular formula
    C5H5NO

    SMILES
    C1=CC(=O)NC=C1

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 63.5%
    Burnt 59.27%
    Roasted 34.62%
    Phenolic 33.94%
    Almond 33.15%
    Musty 32.74%
    Bitter 32.1%
    Coffee 31.5%
    Animal 29.8%
    Pungent 29.61%

     

    Flavor
    Bitter 51.83%
    Sweet 46.01%
    Almond 37.68%
    Balsam 30.38%
    Medical 28.54%
    Nutty 28.07%
    Green 27.01%
    Tonka 26.13%
    Burnt sugar 24.54%
    Phenolic 23.31%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.6

    pKa est.
    9.09 (weak base)

    Molecular weight
    95.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    254°C

    Melting point expt.

    • 107.8 °C

    Flash point

    • 125.72 ˚C est.

    Solubility expt.

    • 1000 mg/mL at 20 °C

  • Synonyms

    • 2-HYDROXYPYRIDINE
    • Pyridin-2-ol
    • 142-08-5
    • 2-Pyridinol
    • 2-Pyridone
    • 72762-00-6
    • pyridin-2(1H)-one
    • 2(1H)-Pyridinone
    • 1H-pyridin-2-one
    • 2-Pyridinone
    • Pyridinone
    • 2(1H)-Pyridone
    • alpha-Pyridone
    • 2-Oxopyridine
    • pyridin-2-one
    • Pyridone-2
    • 2-hydroxy pyridine
    • 2(lH)-Pyridinone
    • Pyridone-2 [French]
    • .alpha.-Pyridone
    • Pyridinol
    • CHEBI:16540
    • 2-Pyridol
    • EINECS 205-520-3
    • NSC 172522
    • DTXSID2051716
    • 1-Hydroxy-2-pyridine
    • AI3-19236
    • EINECS 276-824-1
    • 1~{H}-pyridin-2-one
    • CHEMBL662
    • 6770O3A2I5
    • NSC-172522
    • HYDROXYPYRIDINE, 2-
    • SR-1C9
    • DTXCID2030271
    • MFCD00006268
    • NSC172522
    • LEVETIRACETAM IMPURITY C [EP IMPURITY]
    • Levetiracetam Impurity C
    • 66396-89-2
    • Hydroxypyridine
    • LEVETIRACETAM IMPURITY C (EP IMPURITY)
    • 1,2-dihydropyridin-2-one
    • pyrdinone
    • LEVETIRACETAM IMPURITY, PYRIDIN-2-OL-(USP IMPURITY)
    • LEVETIRACETAM IMPURITY, PYRIDIN-2-OL-[USP IMPURITY]
    • alphaPyridone
    • hydroxylpyridine
    • 2pyridinone
    • 2pyridinol
    • 2pyridone
    • 2Oxopyridine
    • alpha -pyridone
    • hydroxy-pyridine
    • Pyridone2
    • pyridinyl alcohol
    • 2-hyroxypyridine
    • UNII-6770O3A2I5
    • 2-hydroxypryidine
    • 2(lH)Pyridinone
    • 2-Hydroxypyridine (2-Pyridinol)
    • lH-2-pyridone
    • pyrid-2-one
    • Pyridin-2-ol; Levetiracetam Imp. C (EP); 2-Hydroxypyridine; Levetiracetam Impurity C
    • 2-pyridyl alcohol
    • 2(1h)pyridone
    • 2-hydroxy-pyridine
    • HRZ
    • T5Y
    • (1H)-pyridone
    • 2-hydroxyl pyridine
    • pyridin2(1h)-one
    • 1H-2-Pyridone
    • 2H-pyridin-2-one
    • MFCD00462283
    • 2-(1H)-pyridone
    • 1-H-pyridin-2-one
    • pyridine, 2-hydroxy-
    • pyridin-2 (1h)-one
    • 1,2-dihydro-oxopyridine
    • 930-70-1
    • 2(1H)-Pyridone, dimer
    • 2-Hydroxypyridine, 97%
    • pyridine, 1,2-dihydro-2-oxo-
    • 2-Pyridinol (ACD/Name 4.0)
    • Tox21_303883
    • BBL027571
    • BDBM50538683
    • NSC176167
    • s6360
    • STL146648
    • 2-Hydroxypyridine, analytical standard
    • AKOS000119122
    • AKOS016352898
    • FH07796
    • NSC-176167
    • SB52270
    • SB52273
    • NCGC00357141-01
    • CAS-142-08-5
    • PD144419
    • DB-015956
    • DS-003023
    • H0330
    • NS00021648
    • EN300-21469
    • 2-Hydroxypyridine, purum, >=97.0% (HPLC)
    • C02502
    • D87632
    • P20525
    • A837610
    • AC-907/25014059
    • AC-907/25014345
    • AC-907/25014389
    • Q209474
    • F1995-0210
    • Z1245646663
    • LEVETIRACETAM IMPURITY, PYRIDIN-2-OL- [USP IMPURITY]
    • B910DA2F-8676-4873-9F5A-7A9091749198
    • Levetiracetam impurity C, European Pharmacopoeia (EP) Reference Standard
    • 205-520-3
    • 276-824-1

  • Applications

    2-Hydroxypyridine (CAS 142-08-5) is used as a versatile building block in organic synthesis and as a bidentate ligand in coordination chemistry, forming metal complexes that serve as catalysts for homogeneous transformations and as scaffolds for catalyst design; it is commonly employed as an intermediate in the synthesis of other heterocyclic compounds and pharmaceutical-like scaffolds; in analytical chemistry it functions as a metal-chelating agent to aid metal ion detection, separation and quantification; it also serves as a building block for coordination polymers and metal-organic frameworks (MOFs) in materials research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 46.25
    methanol 73.75
    isopropanol 22.67
    water 19.63
    ethyl acetate 4.56
    n-propanol 30.73
    acetone 8.74
    n-butanol 20.82
    acetonitrile 7.96
    DMF 134.74
    toluene 0.62
    isobutanol 20.08
    1,4-dioxane 11.36
    methyl acetate 8.34
    THF 19.7
    2-butanone 10.78
    n-pentanol 19.96
    sec-butanol 18.85
    n-hexane 0.29
    ethylene glycol 27.65
    NMP 88.98
    cyclohexane 0.12
    DMSO 103.67
    n-butyl acetate 8.52
    n-octanol 5.25
    chloroform 3.76
    n-propyl acetate 6.95
    acetic acid 85.04
    dichloromethane 3.65
    cyclohexanone 16.67
    propylene glycol 27.42
    isopropyl acetate 3.58
    DMAc 106.53
    2-ethoxyethanol 38.06
    isopentanol 18.53
    n-heptane 0.34
    ethyl formate 9.92
    1,2-dichloroethane 2.75
    n-hexanol 10.68
    2-methoxyethanol 62.46
    isobutyl acetate 4.84
    tetrachloromethane 0.87
    n-pentyl acetate 7.7
    transcutol 146.89
    n-heptanol 6.9
    ethylbenzene 0.79
    MIBK 6.56
    2-propoxyethanol 30.09
    tert-butanol 20.21
    MTBE 4.83
    2-butoxyethanol 25.02
    propionic acid 42.3
    o-xylene 1.19
    formic acid 75.11
    diethyl ether 2.61
    m-xylene 1.19
    p-xylene 1.63
    chlorobenzene 1.76
    dimethyl carbonate 6.17
    n-octane 0.14
    formamide 91.91
    cyclopentanone 24.49
    2-pentanone 6.76
    anisole 5.37
    cyclopentyl methyl ether 5.69
    gamma-butyrolactone 38.95
    1-methoxy-2-propanol 39.03
    pyridine 13.27
    3-pentanone 4.53
    furfural 46.21
    n-dodecane 0.17
    diethylene glycol 38.86
    diisopropyl ether 1.08
    tert-amyl alcohol 18.35
    acetylacetone 8.39
    n-hexadecane 0.18
    acetophenone 9.16
    methyl propionate 7.73
    isopentyl acetate 7.82
    trichloroethylene 6.86
    n-nonanol 4.98
    cyclohexanol 8.2
    benzyl alcohol 11.0
    2-ethylhexanol 5.76
    isooctanol 6.43
    dipropyl ether 3.52
    1,2-dichlorobenzene 2.79
    ethyl lactate 10.01
    propylene carbonate 17.43
    n-methylformamide 64.75
    2-pentanol 9.26
    n-pentane 0.22
    1-propoxy-2-propanol 20.36
    1-methoxy-2-propyl acetate 10.87
    2-(2-methoxypropoxy) propanol 30.43
    mesitylene 0.98
    ε-caprolactone 18.96
    p-cymene 1.57
    epichlorohydrin 20.7
    1,1,1-trichloroethane 1.79
    2-aminoethanol 55.29
    morpholine-4-carbaldehyde 64.21
    sulfolane 57.27
    2,2,4-trimethylpentane 0.31
    2-methyltetrahydrofuran 11.26
    n-hexyl acetate 8.82
    isooctane 0.23
    2-(2-butoxyethoxy)ethanol 41.47
    sec-butyl acetate 4.41
    tert-butyl acetate 5.03
    decalin 0.23
    glycerin 50.18
    diglyme 60.2
    acrylic acid 44.92
    isopropyl myristate 3.34
    n-butyric acid 29.98
    acetyl acetate 4.18
    di(2-ethylhexyl) phthalate 7.74
    ethyl propionate 4.98
    nitromethane 67.29
    1,2-diethoxyethane 11.9
    benzonitrile 9.42
    trioctyl phosphate 4.99
    1-bromopropane 1.32
    gamma-valerolactone 47.66
    n-decanol 3.82
    triethyl phosphate 4.94
    4-methyl-2-pentanol 6.33
    propionitrile 8.51
    vinylene carbonate 16.42
    1,1,2-trichlorotrifluoroethane 36.2
    DMS 8.24
    cumene 1.31
    2-octanol 3.94
    2-hexanone 9.39
    octyl acetate 5.13
    limonene 1.88
    1,2-dimethoxyethane 32.15
    ethyl orthosilicate 4.48
    tributyl phosphate 6.43
    diacetone alcohol 16.89
    N,N-dimethylaniline 6.24
    acrylonitrile 16.13
    aniline 5.85
    1,3-propanediol 46.18
    bromobenzene 1.05
    dibromomethane 1.79
    1,1,2,2-tetrachloroethane 6.3
    2-methyl-cyclohexyl acetate 6.86
    tetrabutyl urea 10.22
    diisobutyl methanol 3.59
    2-phenylethanol 9.15
    styrene 0.95
    dioctyl adipate 7.58
    dimethyl sulfate 16.66
    ethyl butyrate 6.05
    methyl lactate 15.84
    butyl lactate 13.56
    diethyl carbonate 5.0
    propanediol butyl ether 32.2
    triethyl orthoformate 5.71
    p-tert-butyltoluene 1.43
    methyl 4-tert-butylbenzoate 12.98
    morpholine 24.36
    tert-butylamine 7.67
    n-dodecanol 2.89
    dimethoxymethane 17.9
    ethylene carbonate 11.0
    cyrene 25.1
    2-ethoxyethyl acetate 12.36
    2-ethylhexyl acetate 5.83
    1,2,4-trichlorobenzene 4.22
    4-methylpyridine 10.48
    dibutyl ether 3.51
    2,6-dimethyl-4-heptanol 3.59
    DEF 20.55
    dimethyl isosorbide 30.06
    tetrachloroethylene 4.71
    eugenol 19.92
    triacetin 13.09
    span 80 22.07
    1,4-butanediol 24.75
    1,1-dichloroethane 1.68
    2-methyl-1-pentanol 18.36
    methyl formate 24.59
    2-methyl-1-butanol 19.03
    n-decane 0.22
    butyronitrile 8.57
    3,7-dimethyl-1-octanol 6.13
    1-chlorooctane 1.01
    1-chlorotetradecane 0.53
    n-nonane 0.19
    undecane 0.19
    tert-butylcyclohexane 0.32
    cyclooctane 0.06
    cyclopentanol 14.54
    tetrahydropyran 5.96
    tert-amyl methyl ether 4.87
    2,5,8-trioxanonane 46.44
    1-hexene 1.33
    2-isopropoxyethanol 22.02
    2,2,2-trifluoroethanol 27.07
    methyl butyrate 9.38

    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