2-(2-Hydroxyethyl)pyridine

Overview IFRA Request a quote

  • Identifiers

    CAS number
    103-74-2

    Molecular formula
    C7H9NO

    SMILES
    C1=CC=NC(=C1)CCO

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 46.56%
    Floral 37.94%
    Nutty 37.23%
    Roasted 34.4%
    Earthy 31.81%
    Fatty 31.78%
    Burnt 31.09%
    Animal 30.31%
    Musty 30.3%
    Fruity 29.72%

     

    Flavor
    Bitter 54.46%
    Sweet 40.49%
    Fatty 37.48%
    Floral 31.2%
    Musty 29.26%
    Oily 28.57%
    Mild 25.51%
    Coffee 24.89%
    Roasted 24.14%
    Chocolate 23.64%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.1

    pKa est.
    5.76 (weak acid)

    Molecular weight
    123.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Melting point expt.

    • -7.8 °C

    Boiling point

    • 190 °C @ 200 mm Hg; 170 °C @ 100 mm Hg

    Flash point

    • 113.37 ˚C est.

    Solubility expt.

    • Very soluble in alcohol, chloroform; slightly soluble in ether

  • Synonyms

    • 2-(2-Hydroxyethyl)pyridine
    • RefChem:89358
    • 2-PYRIDINEETHANOL
    • 103-74-2
    • 2-(2-Pyridyl)ethanol
    • Pyridine-2-ethanol
    • 2-(Pyridin-2-Yl)Ethan-1-Ol
    • 2-pyridin-2-ylethanol
    • 2-Pyridylethanol
    • 2-(Pyridin-2-yl)ethanol
    • 2-(beta-Hydroxyethyl)pyridine
    • MFCD00006364
    • Pyridine, 2-(2-hydroxyethyl)-
    • 2-(2-Pyridinyl)ethanol
    • 2-Pyridinethanol
    • Betahistine EP Impurity B
    • 2-(2-Hydroxyethyl)-pyridine
    • 4G94J9B8JR
    • DTXSID2044767
    • NSC-2144
    • NSC-77979
    • Pyridineethanol
    • 2-Pyridine ethanol
    • 2-(Pyridin-2-yl)ethanol (2-(2-Hydroxyethyl)pyridine)
    • Betahistine Impurity B
    • HSDB 5357
    • NSC 2144
    • EINECS 203-140-2
    • BRN 0111205
    • UNII-4G94J9B8JR
    • pyridine-ethanol
    • AI3-52671
    • Betahistine Dihydrochloride Imp. B (EP); Betahistine Imp. B (EP); 2-(Pyridin-2-yl)ethanol; 2-(2-Hydroxyethyl)pyridine; Betahistine Dihydrochloride Impurity B; Betahistine Impurity B
    • 2-hydroxyethylpyridine
    • 2-(hydroxyethyl)pyridine
    • 2-pyridin-2-yl-ethanol
    • 2-Pyridineethanol, 98%
    • 2-(pyridine-2-yl)ethanol
    • EC 203-140-2
    • 2-(pyridin-2-yl)-ethanol
    • 2-(2-Pyridinyl)ethanol #
    • 2-(2-pyridyl)-1-ethanol
    • 2-(2-pyridyl)ethan-1-ol
    • NCIOpen2_000827
    • SCHEMBL24490
    • 2-(2-hydroxyethyl) pyridine
    • 5-21-02-00206 (Beilstein Handbook Reference)
    • SCHEMBL826797
    • SCHEMBL947177
    • orb1310412
    • SCHEMBL5263376
    • SCHEMBL5264341
    • SCHEMBL5643529
    • SCHEMBL8710864
    • SCHEMBL8710867
    • CHEMBL3186451
    • DTXCID0024767
    • SCHEMBL27625038
    • SCHEMBL31140119
    • NSC2144
    • CHEBI:230061
    • 2-(.beta.-Hydroxyethyl)-pyridine
    • .BETA.-(2-PYRIDYL)ETHANOL
    • ALBB-020942
    • BB_SC-11215
    • NSC77979
    • STR08146
    • 2-(.ALPHA.-PYRIDYL)ETHANOL
    • 2-(2-PYRIDYL)ETHYL ALCOHOL
    • Tox21_300936
    • BBL027580
    • EBC-12512
    • STL370309
    • AKOS004911141
    • AC-4672
    • FP71542
    • NCGC00248217-01
    • NCGC00254838-01
    • BP-13079
    • CAS-103-74-2
    • PD065536
    • DB-015972
    • CS-0129864
    • H0246
    • NS00005330
    • ST51037921
    • EN300-19350
    • D70485
    • 2-(.BETA.-HYDROXYETHYL)PYRIDINE [HSDB]
    • F223718
    • 2-(2-Pyridyl)ethanol, 2-(2-Hydroxyethyl)pyridine
    • Q27259559
    • Z104473592
    • 2-Pyridineethanol;2-(2-Pyridyl)ethanol ;2-(2-Hydroxyethyl)pyridine
    • InChI=1/C7H9NO/c9-6-4-7-3-1-2-5-8-7/h1-3,5,9H,4,6H
    • 103-74-2

  • Applications

    2-(2-Hydroxyethyl)pyridine (CAS 103-74-2) is a versatile building block in organic synthesis, primarily used as a precursor to pyridine derivatives for pharmaceuticals, agrochemicals, and specialty chemicals. It also serves as a ligand/chelating agent in metal-catalyzed systems and in analytical chemistry, owing to its metal-binding capability. The hydroxyethyl group enables functionalization, allowing conversion into functional derivatives for polymers, coatings, and adhesives, and serving as a building block for functional materials. As a heterocyclic precursor, it supports the development of novel compounds and materials in research and production.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 455.45
    methanol 565.35
    isopropanol 275.36
    water 29.87
    ethyl acetate 115.36
    n-propanol 339.49
    acetone 208.69
    n-butanol 231.78
    acetonitrile 209.18
    DMF 983.63
    toluene 43.28
    isobutanol 206.66
    1,4-dioxane 332.55
    methyl acetate 128.69
    THF 327.93
    2-butanone 130.53
    n-pentanol 125.87
    sec-butanol 168.55
    n-hexane 5.41
    ethylene glycol 368.7
    NMP 565.41
    cyclohexane 14.16
    DMSO 1551.16
    n-butyl acetate 89.65
    n-octanol 52.43
    chloroform 318.99
    n-propyl acetate 64.86
    acetic acid 526.98
    dichloromethane 433.83
    cyclohexanone 275.49
    propylene glycol 269.1
    isopropyl acetate 46.49
    DMAc 474.69
    2-ethoxyethanol 218.79
    isopentanol 134.89
    n-heptane 15.19
    ethyl formate 143.34
    1,2-dichloroethane 201.17
    n-hexanol 161.1
    2-methoxyethanol 504.41
    isobutyl acetate 40.01
    tetrachloromethane 59.46
    n-pentyl acetate 39.71
    transcutol 393.33
    n-heptanol 60.18
    ethylbenzene 19.75
    MIBK 53.09
    2-propoxyethanol 252.17
    tert-butanol 236.09
    MTBE 69.45
    2-butoxyethanol 113.11
    propionic acid 362.77
    o-xylene 39.92
    formic acid 347.86
    diethyl ether 71.97
    m-xylene 39.12
    p-xylene 27.39
    chlorobenzene 86.96
    dimethyl carbonate 77.57
    n-octane 4.13
    formamide 405.04
    cyclopentanone 319.7
    2-pentanone 103.96
    anisole 65.71
    cyclopentyl methyl ether 146.67
    gamma-butyrolactone 433.17
    1-methoxy-2-propanol 280.82
    pyridine 251.11
    3-pentanone 78.32
    furfural 394.41
    n-dodecane 4.09
    diethylene glycol 282.62
    diisopropyl ether 18.04
    tert-amyl alcohol 140.92
    acetylacetone 108.05
    n-hexadecane 4.51
    acetophenone 72.49
    methyl propionate 141.02
    isopentyl acetate 63.45
    trichloroethylene 350.96
    n-nonanol 43.99
    cyclohexanol 172.44
    benzyl alcohol 96.38
    2-ethylhexanol 72.22
    isooctanol 45.44
    dipropyl ether 82.24
    1,2-dichlorobenzene 83.71
    ethyl lactate 69.02
    propylene carbonate 191.15
    n-methylformamide 545.99
    2-pentanol 97.19
    n-pentane 7.97
    1-propoxy-2-propanol 165.09
    1-methoxy-2-propyl acetate 93.55
    2-(2-methoxypropoxy) propanol 104.18
    mesitylene 25.2
    ε-caprolactone 203.03
    p-cymene 27.56
    epichlorohydrin 347.47
    1,1,1-trichloroethane 133.32
    2-aminoethanol 452.46
    morpholine-4-carbaldehyde 479.69
    sulfolane 605.73
    2,2,4-trimethylpentane 6.55
    2-methyltetrahydrofuran 208.69
    n-hexyl acetate 56.92
    isooctane 5.52
    2-(2-butoxyethoxy)ethanol 137.33
    sec-butyl acetate 31.62
    tert-butyl acetate 48.6
    decalin 7.43
    glycerin 370.98
    diglyme 259.97
    acrylic acid 354.25
    isopropyl myristate 26.72
    n-butyric acid 320.62
    acetyl acetate 69.62
    di(2-ethylhexyl) phthalate 42.3
    ethyl propionate 57.76
    nitromethane 596.07
    1,2-diethoxyethane 80.76
    benzonitrile 118.12
    trioctyl phosphate 32.19
    1-bromopropane 87.71
    gamma-valerolactone 407.94
    n-decanol 34.6
    triethyl phosphate 41.41
    4-methyl-2-pentanol 46.68
    propionitrile 174.54
    vinylene carbonate 191.16
    1,1,2-trichlorotrifluoroethane 333.21
    DMS 56.81
    cumene 19.29
    2-octanol 30.54
    2-hexanone 61.21
    octyl acetate 37.36
    limonene 45.42
    1,2-dimethoxyethane 239.84
    ethyl orthosilicate 38.44
    tributyl phosphate 36.48
    diacetone alcohol 108.5
    N,N-dimethylaniline 57.61
    acrylonitrile 253.26
    aniline 125.83
    1,3-propanediol 375.97
    bromobenzene 77.33
    dibromomethane 212.23
    1,1,2,2-tetrachloroethane 268.23
    2-methyl-cyclohexyl acetate 51.21
    tetrabutyl urea 57.67
    diisobutyl methanol 39.86
    2-phenylethanol 86.1
    styrene 27.77
    dioctyl adipate 48.22
    dimethyl sulfate 154.32
    ethyl butyrate 74.03
    methyl lactate 131.54
    butyl lactate 59.84
    diethyl carbonate 50.85
    propanediol butyl ether 116.48
    triethyl orthoformate 53.05
    p-tert-butyltoluene 25.71
    methyl 4-tert-butylbenzoate 78.21
    morpholine 427.85
    tert-butylamine 119.53
    n-dodecanol 28.66
    dimethoxymethane 264.68
    ethylene carbonate 150.53
    cyrene 121.51
    2-ethoxyethyl acetate 58.45
    2-ethylhexyl acetate 46.42
    1,2,4-trichlorobenzene 103.01
    4-methylpyridine 190.44
    dibutyl ether 38.5
    2,6-dimethyl-4-heptanol 39.86
    DEF 217.14
    dimethyl isosorbide 147.62
    tetrachloroethylene 175.52
    eugenol 88.21
    triacetin 73.42
    span 80 103.07
    1,4-butanediol 163.74
    1,1-dichloroethane 157.67
    2-methyl-1-pentanol 84.7
    methyl formate 311.03
    2-methyl-1-butanol 143.39
    n-decane 6.03
    butyronitrile 154.76
    3,7-dimethyl-1-octanol 44.69
    1-chlorooctane 25.37
    1-chlorotetradecane 11.68
    n-nonane 5.64
    undecane 4.8
    tert-butylcyclohexane 7.23
    cyclooctane 5.2
    cyclopentanol 252.43
    tetrahydropyran 227.2
    tert-amyl methyl ether 54.37
    2,5,8-trioxanonane 193.94
    1-hexene 21.94
    2-isopropoxyethanol 116.52
    2,2,2-trifluoroethanol 172.52
    methyl butyrate 88.19

    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