alpha-Methyl-2-pyridinemethanol

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  • Identifiers

    CAS number
    18728-61-5

    Molecular formula
    C7H9NO

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 57.62%
    Roasted 44.36%
    Earthy 43.45%
    Sweet 42.09%
    Almond 36.92%
    Musty 36.39%
    Green 34.79%
    Burnt 31.84%
    Woody 30.48%
    Hazelnut 29.18%

     

    Flavor
    Bitter 40.42%
    Nutty 34.86%
    Fatty 33.42%
    Musty 32.48%
    Sweet 31.87%
    Oily 29.38%
    Roasted 29.13%
    Coffee 26.77%
    Mild 25.29%
    Fruity 23.16%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    6.13 (neutral)

    Molecular weight
    123.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    197°C

    Flash point

    • 95.21 ˚C est.

  • Synonyms

    • 18728-61-5
    • alpha-Methylpyridine-2-methanol
    • alpha-methyl-2-pyridinemethanol
    • RefChem:555830
    • 242-539-6
    • 1-(Pyridin-2-yl)ethanol
    • 1-pyridin-2-yl-ethanol
    • 2-(1-Hydroxyethyl)pyridine
    • 1-pyridin-2-ylethanol
    • MFCD06245419
    • 1-(pyridin-2-yl)ethan-1-ol
    • 1-(2-pyridyl)ethanol
    • (R)-1-(2-Pyridyl)ethanol
    • 1-(2-pyridinyl)ethanol
    • pyridylethanol
    • (2-pyridyl)ethanol
    • EINECS 242-539-6
    • 1-(2-pyridyl)-ethanol
    • 2-Pyridinemethanol,a-methyl-
    • SCHEMBL177799
    • SCHEMBL243460
    • SCHEMBL947176
    • SCHEMBL1515147
    • SCHEMBL1812596
    • SCHEMBL4071515
    • SCHEMBL22589343
    • SCHEMBL27645367
    • SCHEMBL29930921
    • pyridine, 2-(1-hydroxyethyl)-
    • DTXSID80940197
    • STL451550
    • (+/-)-1-(pyridin-2-yl)-ethanol
    • (RS)-alpha-methyl-2-pyridinemethanol
    • (+/-)-2-(1-hydroxyethyl)-pyridine
    • AKOS000249112
    • AKOS016842811
    • AC-7127
    • CS-W003280
    • PS-3060
    • SB45034
    • SB52249
    • DA-21168
    • SY004070
    • DB-005761
    • NS00048096
    • EN300-53660
    • F088389
    • Z335244914
    • (S)-alpha-Methyl-2-pyridinemethanol;(S)-2-(1-Hydroxyethyl)pyridine
    • (R)-alpha-Methyl-2-pyridinemethanol ;(R)-2-(1-Hydroxyethyl)pyridine
    • 18728-61-5

  • Applications

    alpha-Methyl-2-pyridinemethanol (CAS 18728-61-5) is a versatile intermediate in organic synthesis, providing a functional alcohol handle and a pyridine moiety for constructing heterocycles. It is commonly used as a building block in pharmaceutical development for the synthesis of pyridine-containing drug candidates and is also encountered in the synthesis of agrochemicals. In fragrance and cosmetics, it serves as a fragrance intermediate or precursor to pyridine-based odorants. In materials and coatings, it offers a reactive alcohol site suitable for conversion to polyols or other derivatives used in polymers, coatings and inks. Its role is that of a specialty chemical intermediate in industrial manufacturing, and its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 535.47
    methanol 811.28
    isopropanol 320.87
    water 21.39
    ethyl acetate 183.84
    n-propanol 378.26
    acetone 349.93
    n-butanol 273.21
    acetonitrile 285.27
    DMF 570.47
    toluene 91.33
    isobutanol 246.83
    1,4-dioxane 695.09
    methyl acetate 200.26
    THF 591.46
    2-butanone 234.09
    n-pentanol 211.0
    sec-butanol 230.06
    n-hexane 18.41
    ethylene glycol 203.0
    NMP 540.88
    cyclohexane 15.14
    DMSO 1070.32
    n-butyl acetate 149.96
    n-octanol 89.66
    chloroform 426.09
    n-propyl acetate 128.16
    acetic acid 416.26
    dichloromethane 436.06
    cyclohexanone 328.35
    propylene glycol 163.64
    isopropyl acetate 94.09
    DMAc 368.66
    2-ethoxyethanol 304.12
    isopentanol 186.55
    n-heptane 18.72
    ethyl formate 175.58
    1,2-dichloroethane 249.26
    n-hexanol 199.46
    2-methoxyethanol 467.66
    isobutyl acetate 89.82
    tetrachloromethane 74.7
    n-pentyl acetate 82.86
    transcutol 583.13
    n-heptanol 93.94
    ethylbenzene 36.57
    MIBK 109.92
    2-propoxyethanol 306.76
    tert-butanol 309.53
    MTBE 195.94
    2-butoxyethanol 166.22
    propionic acid 280.2
    o-xylene 59.99
    formic acid 269.9
    diethyl ether 191.28
    m-xylene 67.85
    p-xylene 51.2
    chlorobenzene 136.63
    dimethyl carbonate 70.13
    n-octane 8.45
    formamide 249.41
    cyclopentanone 434.83
    2-pentanone 180.76
    anisole 108.19
    cyclopentyl methyl ether 226.68
    gamma-butyrolactone 501.48
    1-methoxy-2-propanol 279.52
    pyridine 271.04
    3-pentanone 132.43
    furfural 408.03
    n-dodecane 7.96
    diethylene glycol 290.97
    diisopropyl ether 47.9
    tert-amyl alcohol 224.31
    acetylacetone 166.69
    n-hexadecane 8.72
    acetophenone 101.69
    methyl propionate 155.51
    isopentyl acetate 117.82
    trichloroethylene 411.61
    n-nonanol 74.05
    cyclohexanol 177.62
    benzyl alcohol 113.77
    2-ethylhexanol 101.08
    isooctanol 78.84
    dipropyl ether 102.05
    1,2-dichlorobenzene 107.1
    ethyl lactate 77.54
    propylene carbonate 221.73
    n-methylformamide 333.69
    2-pentanol 153.33
    n-pentane 18.48
    1-propoxy-2-propanol 197.78
    1-methoxy-2-propyl acetate 120.71
    2-(2-methoxypropoxy) propanol 133.48
    mesitylene 41.97
    ε-caprolactone 271.31
    p-cymene 39.02
    epichlorohydrin 464.8
    1,1,1-trichloroethane 186.15
    2-aminoethanol 294.91
    morpholine-4-carbaldehyde 460.4
    sulfolane 580.29
    2,2,4-trimethylpentane 15.35
    2-methyltetrahydrofuran 405.87
    n-hexyl acetate 114.8
    isooctane 12.28
    2-(2-butoxyethoxy)ethanol 191.19
    sec-butyl acetate 73.2
    tert-butyl acetate 98.17
    decalin 13.49
    glycerin 248.69
    diglyme 325.9
    acrylic acid 242.25
    isopropyl myristate 47.29
    n-butyric acid 285.01
    acetyl acetate 93.27
    di(2-ethylhexyl) phthalate 52.85
    ethyl propionate 90.22
    nitromethane 503.36
    1,2-diethoxyethane 162.26
    benzonitrile 154.13
    trioctyl phosphate 45.88
    1-bromopropane 161.08
    gamma-valerolactone 469.47
    n-decanol 57.56
    triethyl phosphate 51.83
    4-methyl-2-pentanol 84.71
    propionitrile 222.26
    vinylene carbonate 203.61
    1,1,2-trichlorotrifluoroethane 274.08
    DMS 83.39
    cumene 34.4
    2-octanol 63.92
    2-hexanone 139.34
    octyl acetate 62.4
    limonene 57.76
    1,2-dimethoxyethane 367.35
    ethyl orthosilicate 50.66
    tributyl phosphate 53.16
    diacetone alcohol 153.58
    N,N-dimethylaniline 81.34
    acrylonitrile 248.19
    aniline 157.27
    1,3-propanediol 300.04
    bromobenzene 121.25
    dibromomethane 281.88
    1,1,2,2-tetrachloroethane 314.19
    2-methyl-cyclohexyl acetate 75.32
    tetrabutyl urea 68.77
    diisobutyl methanol 57.79
    2-phenylethanol 108.71
    styrene 48.98
    dioctyl adipate 63.9
    dimethyl sulfate 141.57
    ethyl butyrate 97.51
    methyl lactate 112.05
    butyl lactate 82.08
    diethyl carbonate 58.96
    propanediol butyl ether 151.22
    triethyl orthoformate 65.95
    p-tert-butyltoluene 38.18
    methyl 4-tert-butylbenzoate 93.95
    morpholine 591.4
    tert-butylamine 182.05
    n-dodecanol 45.09
    dimethoxymethane 269.24
    ethylene carbonate 166.22
    cyrene 132.23
    2-ethoxyethyl acetate 113.54
    2-ethylhexyl acetate 85.48
    1,2,4-trichlorobenzene 129.6
    4-methylpyridine 271.21
    dibutyl ether 83.75
    2,6-dimethyl-4-heptanol 57.79
    DEF 239.32
    dimethyl isosorbide 187.44
    tetrachloroethylene 215.24
    eugenol 108.04
    triacetin 101.23
    span 80 115.81
    1,4-butanediol 162.89
    1,1-dichloroethane 258.31
    2-methyl-1-pentanol 156.84
    methyl formate 248.09
    2-methyl-1-butanol 197.16
    n-decane 12.39
    butyronitrile 226.33
    3,7-dimethyl-1-octanol 81.44
    1-chlorooctane 51.31
    1-chlorotetradecane 21.33
    n-nonane 12.24
    undecane 9.64
    tert-butylcyclohexane 16.83
    cyclooctane 7.72
    cyclopentanol 244.38
    tetrahydropyran 394.76
    tert-amyl methyl ether 127.69
    2,5,8-trioxanonane 220.25
    1-hexene 70.97
    2-isopropoxyethanol 191.61
    2,2,2-trifluoroethanol 143.52
    methyl butyrate 139.93

    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