4-Hydroxymethylpyridine

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  • Identifiers

    CAS number
    586-95-8

    Molecular formula
    C6H7NO

    SMILES
    C1=CN=CC=C1CO

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 69.96%
    Almond 50.0%
    Nutty 49.64%
    Musty 37.9%
    Burnt 37.69%
    Caramellic 36.9%
    Phenolic 34.83%
    Aromatic 34.0%
    Earthy 33.57%
    Vanilla 33.1%

     

    Flavor
    Sweet 70.56%
    Bitter 58.03%
    Almond 40.43%
    Caramel 39.54%
    Musty 38.67%
    Coffee 38.21%
    Chocolate 35.26%
    Nutty 34.29%
    Fatty 29.99%
    Bread 29.36%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.1

    pKa est.
    5.62 (weak acid)

    Molecular weight
    109.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    259°C

    Flash point

    • 112.73 ˚C est.

  • Synonyms

    • 4-Hydroxymethylpyridine
    • RefChem:526647
    • 4-PYRIDINEMETHANOL
    • 586-95-8
    • 4-Pyridylcarbinol
    • PYRIDIN-4-YLMETHANOL
    • Pyridine-4-methanol
    • 4-(Hydroxymethyl)pyridine
    • 4-Pyridylmethanol
    • (Pyridin-4-yl)methanol
    • 4-Pyridinylmethanol
    • 4-Pyridinecarbinol
    • 4-Picolyl alcohol
    • MFCD00006442
    • .gamma.-Picolyl alcohol
    • NSC 26024
    • NSC 49167
    • Pyridin-4-Yl-Methanol
    • gamma-Picolyl alcohol
    • EINECS 209-590-6
    • 4-pyridyl methanol
    • 4-pyridyl-carbinol
    • 4-pyridine methanol
    • 4-pyridine-methanol
    • pyridine-4ylmethanol
    • (4-pyridyl)methanol
    • pyridine-4-ylmethanol
    • Pyridine, 4-carbinol
    • 4-pyridylmethan-1-ol
    • ?-Hydroxy-4-picoline
    • Pyridine-4-yl-methanol
    • 4-hydroxymethyl pyridine
    • 4-hydroxymethyl-pyridine
    • 4-Pyridinemethanol, 99%
    • 4-(hydroxymethyl)-pyridine
    • PYRIDINE 4-METHANOL
    • pyridine, 4-hydroxymethyl-
    • 4-(Hydroxymethylene)pyridine
    • SCHEMBL102606
    • SCHEMBL286016
    • orb3029351
    • SCHEMBL1515146
    • SCHEMBL2241626
    • SCHEMBL2561741
    • SCHEMBL7163320
    • CHEMBL1235528
    • SCHEMBL11019406
    • DTXSID90870638
    • ALBB-021945
    • BB_SC-12988
    • NSC26024
    • NSC49167
    • NSC-26024
    • NSC-49167
    • SBB004347
    • STL386832
    • AKOS000248904
    • CS-W007605
    • SDCCGMLS-0065929.P001
    • AS-12010
    • BP-10053
    • PY7
    • SY003306
    • DB-016080
    • NS00042613
    • P0751
    • 4-(Hydroxymethyl)pyridine;4-Pyridyl carbinol
    • EN300-64663
    • F078602
    • Q27464630
    • F0001-1532
    • Z335244866
    • InChI=1/C6H7NO/c8-5-6-1-3-7-4-2-6/h1-4,8H,5H
    • 586-95-8

  • Applications

    4-Hydroxymethylpyridine (CAS 586-95-8) is a versatile building block used across several industries: as an intermediate for pharmaceutical and agrochemical active ingredients; as a hydroxyl-functional monomer for polyurethane coatings and adhesives to introduce pyridine functionality into formulations; as a ligand precursor for coordination chemistry and catalysis; and as a starting point to access other functional pyridine derivatives (for example, via oxidation to 4-formylpyridine for use in ligands and specialty resins). Depending on formulation, it may also serve in fragrance chemistry as an intermediate, with use subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 91.72
    methanol 133.15
    isopropanol 53.41
    water 25.79
    ethyl acetate 67.89
    n-propanol 103.15
    acetone 8.43
    n-butanol 101.66
    acetonitrile 41.81
    DMF 211.79
    toluene 23.03
    isobutanol 67.61
    1,4-dioxane 118.72
    methyl acetate 62.56
    THF 89.01
    2-butanone 34.63
    n-pentanol 60.17
    sec-butanol 57.64
    n-hexane 0.85
    ethylene glycol 49.2
    NMP 148.96
    cyclohexane 2.68
    DMSO 181.82
    n-butyl acetate 65.5
    n-octanol 15.72
    chloroform 80.25
    n-propyl acetate 40.69
    acetic acid 209.88
    dichloromethane 64.57
    cyclohexanone 75.51
    propylene glycol 28.84
    isopropyl acetate 28.18
    DMAc 245.44
    2-ethoxyethanol 122.86
    isopentanol 76.32
    n-heptane 4.1
    ethyl formate 71.22
    1,2-dichloroethane 48.49
    n-hexanol 74.6
    2-methoxyethanol 216.43
    isobutyl acetate 20.35
    tetrachloromethane 23.14
    n-pentyl acetate 29.51
    transcutol 280.64
    n-heptanol 30.68
    ethylbenzene 6.77
    MIBK 23.16
    2-propoxyethanol 124.86
    tert-butanol 83.84
    MTBE 30.91
    2-butoxyethanol 71.02
    propionic acid 158.97
    o-xylene 21.29
    formic acid 296.89
    diethyl ether 33.29
    m-xylene 19.17
    p-xylene 10.76
    chlorobenzene 33.05
    dimethyl carbonate 25.86
    n-octane 1.17
    formamide 351.53
    cyclopentanone 67.05
    2-pentanone 29.88
    anisole 27.46
    cyclopentyl methyl ether 61.4
    gamma-butyrolactone 154.09
    1-methoxy-2-propanol 105.47
    pyridine 149.97
    3-pentanone 29.29
    furfural 195.48
    n-dodecane 0.9
    diethylene glycol 112.24
    diisopropyl ether 8.4
    tert-amyl alcohol 71.21
    acetylacetone 27.14
    n-hexadecane 0.97
    acetophenone 33.38
    methyl propionate 60.36
    isopentyl acetate 39.51
    trichloroethylene 119.08
    n-nonanol 14.97
    cyclohexanol 69.28
    benzyl alcohol 39.01
    2-ethylhexanol 33.88
    isooctanol 22.43
    dipropyl ether 35.46
    1,2-dichlorobenzene 33.55
    ethyl lactate 27.24
    propylene carbonate 77.7
    n-methylformamide 188.91
    2-pentanol 48.35
    n-pentane 1.73
    1-propoxy-2-propanol 83.75
    1-methoxy-2-propyl acetate 54.6
    2-(2-methoxypropoxy) propanol 52.72
    mesitylene 10.9
    ε-caprolactone 102.88
    p-cymene 11.25
    epichlorohydrin 138.01
    1,1,1-trichloroethane 43.02
    2-aminoethanol 111.69
    morpholine-4-carbaldehyde 185.73
    sulfolane 152.83
    2,2,4-trimethylpentane 1.93
    2-methyltetrahydrofuran 85.63
    n-hexyl acetate 25.53
    isooctane 1.41
    2-(2-butoxyethoxy)ethanol 75.5
    sec-butyl acetate 20.99
    tert-butyl acetate 29.48
    decalin 1.59
    glycerin 88.52
    diglyme 152.52
    acrylic acid 138.56
    isopropyl myristate 9.34
    n-butyric acid 216.56
    acetyl acetate 30.5
    di(2-ethylhexyl) phthalate 13.9
    ethyl propionate 31.9
    nitromethane 213.91
    1,2-diethoxyethane 62.26
    benzonitrile 52.49
    trioctyl phosphate 9.83
    1-bromopropane 21.16
    gamma-valerolactone 155.75
    n-decanol 11.1
    triethyl phosphate 21.14
    4-methyl-2-pentanol 24.28
    propionitrile 64.7
    vinylene carbonate 91.75
    1,1,2-trichlorotrifluoroethane 165.97
    DMS 23.73
    cumene 6.39
    2-octanol 14.23
    2-hexanone 25.59
    octyl acetate 13.69
    limonene 16.96
    1,2-dimethoxyethane 116.0
    ethyl orthosilicate 21.44
    tributyl phosphate 13.41
    diacetone alcohol 55.51
    N,N-dimethylaniline 24.77
    acrylonitrile 101.48
    aniline 73.58
    1,3-propanediol 149.47
    bromobenzene 22.71
    dibromomethane 36.2
    1,1,2,2-tetrachloroethane 95.02
    2-methyl-cyclohexyl acetate 25.42
    tetrabutyl urea 20.09
    diisobutyl methanol 17.96
    2-phenylethanol 46.55
    styrene 8.95
    dioctyl adipate 17.14
    dimethyl sulfate 57.85
    ethyl butyrate 47.48
    methyl lactate 44.32
    butyl lactate 27.98
    diethyl carbonate 27.4
    propanediol butyl ether 41.07
    triethyl orthoformate 33.86
    p-tert-butyltoluene 10.72
    methyl 4-tert-butylbenzoate 32.96
    morpholine 199.07
    tert-butylamine 43.14
    n-dodecanol 8.59
    dimethoxymethane 68.74
    ethylene carbonate 73.37
    cyrene 49.18
    2-ethoxyethyl acetate 46.69
    2-ethylhexyl acetate 31.03
    1,2,4-trichlorobenzene 43.28
    4-methylpyridine 104.84
    dibutyl ether 16.01
    2,6-dimethyl-4-heptanol 17.96
    DEF 120.36
    dimethyl isosorbide 81.74
    tetrachloroethylene 95.2
    eugenol 41.37
    triacetin 30.88
    span 80 38.7
    1,4-butanediol 46.21
    1,1-dichloroethane 30.95
    2-methyl-1-pentanol 45.34
    methyl formate 74.54
    2-methyl-1-butanol 75.68
    n-decane 1.36
    butyronitrile 63.4
    3,7-dimethyl-1-octanol 17.32
    1-chlorooctane 6.62
    1-chlorotetradecane 2.88
    n-nonane 1.21
    undecane 1.05
    tert-butylcyclohexane 1.77
    cyclooctane 1.36
    cyclopentanol 66.84
    tetrahydropyran 78.54
    tert-amyl methyl ether 30.05
    2,5,8-trioxanonane 104.38
    1-hexene 5.05
    2-isopropoxyethanol 62.96
    2,2,2-trifluoroethanol 117.75
    methyl butyrate 50.17

    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