4-(Pyridin-2-yl)butan-2-one

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  • Identifiers

    CAS number
    79476-33-8

    Molecular formula
    C9H11NO

    SMILES
    CC(=O)CCC1=CC=CC=N1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 58.77%
    Roasted 58.0%
    Burnt 43.04%
    Caramellic 42.32%
    Earthy 36.01%
    Hazelnut 35.24%
    Popcorn 33.81%
    Meaty 33.56%
    Fruity 33.01%
    Musty 31.0%

     

    Flavor
    Sweet 43.46%
    Nutty 34.98%
    Fatty 32.84%
    Spicy 32.48%
    Oily 29.54%
    Musty 28.72%
    Earthy 28.5%
    Fruity 24.71%
    Coffee 24.56%
    Green 24.49%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    5.41 (weak acid)

    Molecular weight
    149.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    244°C

    Flash point

    • 110.72 ˚C est.

  • Synonyms

    • 79476-33-8
    • 4-(Pyridin-2-yl)butan-2-one
    • DTXSID90507538
    • RefChem:289400
    • DTXCID60458346
    • 896-559-0
    • 2-Butanone, 4-(2-pyridinyl)-
    • 4-pyridin-2-ylbutan-2-one
    • pyridin-2-butanon
    • starbld0045493
    • SCHEMBL2722250
    • EDA47633
    • AKOS014316187
    • EN300-1230865
    • 79476-33-8

  • Applications

    4-(Pyridin-2-yl)butan-2-one (CAS 79476-33-8) is principally employed as an organic synthesis intermediate, providing a pyridinyl-substituted ketone framework for downstream transformations. In pharmaceutical and medicinal chemistry, it may be used as a building block for assembling heteroaryl-containing drug candidates and for cross‑coupling or condensation routes to more complex molecules. In agrochemical research and materials development, it is commonly evaluated for routes to heteroaryl‑substituted scaffolds and as a precursor to heterocyclic compounds. The pyridinyl ketone moiety can also serve as a ligand precursor in coordination chemistry and catalysis, including potential applications in polymer and coating formulations. Additionally, it may be explored as a structural motif in fragrance chemistry as a synthetic intermediate, subject to formulation constraints and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 801.66
    methanol 1429.17
    isopropanol 380.72
    water 47.47
    ethyl acetate 319.42
    n-propanol 440.65
    acetone 351.51
    n-butanol 330.11
    acetonitrile 542.9
    DMF 946.01
    toluene 133.46
    isobutanol 267.77
    1,4-dioxane 568.44
    methyl acetate 359.79
    THF 336.79
    2-butanone 300.17
    n-pentanol 225.12
    sec-butanol 264.6
    n-hexane 8.78
    ethylene glycol 343.12
    NMP 481.81
    cyclohexane 12.63
    DMSO 750.39
    n-butyl acetate 128.6
    n-octanol 55.38
    chloroform 805.67
    n-propyl acetate 121.49
    acetic acid 679.03
    dichloromethane 701.86
    cyclohexanone 293.66
    propylene glycol 323.57
    isopropyl acetate 123.97
    DMAc 911.95
    2-ethoxyethanol 416.45
    isopentanol 217.45
    n-heptane 7.39
    ethyl formate 281.15
    1,2-dichloroethane 322.1
    n-hexanol 154.22
    2-methoxyethanol 780.95
    isobutyl acetate 71.8
    tetrachloromethane 77.14
    n-pentyl acetate 68.4
    transcutol 1005.56
    n-heptanol 57.88
    ethylbenzene 56.89
    MIBK 86.52
    2-propoxyethanol 281.01
    tert-butanol 277.35
    MTBE 133.53
    2-butoxyethanol 147.04
    propionic acid 470.48
    o-xylene 86.87
    formic acid 610.95
    diethyl ether 171.71
    m-xylene 73.77
    p-xylene 77.95
    chlorobenzene 180.01
    dimethyl carbonate 113.75
    n-octane 3.04
    formamide 636.54
    cyclopentanone 298.42
    2-pentanone 170.63
    anisole 169.3
    cyclopentyl methyl ether 148.8
    gamma-butyrolactone 425.68
    1-methoxy-2-propanol 397.89
    pyridine 515.0
    3-pentanone 152.36
    furfural 499.57
    n-dodecane 3.2
    diethylene glycol 323.5
    diisopropyl ether 28.37
    tert-amyl alcohol 211.24
    acetylacetone 190.93
    n-hexadecane 3.54
    acetophenone 154.08
    methyl propionate 268.24
    isopentyl acetate 100.79
    trichloroethylene 662.1
    n-nonanol 47.95
    cyclohexanol 175.94
    benzyl alcohol 211.39
    2-ethylhexanol 76.13
    isooctanol 43.22
    dipropyl ether 65.99
    1,2-dichlorobenzene 151.84
    ethyl lactate 89.46
    propylene carbonate 234.3
    n-methylformamide 615.97
    2-pentanol 136.23
    n-pentane 8.14
    1-propoxy-2-propanol 171.44
    1-methoxy-2-propyl acetate 139.19
    2-(2-methoxypropoxy) propanol 151.88
    mesitylene 35.57
    ε-caprolactone 269.03
    p-cymene 31.94
    epichlorohydrin 444.18
    1,1,1-trichloroethane 234.65
    2-aminoethanol 509.63
    morpholine-4-carbaldehyde 580.05
    sulfolane 374.56
    2,2,4-trimethylpentane 7.05
    2-methyltetrahydrofuran 253.64
    n-hexyl acetate 100.64
    isooctane 3.96
    2-(2-butoxyethoxy)ethanol 231.01
    sec-butyl acetate 75.27
    tert-butyl acetate 93.69
    decalin 10.25
    glycerin 413.74
    diglyme 379.47
    acrylic acid 429.18
    isopropyl myristate 34.63
    n-butyric acid 453.49
    acetyl acetate 176.69
    di(2-ethylhexyl) phthalate 53.21
    ethyl propionate 111.97
    nitromethane 791.39
    1,2-diethoxyethane 198.27
    benzonitrile 249.66
    trioctyl phosphate 30.49
    1-bromopropane 156.22
    gamma-valerolactone 494.92
    n-decanol 35.27
    triethyl phosphate 51.87
    4-methyl-2-pentanol 63.6
    propionitrile 360.23
    vinylene carbonate 257.37
    1,1,2-trichlorotrifluoroethane 420.26
    DMS 118.69
    cumene 37.67
    2-octanol 32.4
    2-hexanone 112.16
    octyl acetate 48.15
    limonene 42.64
    1,2-dimethoxyethane 405.06
    ethyl orthosilicate 51.38
    tributyl phosphate 45.71
    diacetone alcohol 146.31
    N,N-dimethylaniline 112.44
    acrylonitrile 490.41
    aniline 284.23
    1,3-propanediol 480.64
    bromobenzene 157.04
    dibromomethane 364.51
    1,1,2,2-tetrachloroethane 491.18
    2-methyl-cyclohexyl acetate 71.74
    tetrabutyl urea 62.9
    diisobutyl methanol 37.38
    2-phenylethanol 136.01
    styrene 88.9
    dioctyl adipate 61.32
    dimethyl sulfate 175.95
    ethyl butyrate 94.54
    methyl lactate 155.02
    butyl lactate 80.74
    diethyl carbonate 74.11
    propanediol butyl ether 170.67
    triethyl orthoformate 70.12
    p-tert-butyltoluene 28.2
    methyl 4-tert-butylbenzoate 95.76
    morpholine 613.72
    tert-butylamine 148.88
    n-dodecanol 26.59
    dimethoxymethane 294.21
    ethylene carbonate 212.42
    cyrene 135.2
    2-ethoxyethyl acetate 129.42
    2-ethylhexyl acetate 80.7
    1,2,4-trichlorobenzene 194.87
    4-methylpyridine 460.96
    dibutyl ether 64.55
    2,6-dimethyl-4-heptanol 37.38
    DEF 319.5
    dimethyl isosorbide 186.54
    tetrachloroethylene 355.76
    eugenol 115.89
    triacetin 124.35
    span 80 111.71
    1,4-butanediol 210.89
    1,1-dichloroethane 324.48
    2-methyl-1-pentanol 167.43
    methyl formate 370.11
    2-methyl-1-butanol 219.97
    n-decane 5.2
    butyronitrile 297.35
    3,7-dimethyl-1-octanol 60.27
    1-chlorooctane 25.7
    1-chlorotetradecane 10.83
    n-nonane 4.71
    undecane 3.9
    tert-butylcyclohexane 9.96
    cyclooctane 4.28
    cyclopentanol 184.52
    tetrahydropyran 293.22
    tert-amyl methyl ether 105.09
    2,5,8-trioxanonane 272.15
    1-hexene 51.11
    2-isopropoxyethanol 206.39
    2,2,2-trifluoroethanol 239.57
    methyl butyrate 161.34

    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